Charming Cottages in Anna Maria Island, FL

Cedar Cove Resort & Cottages
Hotel
2710 Gulf Drive, Holmes Beach, FL, FL 34217, USA

Located in Holmes Beach, a 1-minute walk from Bradenton Beach, Cedar Cove Resort & Cottages provides accommodations with free bikes, free private parking, a garden and a private beach area. With free WiFi, this 4-star hotel has a terrace and water sports facilities. The property has a concierge service, free shuttle service and luggage storage for guests. Guest rooms are equipped with air conditioning, a flat-screen TV with cable channels, a fridge, a coffee machine, a shower, free toiletries and a closet. Each room comes with a private bathroom with a hairdryer, while certain rooms include a balcony and others also offer sea views. Guest rooms will provide guests with a microwave. The hotel has a grill. Guests at Cedar Cove Resort & Cottages will be able to enjoy activities in and around Holmes Beach, like cycling. The John and Mable Ringling Museum of Art is 15 miles from the accommodation, while Anna Maria City Pier is 4.4 miles away. Sarasota Bradenton International Airport is 13 miles from the property.

Guest Reviews:

- "It was fabulous!" - "the beach was beautiful everything as I expected my neighbor told me about this place" - "A perfect spot to get away and relax." - "Come again and stay" - "Great place to unwind and relax." - "We had a wonderful time. The staff was very nice and friendly! They offer many amenities! Chairs, umbrellas, grills, bea" - "The beach for this place is very peaceful, relaxing and private!!" - "Stay here! Amazing location & great price"

Serenity Cottage
Cottage
714 Jacaranda Rd., Anna Maria, FL, 34216, USA

Located in Anna Maria, this welcoming cottage brings it all within your reach. There's convenient onsite parking, so you can leave your vehicle behind and let your feet make short work of the 6-minute walk to Bradenton Beach or the 8-minute walk to Bean Point Beach.

Relax by the outdoor pool or sip a drink on the patio of this cottage, which also features a yard and a gas grill. For a change of scenery, come inside and enjoy the free WiFi and TV.

As you settle into this 2-bedroom, 1-bathroom rental, you'll find a sitting area, air conditioning, and a ceiling fan. Bathroom amenities include a hair dryer and towels. Prepare a home-cooked meal in the kitchen, complete with an oven, a stovetop, and a refrigerator, as well as a coffee maker, a microwave, and cookware.

Amenities:

Other • Bedding/Linens • Air Conditioner • Kitchen • Pool • Child Friendly • Balcony/Terrace

Gulf View Cottage #3
Apartment
Bradenton Beach, FL, USA

Gulf View Cottage #3 offers accommodations in Bradenton Beach, a 19-minute walk from Cortez Beach and 14 miles from The John and Mable Ringling Museum of Art. The apartment has access to a restaurant. Van Wezel Performing Arts Hall is 14 miles from the apartment. Providing a patio and sea views, the apartment includes 1 bedroom, a living room, satellite TV, an equipped kitchen, and 1 bathroom with a bath. Towels and bed linen are featured in the apartment. The property has an outdoor dining area. The apartment has a picnic area where you can spend the day outdoors. Anna Maria City Pier is 6.5 miles from the apartment, while Greens Of Manatee Golf Club is 9.5 miles away. Sarasota Bradenton International Airport is 12 miles from the property.

Guest Reviews:

- "PERFECT Place!!" - "Had a wonderful time." - "My stay was the perfect spot in perfect Anna Marie Island." - "I will definitely stay here again in the future!" - "It was amazing and will definitely do it again" - "Overall it was a beautiful places and we had so much fun!" - "More than beautiful" - "Enjoyed staying in this cute beach cottage." - "beach getaway" - "I’d stay again but bring my own pillow." - "Our week on Anna Mar was great and our lodging was acceptable but not outstanding."

105b 12th Street South Front 2 Bedroom Apts by RedAwning
Cottage
105 12TH STREET ST SOUTH, Bradenton Beach, FL, 34217, USA

Located in Bradenton Beach, this 2-bedroom, 1-bathroom cottage lets you experience it all. Fans of nature and the outdoors will love being within a 5-minute walk of Bradenton Beach and Anna Maria Sound. Your feet will make short work of the 13-minute walk to Historic Bridge Street Pier or the 9-minute walk to Bradenton Beach Marina.

While you're here, you can enjoy all the comforts of home and more, including free WiFi and a TV, as well as a dryer and towels.

Guest Reviews:

- "We rented both side of the duplex to accommodate out of town family. The house was clean and nicely furnished. We enjoyed the location near the beach. I felt it was rude for the owner to show up at times and also park his car in one of the parking places provided for several days since parking is limited and we needed the space. I asked the realty company to help but they did nothing."

Sundance Cottage
House
Anna Maria, FL, USA

Sundance Cottage is located in Anna Maria, just a few steps from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art. Guests may go for a swim in the private pool. Anna Maria City Pier is a 17-minute walk from the vacation home. With direct access to a balcony, the air-conditioned vacation home consists of 3 bedrooms. Offering a terrace with sea views, this vacation home also features a satellite TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 2 bathrooms with a walk-in shower and a hair dryer. The property has an outdoor dining area. The vacation home has a picnic area where you can spend the day outdoors. Sarasota Bradenton International Airport is 18 miles from the property.

Guest Reviews:

- "We had a wonderful week at Sundance Cottage!" - "We had a great trip and the house was a great part of that" - "Great family gathering in paradise for my 70th Birthday." - "Everyone was amazed by this house."

Queen's Gate Resort
Cottage
1101 Gulf Drive N, Bradenton Beach, FL, 34217, USA

While you're here, you can enjoy all the comforts of home and more, including a fenced pool and free WiFi, as well as a flat-screen TV and Netflix. Other amenities include laundry facilities, towels, a DVD player, and kitchenware and utensils.

Guest Reviews:

- "It was a great stay! " - "Great place to stay." - "Cute little studio right near our friends for wedding" - "We really enjoyed our stay at the Queen's Gate Resort. Our room was very clean and comfortable (AC worked fine). Slept well on the bed. It was so nice to be able to walk a few minutes and be on the beach. Would definitely stay here again! " - "The heated pool was nice. The room was as described. Management was friendly and accessible. "

The Cottage on Pine - Luxury Boho Beach Cottage wPvt Heated Pool On Pine Ave
House
411 Pine Avenue B, Anna Maria, FL, 34216, USA

The Cottage on Pine - Luxury Boho Beach Cottage wPvt Heated Pool On Pine Ave is located in Anna Maria, just 20 miles from The John and Mable Ringling Museum of Art and a 5-minute walk from Anna Maria City Pier. The air-conditioned accommodation is a 7-minute walk from Anna Maria Island. The vacation home features 2 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 1 bathroom with a hair dryer. Towels and bed linen are featured in the vacation home. The accommodation is non-smoking. The Cottage on Pine - Luxury Boho Beach Cottage wPvt Heated Pool On Pine Ave also provides an outdoor swimming pool and a spa center for guests to relax in. Sarasota Bradenton International Airport is 18 miles away.

Guest Reviews:

- "The location reminded of the town in the Jaws movie in a good way the whole feel of the town and area will definitely b" - "Delighted with the house itself, the location and Anna Maria island was beautiful."

Charming cottage with stunning bayfront views - Paradise by the Bay Pines Park
Cottage
Bradenton Beach, Florida, USA

Paradise by the Bay at Pines Park by Anna Maria Vacations
81 Midge Ct. Bradenton Beach, FL 34217

Welcome to Paradise by the Bay—your perfect quick getaway on Anna Maria Island! This charming one-bedroom cottage in beautiful Bradenton Beach offers stunning bayfront views and is ideal for couples or small families seeking a peaceful retreat. Located in the friendly Pines Park community, you're just four minutes from Gulf beaches and one minute from vibrant Bridge Street, with easy access to restaurants, shops, mini-golf, and the scenic pier!

Highlights
• 4-minute walk to the Beach
• 1-minute to Dining and Shopping
• Bay Views
• Community Shuffleboard, Putting Green, and Cornhole
• Resort Pool Access available for extra fee
• 5-minute walk to Anna Maria Island Trolley stop

Pines Park is a welcoming community that provides an array of shared amenities, including a shuffleboard court, coin-operated laundry, putting green, and cornhole. Guests also have the opportunity to visit the nearby Pelican Post at Anna Maria Island Inn’s stunning resort pool and spa area for a small daily fee, enhancing your vacation experience with leisure and relaxation.

Step inside Paradise by the Bay to discover a cozy living room designed for comfort and relaxation, featuring ample sofa seating and a TV—perfect for unwinding after a day filled with adventures. The fully equipped kitchen includes a refrigerator, stove, and oven, making meal preparation a breeze. Enjoy meals together in the intimate dining area, creating lasting memories in a cozy atmosphere throughout your stay.

This delightful home features one primary bedroom outfitted with a full bed, ensuring a restorative night’s sleep. Additionally, the living room boasts a queen-size sleeper sofa, offering flexible sleeping arrangements for your group. The main bathroom is equipped with a walk-in shower, providing convenience and comfort during your stay.

Room Details
-Primary Bedroom: Full bed
-Living Room: Queen Sleeper Sofa

Don’t miss out on this perfect getaway on Anna Maria Island! Book your stay at Paradise by the Bay today and immerse yourself in the friendly coastal lifestyle that awaits you in Bradenton Beach, FL. Your dream vacation is just a reservation away! Experience the best of beach living—plan your escape now!

-
Owner Use Only: Bikes are owner use only, as well as outside storage.

Shuffleboard equipment is kept next to the court.

This property does not allow pets.

1 car maximum can park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

This home is managed by Anna Maria Vacations, an Anna Maria Island property management company.

We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age. Please see our Anna Maria Vacations Rental Policies for full details.

Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Amenities:

Other • Kitchen • Tv • Fireplace/Heating • Parking • View • Wellness Facilities • Ocean View • Security/Safety • Air Conditioner • Bedding/Linens • Oceanfront

Searenity Stand Alone 2 bed 1 bath Beach Cottage
House
8th Street South, Bradenton Beach, FL, 34217, USA

Searenity Stand Alone 2 bed 1 bath Beach Cottage is located in Bradenton Beach, just a 11-minute walk from Cortez Beach and 14 miles from The John and Mable Ringling Museum of Art. Both free Wifi and parking on-site are available at the vacation home free of charge. Anna Maria City Pier is 6.3 miles from the vacation home and Greens Of Manatee Golf Club is 9.3 miles away. The air-conditioned vacation home is composed of 2 separate bedrooms, a fully equipped kitchen with a dishwasher and an oven, and 1 bathroom. Towels and bed linen are featured in the vacation home. The accommodation is non-smoking. Guests can also relax in the garden. Van Wezel Performing Arts Hall is 14 miles from Searenity Stand Alone 2 bed 1 bath Beach Cottage. Sarasota Bradenton International Airport is 12 miles away.

Amenities:

Air Conditioner • Security/Safety • Parking • View • Fireplace/Heating • Internet • Child Friendly

Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!
Cottage
Anna Maria, Florida, USA

CAST AWAY your stress and worries at this adorable piece of old Florida near BEAN POINT. Charming vintage cottage with LUSH TROPICAL HEATED POOL & SPA area.

Two bedrooms with queen beds, well equipped kitchen, flat screen TVs mounted in each room, full sized washer & dryer, and large front porch with mini fridge all combine as your home base in paradise. Enjoy relaxing moments poolside, beachfront, or exploring the whimsical boutiques in the SUNNY QUAINT VILLAGES on Anna Maria Island.

Everything you need to enjoy your days on the island is at the cottage - just add food & drink + swimsuit & flip flops. We provide a STREET LEGAL GOLF CART (4 seats), beach chairs, beach umbrellas, Wheeleez beach wagon, bicycles, four stand up paddle boards, two-seat kayak, private outdoor shower/changing room with hot & cold water, two gas grills, coolers, and more! After a day at the beach or sightseeing, the private pool/spa awaits - chilled or heated - any time of the year. A 55 inch Smart TV is set up for you to watch your favorite team (or whatever!) while chilling in the pool! Ledge Lounger ice bucket/table in pool splash pad for your drinks.

Don't bring beach towels, paper towels, or toilet paper! We have all the basics (and more) supplied in the kitchen and bathroom. Pack n Play, high chair, booster seat & stroller are in the hall closet for the small ones. Pet dishes in place for your OTHER small ones!

Spices, chocolates, wine, water at each bedside, coffee, and tea complete the arrival necessities. Coffee grinder is also provided.

Located a short leisurely stroll down a charming sandy pathway from Bean Point Beach with sparkling crystal clear water and gorgeous white sand, the cottage locale also provides access to delicious island eateries or come home and grill your own freshly caught fish and DINE AROUND THE POOL. Don’t miss the blackened grouper or scallops at the nearby Waterfront, a classic Philly cheesesteak at Slim's, or a cheeseburger in paradise at Duffy's Tavern!

Sunshine, seashells, sand, surf, and saltwater ☀ - all of the sublime ingredients needed to change your clock to ISLAND TIME!

Our cottage offers all that you will need to relax and unwind in the twinkling of a mermaid's eye.

Guest Reviews:

- "Older well maintained duplex stocked with everything one needs on vacation. We loved the pool!" - "A cute and welcoming little cottage! It feels like you are home when you stay there! Close to the beach and all the toys, chairs and umbrellas needed for a day at the beach." - "We have been going to AMI for over 50 and 30 years respectively. We love it!! Cottage was great for us! Pool area is fabulous! If you are an ocean swimmer you are close to Bean Point so keep that in mind. Area immediate to cottage doesn’t flood but surrounding streets will in a heavy rain. We loved our stay and would return!"

Coastal Cottage
House
215 Palm Avenue, Anna Maria, FL, 34216, USA

Coastal Cottage offers accommodations in Anna Maria, a 3-minute walk from Anna Maria Island and 19 miles from The John and Mable Ringling Museum of Art. This property offers a private pool, free Wifi, and free private parking. Anna Maria City Pier is a 11-minute walk from the vacation home. The vacation home features 3 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a hair dryer. Towels and bed linen are provided in the vacation home. For added privacy, the accommodation features a private entrance. Sarasota Bradenton International Airport is 17 miles away.

Guest Reviews:

- "Lovely place on a beautiful island, we will return" - "Nice location, clean house, nasty pool."

Cozy Cottage w private Beach Access,AC&WiFi -Quiet North End AMI. Tropical Oasis
Cottage
Anna Maria, Florida, USA

We have replanted damaged landscape and fence since the 2 hurricanes in 2024..

Sea Garden Cottage is a true island gem and escape. Sea Garden Cottage is located on North Shore Drive at the north end of the island. It’s charming decor and garden oasis are sure to make you lose yourself in your future get-a-way.

This home rests on a 1.23 acre lot directly on the Gulf, a rarity on the island. The lot is surrounded by mature trees, tropical vegetation, and views of the Gulf and its sandy shores.

The master bedroom has king size bed with half bath and TV. The guest bedroom has 2 XL twin beds. Both rooms open to a screened lanai where you can enjoy the beautiful surroundings.

Sea Garden is fully equipped with linens, beach towels, beach chairs and umbrellas. The kitchen is fully stocked with coffee maker, tea pot, crock pot, pots and pans.

Keywords: Cottage
Single Story
Beach Cottage
Beach
Beach House
Anna Maria
Anna Maria Island
Bungalow
Beach Bungalow
Gulf Front

Guest Reviews:

- "We throughly enjoyed our stay at the Sea Garden. The cottage and location were perfect! Kari made everything so easy! Thank you!" - "this is our second time staying at the Sea Garden and there will be many more stays in our future - we absolutely love it here. Kari is amazing, communication is perfect. Thanks for hosting our family again, Kari!" - "This location is perfect! If you are looking for a low key vibe this rental is for you! The beach was never crowded and absolutely beautiful! The cottage was very clean, and had everything you needed! We loved the extra garden shed filled with chairs, sand toys, beach wagon, bikes, games ect. We absolutely LOVED this location! Thank you Kari!"

Conch Cottage home
Apartment
Bradenton Beach, FL, USA

Conch Cottage home is located in Bradenton Beach, just 14 miles from John and Mable Ringling Museum of Art and 14 miles from The John and Mable Ringling Museum of Art. With free private parking, the property is a 11-minute walk from Cortez Beach and 14 miles from Sarasota International Convention Center. The apartment also includes a well-equipped kitchen with an oven, a microwave, and a toaster, as well as a hair dryer. The accommodation is non-smoking. Anna Maria City Pier is 6.2 miles from the apartment. Sarasota Bradenton International Airport is 12 miles from the property.

Amenities:

Guest Services • Barbecue/Outdoor Cooking • Pet Friendly • Other • Air Conditioner • Parking • Child Friendly • Security/Safety

Vintage Island Cottage on the Beach- Sunset Views - Bamboo Apts. C1
Cottage
Holmes Beach, Florida, USA

Our five unit property was featured in the January/February 2020 issue of Southern Living, and we are honored and thrilled!

Welcome to our Cottage! If you are looking for a simple, quiet, stress-free place to enjoy the beach, this is it. It's not a fancy condo-- no long hallways, distant parking, elevators, or crowds-- and there are no streets to cross to reach the beach--just a sandy walk from your screened porch door. The Cottage is a duplex, and this listing is for the larger side. VRBO #327896 will show you the smaller side. The two sides share a screened porch facing the beach.

The cottage was constructed in 1916 or so, as a caretaker's home for a larger house which is now gone. It has been carefully maintained and updated, but has retained the charm of a bygone era.

The interior walls are heart pine, and so are the floors, refinished by hand. Furnishings have been chosen for comfort-- a rattan recliner and matching sleeper sofa in the living room, dining table with leaf (in case you would like to have a guest or two for supper), and king size bed in the bedroom.

The cottage is shaded by ancient Australian pine trees and has a comfortable shared screened porch for a front-row view of the sunsets and stars. With the windows open at night, you can hear the surf!

Walk directly out the screen porch door, and down to the beach--no streets to cross. Or, sit out on the patio and enjoy your coffee and newspaper, or cocktails. Our guests tell us that the best part of the patio area, (besides the view) is it's size-- plenty of room for spreading out.

We are located a block away from the Cafe on the Beach, convenient for all-you-can-eat pancake breakfasts, quick lunches, and relaxing dinners. The beach-front playground is a block and a half away. Take the free trolley and see the rest of the island.

The other side of this duplex, which is a little smaller, VRBO 327896 is also available. See our other units available on the same property, VRBO 82848, 1473396, and 738184.

Keywords: Cottage/Duplex

Guest Reviews:

- "Great Old Florida vibe. Suited our needs perfectly, which was a nice quiet time on a nice quiet beach. All good!" - "Easy to find. Great amenities! Helpful host! Enjoyed the location!" - "Alice was prompt and attentive. Can't beat the location!" - "Weekend getaway with family! Perfect place and location! Cottage has everything you need and we received a sweet welcome basket when we arrived at our cute little cottage! Very nice surprise! The owner was very friendly and caring! I loved the beach chairs, umbrella, and boogie board we had right on our porch to take to the beach. The beach was amazing and only steps away! The shower pressure was the best ever! Plenty of towels. Comfortable and cozy cottage. Great location! We will be back! We made some sweet memories at the charming cottage!!"

Serenity Cottage
House
714 Jacaranda Rd., Anna Maria, FL, 34216, USA

A 7-minute walk from Anna Maria Island in Anna Maria, Serenity Cottage features accommodations with access to a hot tub and spa center. This property offers access to a balcony and free private parking. The John and Mable Ringling Museum of Art is 20 miles from the vacation home. With free Wifi, this 1-bedroom vacation home provides a satellite TV and a kitchen with an oven and microwave. Towels and bed linen are featured in the vacation home. The accommodation offers an air conditioning, a heating, and a private bathroom. Guests at the vacation home will be able to enjoy activities in and around Anna Maria, like cycling. Sarasota International Convention Center is 19 miles from Serenity Cottage, while John and Mable Ringling Museum of Art is 20 miles away. Sarasota Bradenton International Airport is 18 miles from the property.

Amenities:

Guest Services • Breakfast • Barbecue/Outdoor Cooking • Wellness Facilities • Sports/Activities • Parking • Fireplace/Heating • Hot Tub • Security/Safety • Spa • Air Conditioner • Pool

Enjoy sunny fall days on gorgeous Anna Maria Island!
Cottage
Bradenton Beach, Florida, USA

Trust us when we say, you will surely fall in love with this quaint pastel cottage that still retains that old Florida charm.
In the slice of heaven that is Anna Maria Island, this personable resort is perfectly situated in the narrow area between Sarasota bay and the sandy beaches of the Gulf of Mexico.
On your stay you can enjoy the resort’s heated pool lined with royal palms and overlooking the Bay, or take a few steps to reach the white sand beaches. There's a pier that you can fish off of or just sit on and watch the sky hues and wildlife.
Our cottage has a shaded porch and a cozy picnic area perfect for barbecues, nestled under a gazebo covered with tropical foliage.
The inside is decorated in a casual island style, with a light, open-space kitchen and living area with a brand new sofa-bed and chair. The Kitchen and bathroom have just been updated. Driftwood color floors have been laid throughout the cottage. In the bedroom there's a king size bed and a walk-in closet. The living area has a comfortable pull-out sofa bed.
The kitchen is well-equipped with anything you need to cook a great meal in the cottage.
You will have 2 free parking places available to you.
Beach towels and umbrellas are provided at the office and lounge chairs are on the beach for your use as a resort guest.
On the beach near the resort there are jet skis, kayaks and paddle boards available for rent.
Nearby you can find a large variety of excellent restaurants that will please everyone’s taste.
With just a fifteen minute walk or a short ride on the free trolley, you can reach Bridge Street, a charming shopping district where you can enjoy the small shops, boutiques, fresh food and mini golf. The trolley can take you up and down the island to explore different beaches, shops and restaurants.
The position on the south end of the island makes it easy to reach Longboat Key and St. Armand's Circle for out-of-the-ordinary shopping and dining. You can easily get to Sarasota to see The Ringling Museum, Sarasota Jungle Gardens, and the Marie Selby Botanical Gardens. For boat tours to explore the island, see the wildlife, go fishing or just watch the sunset I recommend Captain Jerry Mayer amicruises.com.

Guest Reviews:

- "This place was perfect for our family of four. The location was great. Just a short walk to the beach and a short drive to other activities. We enjoyed every minute of our week getaway! We’ll be back!" - "This was the perfect location for our stay. We enjoyed the pool, short walk to beach and the dock. The cottage was clean and cozy. We were able to enjoy sunrise and sunsets . Definatly plan on returning." - "Our girls Getaway was a complete success. Taking the trolley to the whole island we know that we stayed in the best location. Couldn't have picked a better place to stay!"

Coconut Lagoon - Lovely Historic Renovated Cottage wHuge Heated Pool Backyard OasisCabanaBar
House
406 Magnolia Avenue, Anna Maria, FL, 34216, USA

Coconut Lagoon - Lovely Historic Renovated Cottage wHuge Heated Pool Backyard OasisCabanaBar is located in Anna Maria, just 20 miles from The John and Mable Ringling Museum of Art and a 7-minute walk from Anna Maria City Pier. The air-conditioned accommodation is a 8-minute walk from Anna Maria Island. Offering a terrace with garden views, this vacation home also features a cable TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 2 bathrooms with a bath and a hair dryer. The accommodation is non-smoking. Guests at the vacation home can relax in the spa and wellness center, the garden, or the outdoor swimming pool. Sarasota Bradenton International Airport is 17 miles from the property.

Amenities:

Balcony/Terrace • Pool • Pet Friendly • Sports/Activities • Guest Services • Internet • View • Parking • Barbecue/Outdoor Cooking • Spa • Accessibility • Security/Safety

Blue Heron Cottage - Anna Maria Island
Cottage
Anna Maria, Florida, USA

Great 1 bedroom, 1.5 bathroom cottage on the quiet north end of island. The house is conveniently located and within walking distance (two short blocks) to the beach and close to the intersection of Fern Street/Alamanda Road. This great getaway sleeps up to 4.

The cottage has an open floor plan and it is about 900 sq ft. There is a bedroom with 1/2 bath inside and a laundry room. There is a full bath out of the bedroom which makes it very comfortable when there are more than 2 guests with. The living room has a sofa, which also becomes a comfortable queen bed. It is not the kind where the mattress is folded when in use as a sofa. My favorite spot of the house is the private outdoor shower with hot and cold water. The side door leads to the patio where you will find an outdoor dining area complete with oversized umbrella, a high-top table, outdoor shower, and electric grill. You will also find a beach cart to transport beach essentials to and from the beach.

**electric grill, beach chairs, umbrella and wagon are provided for your convenience**

The house is located on the very desirable quiet north end of the island. Specifically 2 short blocks from the very end. It is very peaceful and beautiful around this quite area with very low traffic, if any at all. You can easily travel across the island on the free trolley, which has many stops throughout the island. There are also many places who offer bikes and golf carts for rent. There are many restaurants, small shops and a Publix supermarket all with in 10 min max driving and reachable by bikes and golf carts. You can take a very short easy walk to the famous Rod and Reel pier/restaurant.

I'm always available on my cell phone and email. Feel free to contact me if you have any issues.

Guest Reviews:

- "Great place for two people long walk to the beach Beautiful beach not crowded" - "Blue Heron is a cozy cottage, very clean, and stocked with everything you’ll need for your stay. We enjoyed the outdoor shower and all of the beach paraphernalia that Gustavo provided. He even has beach towels and toys! Along with the washer & dryer in unit, we only needed one suitcase which saved me from having to pay for extra luggage. Highly recommend!!"

Coquina Cottage cottage
Apartment

Coquina Cottage cottage is located in Anna Maria, just 19 miles from John and Mable Ringling Museum of Art and 20 miles from The John and Mable Ringling Museum of Art. With free private parking, the property is a 12-minute walk from Anna Maria Island and 19 miles from Sarasota International Convention Center. The apartment features 2 bedrooms, a fully equipped kitchen with a dishwasher and a microwave, a washing machine, and 1 bathroom with a hair dryer. A TV is featured. The accommodation is non-smoking. Sarasota Bradenton International Airport is 17 miles away.

Amenities:

Child Friendly • Guest Services • Parking • Air Conditioner • Barbecue/Outdoor Cooking • Security/Safety • Other

Quiet Nights of Quiet Stars on Anna Maria Island
Cottage
Holmes Beach, Florida, USA

Quiet nights of quiet stars, quiet walks by quiet sea, quiet thoughts on quiet location, oh how lovely . . .

A guest had this to day: "Songbird is a cute little purple house on a quiet side street on Anna Maria Island. I referred to the house as little, it is really quite spacious & comfortable. This is our 6th stay at Songbird & we are looking forward to our next stay. This trip we were on side B but have also stayed on Side A, both are equally as nice.
The kitchen is well stocked with all the cooking essentials. Pots, pans, coffee maker, toaster, blender etc. There is also a charcoal BBQ in the backyard.
The living room is open and airy with a love-seat, comfortable couch & a large TV. The master bedroom has a king bed with a comfortable and supportive mattress. Nightstands, a dresser and closet gives plenty of room to unpack so you won`t feel like you are living out of your suitcase while staying here. The 2nd bedroom is quite large & has twin beds. According to my daughter and travel companion the beds and room are very comfortable.
Washer & dryer are located in a porch outback and shared with people renting the other side of the house. We have never had a problem with this, as knowing it is shared anyone keeps their eye on the laundry and removes it as soon as it is finished.
The wi-fi reaches the backyard and there is free US/Canada wide long distance on the house phone.
I hope this helps with your decision to stay here. We highly recommend it."

Is it perfect? No way, but it is clean and comfortable.

1. The Gulf beach access is 4 blocks but 3 are short blocks and it ends up being 3 in length and having done it a number of times you cut the corners at 64th street and Holmes Blvd and when you arrive at Gulf Drive and 65th there is the beach access and a few parking places. The real good thing is that you don't cross Marina Drive [busy street]. Some guests have driven over and parked or dropped off people and headed back to Songbird and walked back to the beach access.

2. Located in the middle of the block on a quiet street.

3. Free fast wifi and Washer and Dryer at no charge. Hair dryer also.

4. Everpure H-300 under sink mounted water filter with glass filler faucet and hooked up to the ice maker too.

5. There is central air installed in 2019.

6. New refrigerator 2025 with automatic ice maker in the freezer. New stove and microwave too.

7. The BBQ is a charcoal type 2025 and I do not supply coals.

8. The kitchen has been updated with upper white cabinets in early 2000's and is fully stocked with cooking utensils and almost always salt and pepper. Also all linens, towels and so on.

9. New base kitchen cabinets 2025 with a very quiet dishwasher. Quartz countertops.

10. House landline phone provided for local calls and free long distance to North America and Territories. Canadians like this idea a lot.

11. New 2025 King Bed mattress and box spring. New 2025 medium firm twin mattresses and box springs Maximum 4 people and maximum 3 adults minimum age 25.

12. The closest restaurant Ugly Grouper is about 5 blocks and is popular. Scott’s Deli is 3 blocks and top shelf Key Lime Pie.

13. 7 blocks to Island Shopping Center [think 1960] with restaurants, clothing stores, hardware store, art gallery, parrots and more.

14. Holmes Beach public library is 5 blocks away. Sweet library!

15. Updated kitchen and bath fixtures 2025

16. No stairs here as an easy living ground level place.

17. TV is a 65" flat thin screen 2025. Samsung QLED

18. 2 bedrooms and 1 Bathroom with step-in shower.

19. No pets and no smoking. A number of people verify no pets as they have allergies and, yes, no pets.

20. The cleaner has been cleaning for about 3 years and does nice work.

21. The patio is covered and has a table with chairs.

22. Outdoor shower when home from the beach.

23. I supply dish soap, dishwasher pods, hand soap, one or more rolls of paper towels, more than one roll of TP, dish sponge, laundry soap no scent and garbage bags.

24. A free trolley has a stop 1 block away to go north and a stop to go south is 3 blocks at the beach access. 6am-10pm and runs at 20 minute intervals.

25. Parking space for two cars.

26. Backyard is a nice size.

I have found that people arrive and unload luggage and head to the beach. The busiest street on the island in this spot is Marina Drive and you do NOT cross it on the way to the beach. The access is a 3-4 block stroll. And the property is located in the middle of the street not on a busy corner or street.

Again, thank you for your time.

Guest Reviews:

- "What you see on line is what you get. Small space as advertised great for a single or couple. Clean and efficient. Host was great with any support needed. This is old Florida type cottage. Great central location on the island. Make sure to stop at Scotty's Deli." - "We had a wonderful stay!The place was spotless and very well-maintained.The location couldn't be better-just a short walk to the beach and super convenient for getting around the island.Everything was exactly as described, and communication with the host was smooth and easy. Highly recommend for anyone looking for a relaxing beach getaway. "

Castaway Cottage
House
307 59th St, Unit A-1, US, Holmes Beach, FL, 34217, USA

Castaway Cottage is located in Holmes Beach, just a 5-minute walk from Anna Maria Island and 18 miles from The John and Mable Ringling Museum of Art. This property offers access to a balcony, free private parking, and free Wifi. Outdoor seating is also available at the vacation home. Castaway Cottage features 3 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a hair dryer. Towels and bed linen are featured in the vacation home. For added privacy, the accommodation features a private entrance. Anna Maria City Pier is 2.3 miles from the accommodation, while Greens Of Manatee Golf Club is 12 miles away. Sarasota Bradenton International Airport is 16 miles from the property.

Amenities:

Pool • Sports/Activities • Fireplace/Heating • Pet Friendly • Security/Safety • Internet • Child Friendly • Parking

END OF SUMMER RATES! Cozy cottage central location-Private patio-3 min to beach!
Cottage
Holmes Beach, Florida, USA

Discover this boutique-styled cottage and the white sandy beaches that make Anna Maria Island so famous. The Cottage is just 20 yards from the Gulf ocean and is one house off the beach as the crow flies.

A large open room with lots of sunlight will give your vacation the perfect vibe. The modern kitchen is fully loaded with a dishwasher, microwave, stove and a fridge...and of course there's an ice maker! Plus lots of storage for longer stays makes this cozy kitchen easy to enjoy.

The comfortable living room is a great place to chill. Wifi and television will also keep you occupied if you've had enough sun. Fans in the living and bedroom mean you can enjoy the perfect weather without sacrificing airflow. Naturally, if you like it cooler, AC is always available. Need extra sleeping room? The living room features a very comfortable pull-out couch for guests.

The bathroom has a tub for soaking and a marble-topped vanity as well as custom one-of-a kind touches. The clean, white fluffy towels are all 100% cotton and will give you that fresh hotel feel.

Your bedroom comes with a high-end king bed that's not too firm, not too soft, and comes with 450-thread count cotton sheets. The room offers bedside reading lamps, a large closet and private television.

Just think... when the waves pick up, you can hear the ocean from your private patio, which is a great place to relax all day when you're not out on the beach. Feeling like a BBQ? Kick on the grill and enjoy.

This house has everything you could possibly need to enjoy time by the sea.

Your boutique chic, adorable cottage is just a 2-minute walk to coffee shops, the only late-night watering hole on the island, the local Walgreens, and a bike rental store so you never need to drive anywhere. But if you did want to head out, the free trolley that runs up and down the island makes getting around a cinch!

Lastly there is a washer & dryer located on the back of the property— this laundry area is shared by our two cottages (we have this "Sun Cottage" and a "Surf Cottage" which you can see on our website if you google Postcard Cottages AMI)

Guest Reviews:

- "Loved the property and the location. Only steps to the beach." - "First I wanted to say thanks for the fun place.They said it was a 3 minute walk to the beach, they were wrong, more like one. Easy walk. Great location to everything. Place looks just like you see. Bed was Fabulous and everything you need in kitchen. Will be back. Great beach location" - "This little cottage was absolutely perfect for my wife and I to enjoy Anna Maria Island. I was pleased that the owner was quick to respond to a couple questions I had before our arrival. It made for such a relaxing trip. The cottage itself was very clean, comfortable and well decorated, with a nice array of kitchen utensils and a great back patio. We really enjoyed the location as it was in between the busier areas of the island. It made for a beach that was not very crowded. It is an easy two minute walk to the beach, and the owners even have a wagon, beach chairs, umbrella, and floats. All you need for a day at the beach . The location also made for a short drive in either direction to see all the island has to offer. I would certainly stay here again."

Sea Palm Cottage
House
Ilexhurst, FL, USA

Sea Palm Cottage offers accommodations in Ilexhurst, 15 miles from The John and Mable Ringling Museum of Art and 4.1 miles from Anna Maria City Pier. The air-conditioned accommodation is a 3-minute walk from Holmes Beach. The vacation home also offers facilities for disabled guests. Offering a patio, this vacation home also has a satellite TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 2 bathrooms with a walk-in shower and a hair dryer. The property has an outdoor dining area. Guests can enjoy the outdoor swimming pool at the vacation home. Greens Of Manatee Golf Club is 10 miles from Sea Palm Cottage. Sarasota Bradenton International Airport is 13 miles away.

Amenities:

Balcony/Terrace • Wheelchair Accessible • Fireplace/Heating • Laundry • Accessibility • Guest Services • Pool • Security/Safety • Barbecue/Outdoor Cooking • Air Conditioner • Child Friendly

Tropical Landscaped Beach Cottage with Heated Jetted Pool
Cottage
Anna Maria, Florida, USA

Welcome to SURF’S UP, located one block from the sugary white sand beaches on the desirable north end of the Anna Maria. SURF’S UP is a 2 bedroom, 2 bath cottage that has been completely and lovingly renovated from top to bottom and is gorgeously decorated, meticulously maintained and ready for Coastal Living Magazine!!

SURF’S UP is spacious with an open floor plan, ceiling fans throughout, a full-sized Washer/Dryer and a one car garage. The large gourmet kitchen with stainless steel appliances, granite counters and upgraded cabinetry has a breakfast bar with seating for 4. The dining area also seats four comfortably and opens to the warm and cozy living area with plenty of room to relax. The living area leads to the screened in porch overlooking the heated cocktail pool and very private tropically landscaped yard. The yard is fully fenced with a gas grill, outdoor lighting and an outdoor shower.

The master bedroom has a king bed with en-suite bathroom with a large glass tub/shower combination and marble counters. The guest room has a King bed which can be converted to twins if you prefer. The second bathroom is conveniently located just steps from the guest room but is central to the rest of the home and has a large glass walk-in shower.

Surf's Up has a beach wagon, beach chairs, towels, and a cooler so take the short walk to the Gulf where you can relax, walk Anna Maria’s 7 miles of beautiful beaches, and enjoy the spectacular Gulf sunsets. After the beach take the a stroll to Pine Avenue for shopping or to visit one of our great local restaurants or for a more casual dining experience try the Rod N Reed pier or the Anna Maria City Pier.

Guest Reviews:

- "What a wonderful beach cottage. Everything was clean and updated as described. We loved the proximity to Bean’s Point. We did not get in the car once after we arrived. Easy walk to the beach (lovely beach cart helped) and short bike rides to evening dinners. Beds were super comfortable and plenty of towels for the 3 of us. This was our first time to Anna Maria Island and I cannot recommend this property more. The proximity to the best spot on the beach with all the amenities needed. Will definitely be coming back!"

Mangrove Cottage
House
Anna Maria, FL, USA

Mangrove Cottage offers accommodations in Anna Maria, a 2-minute walk from Anna Maria Island and 19 miles from The John and Mable Ringling Museum of Art. This vacation home provides air-conditioned accommodations with a patio. The vacation home also offers facilities for disabled guests. The vacation home features 2 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with free toiletries. Towels and bed linen are provided in the vacation home. For added privacy, the accommodation features a private entrance. Guests can relax near the outdoor fireplace at the vacation home. Anna Maria City Pier is a 18-minute walk from Mangrove Cottage. Sarasota Bradenton International Airport is 17 miles away.

Amenities:

Barbecue/Outdoor Cooking • Accessibility • Sports/Activities • Guest Services • Security/Safety • Air Conditioner • Balcony/Terrace • Pet Friendly • Fireplace/Heating • Pool • Wheelchair Accessible • Laundry

Coastal Home with Heated Pool, Close to Beach!
Cottage
Holmes Beach, Florida, USA

Pineapple Palms by Anna Maria Island Accommodations
308 64th St, Holmes Beach, FL 34217
VRC17-000041

Welcome to Pineapple Palms, the ultimate ocean-loving getaway just two-and-a-half blocks from the stunning beaches of Holmes Beach! Perfect for a small family or friends, this charming two-bedroom, two-bathroom home offers a private heated pool, lush, landscaped backyard, and a breezy open concept living space. Nestled just minutes from Anna Maria’s pristine shores, shops, and dining, Pineapple Palms is your perfect island retreat for fun, relaxation, and making lifelong memories!

Highlights
• 6-minute Walk to Holmes Beach
• 2 bedroom / 2 baths
• 1 King, 2 Twin beds
• Heated pool
• Outdoor dining
• Blackstone Grill
• Close to Marina Drive for shopping, dining, and local attractions
• 2 Car Parking

Enjoy your mornings or evenings on the paver deck around the private heated pool, surrounded by tropical landscaping for complete privacy. Fire up the Blackstone grill and gather around the outdoor dining table for delicious alfresco meals. After a day at Anna Maria’s beaches, unwind here with a cold drink or share a poolside laugh with family or friends. Just moments from the sand, shops, and local eateries, Pineapple Palms is your gateway to the perfect island escape.

Step inside this cozy island oasis to discover a stylish, open layout living area featuring tile floors and beautiful granite countertops in the kitchen. The nearby dining table seats four, perfect for family meals or inviting friends over. Relax in the sitting area with plush furnishings and a flat-screen TV, creating a peaceful spot to unwind after a day at the beach.

Retreat to the luxurious king bedroom, complete with a TV and an ensuite bath that includes a walk-in shower, your private sanctuary for rest and relaxation. The second bedroom, furnished with two twin beds, offers a bright and cheerful space for kids or guests. A hall bathroom with a shower and tub combo provides an additional convenient space for everyone. Perfectly suited for up to four people, Pineapple Palms ensures a restful night’s sleep for all.

Room Details
• Primary Bedroom: King bed, ensuite bathroom with walk-in shower
• Second Bedroom: Two twin beds

Book Pineapple Palms today and immerse yourself in the relaxed island lifestyle. With its unbeatable location, private pool, and cozy interiors, this charming home is the perfect spot for relaxing, exploring, and creating lifelong memories on Anna Maria Island!

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There are no pets allowed in this home.

*Please note: 2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

This home is managed by AMI Accommodations, an Anna Maria Island property management company.

We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.

Please see our AMI Accommodations Rental Policies for full details.

Please Remember:
"You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property."
*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Guest Reviews:

- "Proximity to the beach was great, not much of a walk at all compared to other places we have stayed. Appreciated the heavy-duty wagon, chairs and umbrellas for use at the beach. Also liked the addition of the washer and dryer. When we originally inquired before locking down the rental we were told there was none. Pool area was awesome - like our own tropical oasis ... that was the best part of the property. Enjoyed the balcony off the kitchen too. Teens enjoyed their own private balcony as well. Plenty of room for 4 people (2 adults and 2 teens). Thanks for the memories!"

A Cozy Cottage
House
Anna Maria, FL, USA

A Cozy Cottage offers accommodations in Anna Maria, 20 miles from The John and Mable Ringling Museum of Art and a 16-minute walk from Anna Maria City Pier. Guests are welcome to go for a swim in the private pool. Free Wifi is available throughout the property and Anna Maria Island is a 2-minute walk away. Providing access to a patio with pool views, the spacious vacation home consists of 3 bedrooms. The air-conditioned vacation home also features a TV, a fully equipped kitchen with a dishwasher, a seating area, washing machine, and 3 bathrooms with a walk-in shower and a bath. The property has an outdoor dining area. Guests at the vacation home will be able to enjoy activities in and around Anna Maria, like cycling. Sarasota Bradenton International Airport is 18 miles from the property.

Amenities:

Other • Balcony/Terrace • Pool • Internet • Child Friendly • Sports/Activities • Pet Friendly • Parking • Guest Services • Security/Safety • Air Conditioner

Home with Private Pool, Two Blocks from the Beach! - Queen Palms
Cottage
Holmes Beach, Florida, USA

Queen Palm by Anna Maria Island Accommodations
5701 Holmes Blvd, Unit B (North), Holmes Beach, FL 34217
VRC19-000042

Welcome to Queen Palm by Anna Maria Island Accommodations, a cozy two-bedroom, one-bath ground-level retreat located less than a five-minute walk from the white-sand shores of Holmes Beach. Perfect for couples, small families, or friends, this tropical hideaway offers the perfect blend of comfort, convenience, and coastal charm. With a private pool, lush outdoor lounge area, and proximity to local restaurants, shops, and the free island trolley, Queen Palm sets the stage for a relaxing and memorable Anna Maria Island getaway.

Highlights
•6-minute walk to Holmes Beach
• 2 Bedrooms / 1 Bathroom
• 2 King beds and Full sleeper sofa
• Private pool
• BBQ grill and outdoor dining area
• Washer and dryer
• Outdoor shower
• Outdoor seating
• 2 parking spaces

Spend your days basking in the sun beside your private pool, surrounded by tropical palms and soft breezes. Cool off with a dip, rinse off at the outdoor shower, and fire up the BBQ grill for an easy, laid-back dinner. With plenty of seating for lounging or dining poolside, Queen Palm makes outdoor living effortless, perfect for relaxing afternoons and cozy evening gatherings under the stars.

Step inside to a bright living space designed for comfort and connection. The family room features two plush sofas, a comfy accent chair, and a large TV for streaming your favorite shows. The modern kitchen comes equipped with stainless steel appliances, cookware, and all the essentials to prepare meals with ease. Enjoy casual bites at the indoor table for four or savor your meal outdoors at the poolside dining table for a true island experience.

Each bedroom is a relaxing retreat with king beds, vibrant decor, and TVs, creating a cheerful yet soothing coastal atmosphere. The shared hall bathroom includes a convenient shower/tub combination, perfect for families. For additional sleeping flexibility, the living room offers a full sleeper sofa, and guests will appreciate the stacked washer and dryer for extended stays or easy clean-ups after beach days.

Room Details
-Primary Bedroom: King bed, TV
-Second Bedroom: King bed, TV
-Living Room: Full sleeper sofa

Queen Palm offers two parking spaces, a washer and dryer, and easy access to Holmes Beach and local attractions. Stroll to nearby restaurants, explore the island boutiques, or hop on the free Anna Maria Island trolley to discover everything the island has to offer. Whether you’re swimming, sunbathing, or simply relaxing by the pool, this Holmes Beach vacation home promises a stay filled with sunshine and serenity.

With its prime location, private pool, and inviting coastal charm, Queen Palm by Anna Maria Island Accommodations is the perfect retreat for your next Anna Maria Island vacation. Relax, unwind, and create lasting memories in this little slice of paradise.
Book your stay at Queen Palm today!

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There are no pets allowed in this home.

2 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

This home is managed by Anna Maria Island Accommodations Accommodations, an Anna Maria Island property management company.

We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.

Please see our Anna Maria Island Accommodations Accommodations Rental Policies for full details.

Please Remember: "You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Guest Reviews:

- "The home is definitely on the small side, but beautifully decorated and furnished. It was the perfect size for myself, and my three children. The pool was beautiful and very clean. The only thing I would change is to have access to the pool from inside the house - but that isn't a big deal. The kitchen had everything we needed to make a meal, the bedrooms were nice and clean. The bathroom was very nice, and they provided plenty of linens of the 4 of us. The washer/dryer was a plus for sure. The location was nice and only about a 5 minute walk to the beach access. Would definitely recommend this property to anyone interested in staying on Holmes beach/AMI!"

Coquina Cottage B home
Apartment
Anna Maria, FL, USA

Coquina Cottage B home offers accommodations in Anna Maria, 19 miles from Sarasota International Convention Center and 20 miles from John and Mable Ringling Museum of Art. The air-conditioned accommodation is a 12-minute walk from Anna Maria Island. The apartment features 2 bedrooms, a fully equipped kitchen with a dishwasher and a microwave, a washing machine, and 2 bathrooms with a hair dryer. A TV is offered. The accommodation is non-smoking. The John and Mable Ringling Museum of Art is 20 miles from Coquina Cottage B home. Sarasota Bradenton International Airport is 19 miles from the property.

Amenities:

Guest Services • Other • Security/Safety • Child Friendly • Air Conditioner • Barbecue/Outdoor Cooking

Charming Ground Level Resort Style 3 units Condo of a TRIPLEX- unit A
Cottage
Holmes Beach, Florida, USA

Welcome to our newly updated ground level 2 beds/2bath unit A of the triplex located on the southern end of Holmes Beach, just a few steps from the beach(2-3 min walk).
There are no busy streets to cross and even footpath to the beach leading from the back of the property. We had minimal hurricane damage- just change flooring and updated furniture.
Large shared pool is located in the backyard as well as a separate patio and grill for each unit.
You have the option to heat the pool. Your room charge covers the the pool temperature up to 75F. It’s additional $150 for week stay or less to heat the pool above 75F.
Please let us know if you wish to heat the pool so we have it ready for your upcoming stay. Fire pit for colder nights is a great addition to all amenities.
Washer and dryer in each unit for your use. The property includes free wireless internet. Each unit has been updated and is comfortably furnished. We provide beach towels, beach chairs and beach trolley as well. Kitchen is fully equipped.It's quiet, yet close to shopping, restaurants and trolley stops.

Guest Reviews:

- "The unit is amazing and we loved it! There was actually kitchen supplies that other properties we have stayed at previous years didn’t have which was nice. The pool and outside was so pretty. Beach is walking distance and had great quality beach things. Would recommend more umbrellas for beach goers since there was only one during our stay but overall no issues there. Would recommend more towels for showering in unit as well. Beds were so comfortable and any time we needed to contact owner she was very fast at responding. Recommend 10/10 and will stay again! Thank you 💕"

Sea Spray Private Beach Cottage
House
130 51st Street, Holmes Beach, FL, 34217, USA

Sea Spray Private Beach Cottage offers accommodations in Holmes Beach, 17 miles from Sarasota International Convention Center and 17 miles from John and Mable Ringling Museum of Art. Located around 17 miles from The John and Mable Ringling Museum of Art, the vacation home is also 2.7 miles away from Anna Maria City Pier. Free Wifi is available throughout the property and Anna Maria Island is a 4-minute walk away. The air-conditioned vacation home also offers a flat-screen TV, a fully equipped kitchen with a dishwasher, a seating area, washing machine, and 2 bathrooms with a bath and a shower. For added privacy, the accommodation features a private entrance. Guests at the vacation home will be able to enjoy activities in and around Holmes Beach, like cycling. Sarasota Bradenton International Airport is 16 miles from the property.

Amenities:

Other • View • Guest Services • Parking • Fireplace/Heating • Internet • Air Conditioner • Security/Safety • Ocean View • Laundry • Barbecue/Outdoor Cooking • Sports/Activities

Cozy Cottage for 4 located steps from the beach. Heated Pool in private Patio.
Cottage
Holmes Beach, Florida, USA

Welcome to Yellowfin Cottage located just 2 houses from the Gulf beaches on Anna Maria Island. Yellowfin Cottage is a ground floor half duplex with 2 beds, 1 bath and its own private patio surrounded by tropical landscaping where you can enjoy the heated pool and outdoor shower. Inside you will find a generous amount of space through out the living room and kitchen area. The kitchen area includes bar seating and is open to the living area for easy entertaining. During the day take the provided beach wagon, chairs and umbrella down to the beach or enjoy some time around the pool. Relax in the living room or retreat to the master suite where you will enjoy our comfortable beds complete with 600 thread count wrinkle free sheets. This home includes a fully equipped kitchen, linens, towels, beach towels, and a Weber grill.

Lizzie Lu's Island Retreat is a full-service property manager on Anna Maria Island to ensure our guests enjoy some of the nicest, well stocked homes on the island. For an additional charge, we offer GEM cars among other services. Rest assured we are here to assist as needed in the most efficient manner possible.
While vacationing on Anna Maria Island, please adhere to our local rules and regulations for our residential community which are included in our homes as well as our arrival information.

City ordinance requires us to inform you that you are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.
Holmes Beach Rental License VRC16-000331

Guest Reviews:

- "The cottage we stayed in was awesome. Clean with all new appliances. The backyard area and pool was perfect for us and our dog. Very short walk to the beach. Lizzie Lu’s Island Retreat did a magnificent job." - "Clean. All needed amenities. Close to beach." - "This was exactly what we needed. We haven’t taken a vacation in several years. It was quiet, so close to the beach, clean and close to the things we needed. Everyone we had interaction with through this property were very professional and nice. The small pool in the back yard was perfect for our day of recovery from Universal Studios. Thank you so much for allowing us to stay here."

A Charming Beach Cottage on Elm
House
207 Elm Ave, US, Anna Maria, FL, 34216, USA

A Charming Beach Cottage on Elm is located in Anna Maria, just a 2-minute walk from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art. This property offers access to a balcony, free private parking, and free Wifi. The vacation home features 4 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 3 bathrooms with a hair dryer. Towels and bed linen are available in the vacation home. For added privacy, the accommodation features a private entrance. Anna Maria City Pier is a 12-minute walk from A Charming Beach Cottage on Elm. Sarasota Bradenton International Airport is 17 miles from the property.

Amenities:

Security/Safety • Fireplace/Heating • Sports/Activities • Parking • Internet • Child Friendly • Pool

Prices cut by 20% for stays up to 31.01.26 - Seabreeze Cottage moments from the beach
Cottage
Holmes Beach, Anna Maria Island, Florida, USA

Seabreeze Cottage is situated on a quiet road with access to the beach, via a leafy lane, just 200 feet away.

The property, which is accessed via a set of exterior steps, is very well furnished and equipped offering everything we hope you would need to enjoy the perfect holiday. The master bedroom has a King size bed and benefits from an en-suite bathroom with bath with overhead shower, basin and WC. The 2nd bedroom has Twin beds which can be joined to make a King and the family bathroom has a shower, basin and WC. The sofa in the sitting room can also be made into a bed which allows the property to sleep up to 6 people.

As the property is built up on stilts it benefits from a lovely raised wooden deck area which is resonably private thanks to the palms trees and shrubs surrounding it. There is off street parking for 1 car (maybe 2 depending on size).

Shops, bars and restaurants can be found within easy walking distance and the free trolley bus stop is just a few minutes walk away which enables you to venture further afield on the island without having to use your car.

Guest Reviews:

- "This was our second stay at Seabreeze. It was just as perfect as our previous stay. Cottage was clean and well stocked. Hopefully you never have to contact Sheron, but if you do, just know she is amazing to work with. Beach is close and not too crowded. Can’t wait to return again." - "The location was awesome! House is close to the beach and far away from the main road so it stays quiet at night! House was clean. The property needs some updates, specifically electrical work and and a washer and dryer update. The lights sometimes flicker and multiple lightbulbs were burned out outside. The deck had a hazard issue as a piece of wood cracked and is sticking out, very easy to trip over and get hurt. We tripped over it multiple times. Thanks!"

Beach Dream Cottage
House
5605 Carissa St, Unit A, US, Holmes Beach, FL, 34217, USA

Beach Dream Cottage offers accommodations in Holmes Beach, a 2-minute walk from Anna Maria Island and 18 miles from The John and Mable Ringling Museum of Art. This property offers access to a balcony, free private parking, and free Wifi. The vacation home features 3 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a hair dryer. Towels and bed linen are featured in the vacation home. For added privacy, the accommodation features a private entrance. Anna Maria City Pier is 2.4 miles from Beach Dream Cottage, while Greens Of Manatee Golf Club is 12 miles away. Sarasota Bradenton International Airport is 16 miles from the property.

Amenities:

Pool • Parking • Fireplace/Heating • Security/Safety • Sports/Activities • Child Friendly • Internet

Romantic, Cute Cottage on Anna Maria Island. Close To Everything. Pet Friendly!
Cottage
Bradenton Beach, Florida, USA

Welcome to Seabreeze Cottage!

Seabreeze is a newly restored "old-Florida" cottage with living room, full kitchen, full bath and laundry on the first floor. Upstairs in main cottage is a king bed suite with ensuite bath and private balcony. It also has a small futon bed perfect for a child or teen. Just across the deck is a separate, private guest suite with queen bed and ensuite bath. The view from the rooftop deck is out of this world with bay and ocean views - perfect for morning coffee or a sunset drink. The courtyard has al fresco dining, BBQ and a refreshing hot/cold outdoor shower for after the beach or for our "4-legged" guests.

Our fees include everything other than state mandated resort tax (12%) or our per stay pet fee ($150). So your nightly fee INCLUDES cleaning, linens, private use of ALL of the property - everything!

Stay with confidence. Seabreeze Cottage is an officially licensed and inspected rental on Anna Maria Island and a member of the Anna Maria Island Chamber of Commerce. Your hosts are not a rental agency or company - we have been the owners/operators of Seabreeze Cottage for over 20 years.

We include AC/Heat, high-speed WiFi, HD TV, games, bikes, beach chairs, bar-b-que, umbrellas, coolers, fishing rods and much, much more.

Located just 1 street north of historic Bridge Street in Bradenton Beach, we are 60 yards from the beach or bay - convenient to everything including cute shops, great restaurants, free beach trolley transportation.

Like to cook? We provide everything you need for that gourmet seafood meal (yes, the fish market is close by), including a convention oven and smooth-top stove. Even a blender for that frozen cocktail to enjoy on the roof deck.

Love the beach? We have beach towels, a range of coolers to choose from, plenty of chairs, umbrellas, even beach games! And, yes, we have a beach cart to make getting to the beach - which is just 60 yards away - super easy.

Love an outdoor restaurant or live music? You have over 10 options within 5 blocks! But, the cottage is super quiet even with all the nearby activity.

Is there a foodie in your group? While Anna Maria has some great restaurants - we are just 20 minutes from Sarasota and St. Armands Circle which is a foodies dream! There are tons of terrific restaurants plus world class opera, museums, and theater. And if that isn't enough - there are tons of cultural and dining options in St. Petersburg or Tampa - just an hour or so away.

Like Shopping? There are some wonderful options on the island filled with unique things from local artists, but University Town Center, about 20 minutes away, in Sarasota has every store you can imagine (and more). Outlet shopping is nearby as well, about 30 minutes away in Ellenton.

Seabreeze is awesome for artists! We've hosted many artists that enjoy the privacy, quiet and convenience to write that story, rehearse that part, or paint and photograph the natural beauty of Anna Maria.

Like water sports? Seabreeze has a HUGE garage and deep off-street parking. Bring the boat, kayaks, or paddleboards! Renting a golf cart while on the island? We have 2x15amp service in the garage to recharge - which can work with your EV, too!

Seabreeze offers everything for a great holiday, offering quiet, privacy, a bit of romance and convenience to all that is Anna Maria Island. We know you'll love it! We hope to see you soon on Anna Maria Island our paradise.

Please note: We are concerned for the health of our guests - Seabreeze Cottage is non-smoking and non-vaping throughout the entire property, even outside.

Guest Reviews:

- "The property was exactly as shown in the listing. Too often the pictures are old and the description is misleading, but not here Also, I had trouble connecting to the internet and texted the owners. I received a phone call within minutes and they walked me through the connection. Their response could not have been better. While on the phone, they also recommended area restaurants that were great Overall the experience was wonderful" - "Beautiful house, has everything you need. Very relaxing stay. Short walk to beach and Historic Bridge Street. We think this is the perfect location."

Coconut Cottage
House
310 68th St, US, Holmes Beach, FL, 34217, USA

Coconut Cottage is located in Holmes Beach, just a 4-minute walk from Anna Maria Island and 18 miles from The John and Mable Ringling Museum of Art. This vacation home features accommodations with a balcony. Outdoor seating is also available at the vacation home. The air-conditioned vacation home is composed of 3 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and oven, and 2 bathrooms. A TV is available. For added privacy, the accommodation features a private entrance. Anna Maria City Pier is 1.9 miles from Coconut Cottage, while Greens Of Manatee Golf Club is 13 miles from the property. Sarasota Bradenton International Airport is 16 miles away.

Amenities:

Sports/Activities • Child Friendly • Pool • Security/Safety • Fireplace/Heating

Two Bedroom Cottage with Tropical Landscaping Surrounding Private Heated Pool!
Cottage
Holmes Beach, Florida, USA

Welcome to Surf Camp Cottage located just 3 houses down from the Gulf beaches of Anna Maria Island. Surf Camp Cottage is a ground level half duplex with 2 bedrooms, 1 and a half baths and its own private patio surrounded by tropical landscaping where you can enjoy the heated pool, outdoor shower and Weber grill. In the garage, you will find a beach wagon, chairs and umbrella for a relaxing day at the beach. Inside you will find the spacious living area with sliding doors onto the patio. The fully equipped kitchen has bar seating for 4 and is open to the living area for easy entertaining. In the evening you can retreat to the master suite where you will enjoy the comfortable king size bed with 600 thread count prima cotton wrinkle free sheets. Linens, towels and beach towels are included in the cottage.

Lizzie Lu's Island Retreat is a full-service property manager on Anna Maria Island to ensure our guests enjoy some of the nicest, well stocked homes on the island. For an additional charge, we offer GEM cars among other services. Rest assured we are here to assist as needed in the most efficient manner possible.
While vacationing on Anna Maria Island, please adhere to our local rules and regulations for our residential community which are located in our homes as well as our arrival information.

City ordinance requires us to inform you that you are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.
Holmes Beach Rental License VRC16-000375

Guest Reviews:

- "Surf Club was spotlessly clean, very well appointed, and the private spool was delightful! Just steps from the beach, we enjoyed the beach chairs, umbrella, and wagon included with the rental. We will definitely be back next year!" - "Absolutely loved Surf Camp and when we go back to Anna Maria Island, we hope to stay there again. The pool was perfect and being so close to the beach was amazing. The amenities were top notch! The only thing we wished they had is some throw blankets for the living room. We loved that the beach house came with a wagon, beach chairs, umbrella, cooler, speaker and beach towels. We rented a gem car and a cabana for the week which they drop off at your door. Absolutely perfect!"

Three Little Birds Cottage
House
308 56th St Unit B, US, Holmes Beach, FL, 34217, USA

Three Little Birds Cottage offers accommodations in Holmes Beach, a 8-minute walk from Anna Maria Island and 18 miles from The John and Mable Ringling Museum of Art. This property offers access to a balcony, free private parking, and free Wifi. Outdoor seating is also available at the vacation home. This vacation home includes 2 bedrooms, 2 living rooms and a flat-screen TV, an equipped kitchen with a dining area, and 2 bathrooms with a bath and a washing machine. Towels and bed linen are featured in the vacation home. For added privacy, the accommodation features a private entrance. Anna Maria City Pier is 2.5 miles from Three Little Birds Cottage, while Greens Of Manatee Golf Club is 12 miles away. Sarasota Bradenton International Airport is 16 miles from the property.

Amenities:

Fireplace/Heating • Parking • Sports/Activities • Child Friendly • Security/Safety • Internet

Anna Maria Cottage with Golf Cart
Cottage
Holmes Beach, Florida, USA

This charming Anna Maria Island Vacation Home located close to restaurants, shopping, boat ramp, tennis/pickle ball, playground, dog parks and of course the white sand beaches! If looking for a different length of stay just reach out and we can see what we have available.

Holmes Beach is a small town on Anna Maria Island in the Gulf of Mexico just south of Tampa Bay. It boasts miles of gorgeous white, sandy beaches, emerald Gulf waters, and abundant sunshine.

The Anna Maria Cottage is a ground floor, one level, end unit home close to everything and comes with a golf cart to get around!

Once inside, the Beach House feel will surround you with an open floor plan, lively colors, and tiled floors. This two-bedroom, one-bath home features upgraded kitchen and bathroom for a comfortable stay. Beautiful patio at the front and rear of the house allows you to relax comfortably on the tropical
island with comfortable furniture. There is a grill in the backyard for your grilling pleasure.

In addition, a golf cart is provided for you to explore the island, go to the beaches, eat of the local restaurants or shop the beachy boutiques on the island. We also have beach chairs and umbrellas for a relaxing day at the beach or kayak on the bay with the two person kayak provided for our guests to use.

Our house is located at the end of a five home complex, on the quiet north end of the island with easy access to the free trolley that runs daily along the island and is also within walking or biking distance of several island shops.

Relax and let the sunsets begin!

Pets are allowed at our home.

You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.

Guest Reviews:

- "Me and my husband came here for our honeymoon, and we had a great time! The house was super cute and within about 10 minutes of everything we wanted to do!" - "This property was clean when we arrived and it was perfect for our family. Lynda and Martin are great with communication and they even provide a book to let you know about local restaurants, shops and places they recommend to visit. We really enjoyed our stay!" - "Great stay! Would recommend renting from these folks! Thanks again we really enjoyed our stay and will book again!"

Jackie's Cottage
House
209 N Harbor Dr, US, Holmes Beach, FL, 34217, USA

Jackie's Cottage is located in Holmes Beach, just a 3-minute walk from Anna Maria Island and 16 miles from Sarasota International Convention Center. This property offers a private pool, free Wifi, and free private parking. Outdoor seating is also available at the vacation home. Featuring a balcony with sea views, this vacation home also includes a flat-screen TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 3 bathrooms with a bath and a hair dryer. For added privacy, the accommodation features a private entrance. John and Mable Ringling Museum of Art is 16 miles from Jackie's Cottage, while The John and Mable Ringling Museum of Art is 16 miles from the property. Sarasota Bradenton International Airport is 15 miles away.

Amenities:

Parking • Fireplace/Heating • Sports/Activities • Security/Safety • Pool • Child Friendly • Internet

Sailfish Gulf Suites #2, Beachfront, Steps to the Sand
Cottage
Holmes Beach, Florida, USA

Sailfish Gulf Suites is a Gulf front, Old Florida style ground level
accommodation which guarantees your most memorable beach vacation!

Sailfish Gulf Suites is comprised of 4 separate suites. Suite 2 has
direct views of the Gulf of Mexico and is just a few steps to the
beach.

It features 1 bedroom with king size bed, a sleeper sofa with
a queen bed, and 1 tub/shower and is approximately 700 square feet.
This suite accommodates up to 4 persons.

Immediately through your sliding glass door, there is a large, shared
patio area with tables, chairs, umbrellas, and a gas/charcoal grills.
From there, you can enjoy wonderful island breezes, views of the
dunes, and the beautiful turquoise water. Enjoy your morning
coffee on the patio while the dolphins swim along the shoreline or
enjoy a glass of wine while watching the most amazing sunsets. There
are outdoor showers on either side of the complex for rinsing off your
sandy feet and a shared laundry room on site.

A host of amenities are just a short walk away including shopping,
restaurants, and a full service grocery store. The nearby Manatee
Public beach offers a lifeguard tower, onsite concessions, showers,
playground, and volleyball courts. Hop on the free Anna Maria
Trolley to explore the island on your own.

Sailfish Gulf Suites has the perfect vintage feel of an Old Florida
retreat with all the modern amenities. Stay with us and make
memories that will last a lifetime!
One parking space per unit

Guest Reviews:

- "This sweet little beachfront cottage couldn't have been more perfect for the two of us! Wonderful location, quiet neighborhood, sparkling clean, amazing sunsets, comfy beds, fabulous decor, communicative and responsive host, direct gulf front views that make you wish this home was your own. Seriously, does it get any better than this? As we pulled out of the driveway on check-out day, we were checking out the availability calendar for a future visit! That says it all."

Cottage Haven-One Minute Walk To The Beach-Private Yards-Keyless Locks
House
107 11th St. S., Bradenton Beach, FL, 34217, USA

Offering massage services, Cottage Haven-One Minute Walk To The Beach-Private Yards-Keyless Locks features accommodations in Bradenton Beach. Guests can benefit from a balcony and a children's playground. The accommodation offers a spa center, free Wifi throughout the property, and an ATM. The air-conditioned vacation home is composed of 2 separate bedrooms, a living room, a fully equipped kitchen with a dishwasher and oven, and 2 bathrooms. Towels and bed linen are featured in the vacation home. For added privacy, the accommodation features a private entrance. Guests at the vacation home can enjoy cycling nearby, or make the most of the garden. Cortez Beach is a 16-minute walk from Cottage Haven-One Minute Walk To The Beach-Private Yards-Keyless Locks, while Sarasota International Convention Center is 14 miles away. Sarasota Bradenton International Airport is 12 miles from the property.

Guest Reviews:

- "Our trip was amazing" - "This house is a real beach find!" - "Location! Location! Location! (but property could use some work)" - "SIMPLE BOHEMIAN DWELLING NEAR SEA NEEDS TLC" - "Ok overall but pricey" - "Cute, good location, but poor access instructions and access codes didn't work."

Charming Ground Level Resort Style 3unit condo unit B a few steps from the beach
Cottage
Holmes Beach, Florida, USA

Welcome to our newly updated ground level 2 beds/2bath unit B of the triplex located on the southern end of Holmes Beach, just a few steps from the beach(2-3min walk).There are no busy streets to cross and even footpath to the beach leading from the back of the property. We had minimal hurricane damage- just change flooring and updated furniture. There is a large shared. pool in the backyard as well as a separate patio and grill for each unit. You have the option to heat the pool. Your room charge covers the the pool temperature up to 75F. It’s additional $150 for week stay or less to heat the pool above 75F. Please let us know if you wish to heat the pool so we have it ready for your upcoming stay. Washer and dryer in each unit for your use. The property includes free wireless internet. Each unit has been updated and is comfortably furnished. We provide beach towels, beach chairs and beach trolley as well. Kitchen is fully equipped.I It's quiet, yet close to shopping, restaurants and trolley stops.

Guest Reviews:

- "We had a great trip to Anna Maria Island! The vacation rental had everything we needed and the location was wonderful! The beach is very close to the property and it was really nice having a pool. Would definitely stay again." - "Property was nice and the pool was perfect. Could use some better lighting (lamps) in the living room and bedroom. (also a full length mirror). Other than that no complants at all." - "Enjoyed staying. Was cozy and kitchen was well stocked. A few ceiling fans could improve air circulation. Really enjoyed the pool and how close to the beach we were!"

Ami Lighthouse Cottage-One Minute Walk To The Beach-Keyless Locks
House
109 11th St. S., Bradenton Beach, FL, 34217, USA

Ami Lighthouse Cottage-One Minute Walk To The Beach-Keyless Locks is located in Bradenton Beach, just a 16-minute walk from Cortez Beach and 14 miles from The John and Mable Ringling Museum of Art. This vacation home features accommodations with a balcony. Free Wifi is available throughout the property, and guests can enjoy massage treatments during their stay. The air-conditioned vacation home is composed of 1 separate bedroom, a fully equipped kitchen with an oven and a microwave, and 1 bathroom. Towels and bed linen are available in the vacation home. For added privacy, the accommodation features a private entrance. Guests can relax in the garden at the property. Anna Maria City Pier is 6.4 miles from the vacation home, while Greens Of Manatee Golf Club is 9.4 miles from the property. Sarasota Bradenton International Airport is 12 miles away.

Guest Reviews:

- "Perfect Vacation" - "Will be back!" - "Relaxing vacation on a great island." - "Very nice property, and just a block to the beach. Is perfect" - "This property is perfect for a couple - adorable, clean, convenient, quiet." - "Overall, the location was excellent, despite the needed road construction. Although the unit was clean, there were repai"

Holmes Beach Cottage Steps to the Beach with Heated Pool!
Cottage
Holmes Beach, Florida, USA

Welcome to the Starfish Shack located just a few houses from the Gulf beaches of Anna Maria Island. The Starfish Shack is a ground level half duplex with 2 bedrooms, 1 and a half baths, and its own private full sun patio surrounded by tropical landscaping where you can enjoy the heated pool, outdoor shower and Weber grill. During the day enjoy the beach with the provided beach wagon, chairs and umbrella located in the garage. Inside you will find an open living area and kitchen which is great for easy entertaining. In the evening, retreat to the master suite where you will enjoy the comfortable bed complete with 600 thread count prima cotton wrinkle free sheets. This home includes a fully equipped kitchen, linens, towels and beach towels.

Lizzie Lu's Island Retreat is a full-service property manager on Anna Maria Island to ensure our guests enjoy some of the nicest, well stocked homes on the island. For an additional charge, we offer GEM cars among other services. Rest assured we are here to assist as needed in the most efficient manner possible.
While vacationing on Anna Maria Island, please adhere to our local rules and regulations for our residential community which are included in our homes as well as our arrival information.

City ordinance requires us to inform you that you are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.
Holmes Beach Rental License VRC16-000370

Guest Reviews:

- "We really enjoyed this home. It was the perfect size for our family of 3, nicely updated and super clean.It felt very much like a home away from home. We had everything we needed. Comfortable beds, nice sheets and towels and a kitchen stocked with most essentials. Located well in a residential area, which I really liked, but right around the corner from the beautiful beach.Management was very attentive and responded right away to answer any questions. We really enjoyed our Gem cart, which was in the garage upon arrival. It was fun to explore the island. I was very impressed with how Lizzy Lu’s does business! You can tell they really care about their properties and the guest experience. Pool and patio area was very tropical and cozy."

Starfish Beach Cottage #3
House
Ilexhurst, FL, USA

Starfish Beach Cottage #3 offers accommodations in Ilexhurst, a few steps from Bradenton Beach and 15 miles from The John and Mable Ringling Museum of Art. This vacation home features air-conditioned accommodations with a patio. The vacation home features 2 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with free toiletries. Towels and bed linen are available in the vacation home. The property has an outdoor dining area. Guests can enjoy the outdoor swimming pool at Starfish Beach Cottage #3. Anna Maria City Pier is 4.1 miles from the accommodation, while Greens Of Manatee Golf Club is 10 miles from the property. Sarasota Bradenton International Airport is 13 miles away.

Amenities:

Laundry • Pool • Balcony/Terrace • Child Friendly • Sports/Activities • Security/Safety • Pet Friendly • Barbecue/Outdoor Cooking • Fireplace/Heating • Guest Services • Air Conditioner

Beautiful cottage just around the corner from the beach with Private Pool!
Cottage
Holmes Beach, Florida, USA

Welcome to Seahorse Beach House located just a few houses from the Gulf beaches of Anna Maria Island. Seahorse Beach House is a half duplex with 2 bedrooms, 1 and a half baths and its own private shady patio with tropical landscaping where you can enjoy the heated pool, outdoor shower, and Weber grill. Inside you will find the spacious living area with sliding doors to the patio area. The kitchen has bar seating for 4 and is open to the living area which is good for easy entertaining. You can enjoy a day at the beach with the provided beach wagon, chairs and umbrella located in the garage. In the evening you can retreat to the bedrooms where you will enjoy our comfortable beds complete with 600 thread count prima cotton wrinkle free sheets. This home includes a fully equipped kitchen, linens, towels and beach towels.

Lizzie Lu's Island Retreat is a full-service property manager on Anna Maria Island to ensure our guests enjoy some of the nicest, well stocked homes on the island. For an additional charge, we offer GEM cars among other services. Rest assured we are here to assist as needed in the most efficient manner possible.
While vacationing on Anna Maria Island, please adhere to our local rules and regulations for our residential community which are included in our homes as well as our arrival information.

City ordinance requires us to inform you that you are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.
VRC16-000373

Guest Reviews:

- "We had a great time as the home is stocked with amenities most of which look brand new. Also the house was spotless which made us think we were the first people to ever stay there. Everything is top notch and we rebooked before we left. I highly recommend Lizzie Lu’s properties." - "Great property; great experience with property management." - "The location a block from the beach was perfect. Holmes Beach is our new favorite beach. The house was spotless and the perfect size for the 2 of us. The pool in the backyard was a great bonus. We had a great week and will be back."

3 Palms Cottage & Blue Turtle Bungalow
House
Bradenton Beach, FL, USA

3 Palms Cottage & Blue Turtle Bungalow is located in Bradenton Beach, just 14 miles from The John and Mable Ringling Museum of Art and 6.1 miles from Anna Maria City Pier. This beachfront property offers access to free Wifi. Greens of Manatee Golf Club is 9.2 miles from the vacation home and Van Wezel Performing Arts Hall is 14 miles away. The air-conditioned vacation home consists of 3 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with an a bath or shower and a hair dryer. Towels and bed linen are provided in the vacation home. For added privacy, the accommodation features a private entrance. Popular points of interest near the vacation home include Cortez Beach, Coquina Beach, and Bradenton Beach. The nearest airport is Sarasota Bradenton International Airport, 12 miles from 3 Palms Cottage & Blue Turtle Bungalow.

Amenities:

View • Internet • Oceanfront • Ocean View • Parking • Other • Air Conditioner • Child Friendly • Guest Services • Security/Safety

Ground Floor Two Bedroom Island Styled Home on Beautiful Anna Maria. Close to Beaches!
Cottage
Holmes Beach, Florida, USA

Welcome to Groovy Gecko Cottage just a few houses down from the Gulf beaches of Anna Maria Island. This cottage is a ground level half duplex with 2 bedrooms, 1 and a half baths and its own private patio with sun and shade surrounded by tropical landscaping where you can enjoy the heated pool, outdoor shower and Weber grill. You can enjoy a day at the beach with the provided beach wagon, chairs and umbrella located in the garage. Inside you will find the spacious living area with sliding doors onto the patio. The fully equipped kitchen has bar style seating for 4 and is open to the living area for easy entertaining. The fully equipped kitchen has bar style seating for 4 and is open to the living area for easy entertaining. In the evening you can retreat to the master bedroom where you will enjoy the comfortable king size bed complete with 600 thread count prima cotton wrinkle free sheets. Linens, towels and beach towels are included in the cottage.

Lizzie Lu's Island Retreat is a full-service property manager on Anna Maria Island to ensure our guests enjoy some of the nicest, well stocked homes on the island. For an additional charge, we offer GEM cars among other services. Rest assured we are here to assist as needed in the most efficient manner possible. While vacationing on Anna Maria Island, please adhere to our local rules and regulations for our residential community which are included in our homes as well as our arrival information.

City ordinance requires us to inform you that you are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.
VRC16-000374

Guest Reviews:

- "Our stay at the Groovy Gecko was amazing. We have stayed at many rental homes over the years - this was hands down one of the best! The management team's communication leading up to, and during our stay was exceptional. Highly recommended." - "Well equipped with top notch quality of everything. " - "The property was great. I really enjoy the pool." - "Everything was great!! Clean. Loved the pool and outside shower. Close to beach. Will definitely stay here again."

Coconut Cottage #4 by AMI Locals
House

Coconut Cottage #4 by AMI Locals is a property with a private pool, set in Holmes Beach, within just 200 metres of Holmes Beach and 600 metres of Anna Maria Island. This holiday home is 27 km from The John and Mable Ringling Museum of Art and 5.7 km from Anna Maria City Pier. The air-conditioned holiday home consists of 2 bedrooms, a living room, a fully equipped kitchen with a fridge and a coffee machine, and 2 bathrooms with a shower and a hairdryer. A TV is offered. Bradenton Beach is 1.1 km from the holiday home, while John and Mable Ringling Museum of Art is 27 km from the property. The nearest airport is Sarasota Bradenton International Airport, 24 km from Coconut Cottage #4 by AMI Locals.

Amenities:

Pool • Kitchen • Pet Friendly • Child Friendly

Charming, Family Friendly Newly Renovated Duplex on Holmes Beach.
Cottage
Holmes Beach, Florida, USA

Welcome to our newly remodeled 2beds/2bath 1/2 of the duplex, just short walk (3-5min)to the white sandy beaches of Anna Maria Island. This duplex is located on a very quiet dead end street.

Combine with the other half you can have 4 beds/4bath !

Everything in this unit is brand new, new bathrooms, new flooring, new kitchen, furniture…
The fully equipped kitchen with granite countertops, stainless steel appliances, full size oven, induction cooktop, coffeemaker, toaster and everything else that you may need for your cooking
Open plan living room with a 60inch smart TV and also Apple TV has and queen size sleeper sofa that offers extra sleeping options. Plenty of games for your kids for the warm island nights. Free WIFI through the entire place.
If you like to sit outside and BBQ, a gas grill is available on the outside patio.
The Master bedroom with the king size bed, mounted smart Tv
2nd bedroom with a queen sized bed and mounted TV as well.
Washer and dryer is located in the unit.
We provide beach towels , beach chairs, umbrellas, cart.

We are pet friendly for additional fee.
The property is fenced in.

Shopping, restaurants are just moments away.

Our property is equipped with RING bell Surveillance device, located outside, by the entrance door.

All devices are installed for the security purposes.

See the link about Anna Maria:

https://www.sarasotamagazine.com/home-and-real-estate/anna-maria-island-guide?utm_campaign=Newsletter%20-%20SAR%20Biz%20Daily&utm_medium=email&_hsmi=107418908&_hsenc=p2ANqtz-8dR32Jncc5i13ryaqz3GCWB4Uq1SGdpg-5LPyU2SpXzKFpfKO5GtU0-AWivfmWhcUtjhsqo_23AoEFXVll9Goc-ZQtKQ&utm_content=107418908&utm_source=hs_email

Guest Reviews:

- "My husband and I stayed here Jan thru March 2023 and had multiple visitors within that time frame. The property was well equipped. The appliances were exceptional and the beds were comfortable We had two small pets, and the fenced in, grassy yard was perfect for them. Can’t beat the location: a short walk to an uncrowded beach and to multiple restaurants and shops (including a grocery store). We had an issue that required an urgent response from Michaela and her team and they reacted quickly and resolved the issue in a very satisfactory manor. We would not hesitate to stay here again in the future."

Coconut Cottage #3 by AMI Locals
House

Coconut Cottage #3 by AMI Locals is a property with a private pool, located in Holmes Beach, within just 200 metres of Holmes Beach and 600 metres of Anna Maria Island. This holiday home provides accommodation with a balcony. The air-conditioned holiday home consists of 2 bedrooms, a living room, a fully equipped kitchen with a fridge and a coffee machine, and 2 bathrooms with a shower and a hairdryer. A TV is featured. Bradenton Beach is 1.1 km from the holiday home, while John and Mable Ringling Museum of Art is 27 km away. The nearest airport is Sarasota Bradenton International Airport, 24 km from Coconut Cottage #3 by AMI Locals.

Amenities:

Pool • Child Friendly • Pet Friendly • Kitchen

Bird of Paradise by Beach Boutique Rentals
Cottage
Holmes Beach, Florida, USA

Island Garden Villas will amaze you with it's old Florida charm and lush tropical surroundings. Bird of Paradise is a true island oasis!

*Features include*

* 2 Bedrooms and 2 full baths
* King master suite
* Botanical courtyard with beautiful fountain
* Stunning tropical landscape
* Private porch overlooking the courtyard
* Only steps away from the beach path
* Beach supplies provided
* Ground level
* Dog and small pet friendly!

Bird of Paradise Villa has been completely remodeled in 2025. You will love how it seamlessly blends Old Florida charm with a fresh, mid-century modern design featuring clean lines and a stylish, contemporary feel.

The accommodations include a fully equipped kitchen, cozy living area, and two luxurious bedrooms with king and queen beds. Cable TV is provided in the living room and in each bedroom. There are two full baths, one with a walk in shower and one with a shower/tub combination.

Bird of Paradise also has its own secluded front porch surrounded by beautiful hanging orchids and tropical plants. From the porch you can also take in the sights and sounds of the courtyard fountain. It's the most relaxing spot to enjoy a good book or unwind with a nice glass of wine. There is also a private back entrance with an outdoor shower.

The long-time owners of this amazing property have thought of everything you'll need for the perfect beach vacation. You may never want to leave the Villas but when you do venture out, the beach path is only steps away and there are several shops and restaurants within walking distance.

On the grounds you will also find a large laundry facility with free washers and dryers for your convenience. The cottage also includes a professional linen service. When you stay with us you can rest assured that you will have high quality luxury linens. We also provide plenty of bath and beach towels.

The Island Garden Villas are composed of 6 individual and private cottages. Whether you are looking for a romantic getaway or a large family get-together this is the ideal spot. You can rent one or all of the cottages. Perfect spot for destination wedding guests!

PAYMENT AND CANCELLATION TERMS WHEN BOOKING ON VRBO

At the time of booking your credit card will be charged by BEACH BOUTIQUE RENTALS for your deposit payment. You will also see a separate charge by VRBO for their service fee.

We require an initial 25% deposit with final payment due 60 days prior to your arrival date. Full payment will be due immediately if the arrival date is within 60 days.

Although the VRBO policy states no refunds, we will refund in the event that you need to cancel your reservation prior to 60 days before your arrival date. We will implement our Beach Boutique cancellation policy as indicated on the rental agreement. This allows for a refund of the deposit paid minus a $250 cancellation fee and the original management fee. Within 60 days of arrival there are no refunds.

PET POLICY:

If you wish to bring a small dog or cat please notify us. A fee of $150 + tax is required in advance for each pet you are bringing.

Due to property insurance policies and liability concerns NO dangerous breeds or aggressive animals are allowed. The following breeds (purebred or crossbred) are not permitted:

Pit Bull, Akita, Rottweiler, German Shepherd, Siberian Husky, Malamute, Doberman Pinscher, Chows, Any Wolf-dog hybrid, Any other dog that has been known to have bitten anyone

ADDITIONAL INFORMATION

We generally require a minimum stay of 7 nights with Saturday check-in during the high season. We are more flexible in the off season so please send us a message if your dates appear unavailable. We may be able to accommodate you!

Housekeeping will provide a starter supply of toilet paper, soap, and garbage bags but guests will likely need to replenish the supply during their stay.

Our cleaning fee includes a professional linen service. When you stay with us you can rest assured that you will have high quality linens such as those at a fine hotel. We also provide plenty of luxury bath and beach towels.

Anna Maria Island is a family community and the city imposes a strict noise ordinance. Please adhere to our good neighbor policy and observe the local quiet hours between 10 pm and 8 am. No loud music or use of the pool is allowed during these hours along with any other noise which may disturb the neighbors.

VRC16-000602

Guest Reviews:

- "My husband and I just got home from a ten day stay in this adorable paradise! Short walk to beautiful beach! The cottage and huge lanai were just perfect for the two of us! Can’t wait to go back!!" - "Charming property, had everything we needed. Clean, and beachy vibe. LOVED the pool. Very comfortable beds." - "We enjoyed our stay in the Bird of Paradise cottage. We had everything we needed for a perfect stay. Beautiful tropical garden cared for by Kat and her husband. Cottage was clean and kitchen was well-equipped. Sweet front porch with chairs, a fan and a lamp. The cottages are across the street from the path to the Gulf. Nice ocean breezes and lovely stay. Great communication with Shanna in the office. Couldn’t ask for more!"

Cast- Net Cottage
House
Bradenton Beach, FL, USA

Cast- Net Cottage is located in Bradenton Beach, just 14 miles from The John and Mable Ringling Museum of Art and 6.1 miles from Anna Maria City Pier. This beachfront property offers access to free Wifi. Greens of Manatee Golf Club is 9.2 miles away and Van Wezel Performing Arts Hall is 14 miles from the vacation home. Offering a patio with sea views, this vacation home also has a cable TV, a well-equipped kitchen with an oven, a microwave, and a fridge, as well as 1 bathroom with a a bath or shower and a hair dryer. For added privacy, the accommodation features a private entrance. Popular points of interest near the vacation home include Cortez Beach, Coquina Beach, and Bradenton Beach. The nearest airport is Sarasota Bradenton International Airport, 12 miles from Cast- Net Cottage.

Amenities:

Ocean View • Air Conditioner • Security/Safety • Internet • Oceanfront • Parking • Other • Child Friendly • Guest Services • View

Ground Floor Cottage with 2 Master Suites and Private Heated Pool - Close to Beach!
Cottage
Holmes Beach, Florida, USA

Welcome to Castaway Cottage located 2 houses down from the Gulf beaches of Anna Maria Island. Castaway Cottage is a ground level half duplex with 2 bedrooms, 2 baths and its own private patio surrounded by tropical landscaping where you can enjoy the heated pool, outdoor shower and Weber grill. Enjoy a day at the beach with the provided beach wagon, chairs and umbrella located in the garage. Inside you will find the fully equipped kitchen with a dining table for 6 is open to the living area for easy entertaining. In the evening, you can retreat to one of the two master bedrooms where you will enjoy our comfortable king size beds complete with 600 thread count prima cotton wrinkle free sheets. The master suite has its own private patio with complete outdoor shower. Linens, towels and beach towels are included in the cottage.

Lizzie Lu's Island Retreat is a full-service property manager on Anna Maria Island to ensure our guests enjoy some of the nicest, well stocked homes on the island. For an additional charge, we offer GEM cars among other services. Rest assured we are here to assist as needed in the most efficient manner possible.
While vacationing on Anna Maria Island, please adhere to our local rules and regulations for our residential community which are included in our homes as well as our arrival information.

City ordinance requires us to inform you that you are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.
Holmes Beach Rental License VRC16-000643

Guest Reviews:

- "This is a great place to go if you love the beach. The house is as listed. I initially thought the pool would be too small but it was perfect for 3 to 4 people to get in and cool off. This was by far the cleanest and most comfortable VRBO we have stayed in. I would definitely stay there again. The beach is a quick walk 2 to 5 min. Publix has great steaks if you want to grill." - "First the place was SPOTLESS!! The sheets are luxurious.. the mattresses are top of the line.It’s everything and more than the VBRO description..We will definitely go again.."

The Seashell Cottage
House
118 Palmetto Ave, Anna Maria, FL, 34216, USA

The Seashell Cottage offers accommodations in Anna Maria, a 2-minute walk from Anna Maria Island and 19 miles from The John and Mable Ringling Museum of Art. This property offers access to a balcony, free private parking, and free Wifi. Outdoor seating is also available at the vacation home. The air-conditioned vacation home consists of 2 bedrooms, a living room, a fully equipped kitchen with an oven and a coffee machine, and 2 bathrooms with a shower and a hair dryer. Towels and bed linen are available in the vacation home. For added privacy, the accommodation features a private entrance. Anna Maria City Pier is a 13-minute walk from The Seashell Cottage. Sarasota Bradenton International Airport is 17 miles from the property.

Amenities:

Child Friendly • Fireplace/Heating • Internet • Security/Safety • Pet Friendly • Wellness Facilities • Sports/Activities • Parking

2 -Unit Beach to Bay Cottage.Not Grandma's Place
House
Bradenton Beach, FL, USA

2 -Unit Beach to Bay Cottage...Not Grandma's Place offers accommodations in Bradenton Beach, a 5-minute walk from Cortez Beach and 0.9 miles from Coquina Beach. The property is around 14 miles from The John and Mable Ringling Museum of Art, 5.5 miles from Anna Maria City Pier, and 8.8 miles from Greens of Manatee Golf Club. Free Wifi is available throughout the property and Bradenton Beach is a few steps away. The air-conditioned vacation home consists of 3 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with an a bath or shower and a hair dryer. Guests can enjoy a meal on an outdoor dining area while overlooking the sea views. For added privacy, the accommodation features a private entrance. The nearest airport is Sarasota Bradenton International Airport, 12 miles from the vacation home.

Amenities:

Air Conditioner • Internet • Guest Services • Parking • Security/Safety • Child Friendly • Other

The Wee Cottage
House
Anna Maria, FL, USA

The Wee Cottage is located in Anna Maria, just a few steps from Anna Maria Island and 20 miles from The John and Mable Ringling Museum of Art. The vacation home has access to a restaurant. The vacation home also offers facilities for disabled guests. The vacation home consists of 1 bedroom, 2 living rooms, a fully equipped kitchen with a dishwasher and a coffee machine, and 1 bathroom with a walk-in shower and a hair dryer. Towels and bed linen are provided in the vacation home. The property has an outdoor dining area. Guests at the vacation home can enjoy cycling nearby, or make the most of the outdoor pool. Anna Maria City Pier is a 15-minute walk from The Wee Cottage. Sarasota Bradenton International Airport is 18 miles away.

Guest Reviews:

- "Very cute place" - "“Old Florida” style shouldn’t mean just old"

Private Pool - Fern Cottage by SeaBreeze Vacation
House
705 Fern Street, Anna Maria, FL, 34216, USA

A 4-minute walk from Anna Maria Island in Anna Maria, Private Pool - Fern Cottage by SeaBreeze Vacation provides accommodations with access to a spa center. This property offers a private pool, free Wifi, and free private parking. The vacation home features a children's playground and a 24-hour front desk. The air-conditioned vacation home consists of 3 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a kettle, and 2 bathrooms with a shower and a hair dryer. A TV with cable channels is available. The accommodation is non-smoking. Sarasota International Convention Center is 20 miles from the vacation home, while John and Mable Ringling Museum of Art is 20 miles from the property. Sarasota Bradenton International Airport is 17 miles away.

Amenities:

Internet • Oceanfront • Air Conditioner • Parking • Ocean View • Spa • Guest Services • Breakfast • Balcony/Terrace • Pool • Sports/Activities • Child Friendly

Bamboo Breeze! Cozy Pool Retreat Near Shops!
Cottage
Holmes Beach

Bamboo Breeze by Anna Maria Island Accommodations

203 70th Street, Unit B (East Unit), Holmes Beach, Florida
VRC16-000181

Welcome to Bamboo Breeze, a charming two-bedroom, two-bath vacation rental with a private heated pool, located just one block from Holmes Beach. Perfect for families or small groups, this coastal retreat offers a laid-back atmosphere, a tropically landscaped backyard, and easy access to Anna Maria Island’s best restaurants, shops, and attractions. Hop on the island

The space
Highlights
-Less than a 5-minute walk to Holmes Beach
-2 Bedrooms / 2 Bathrooms and sleeper sofa
-1 King, 2 Twins, 1 Queen sleeper sofa
-Private heated pool with outdoor dining and grill
-Washer and dryer
-Less than a 10-minute trolley ride to Pine Avenue
-3 parking spaces

Spend your afternoons in your own private backyard oasis. The heated pool is perfect for refreshing dips after a beach day, while the poolside dining table and BBQ grill make al fresco meals a breeze. Surrounded by lush landscaping, Bamboo Breeze lives up to its name by delivering a tropical escape just steps from the sand.

The open concept living area is designed for comfort, with plush couches, TV, and backyard views. The fully equipped kitchen includes modern appliances, island seating, and plenty of counter space. Gather at the dining table inside or enjoy the Florida sunshine while dining outdoors by the pool.

The primary bedroom features a king bed, TV, and ample storage, with a bathroom just outside the door for easy access. The second bedroom has two twin beds and its own TV, ideal for kids or single travelers. Both bathrooms are located off the hallway and include walk-in showers. For extra flexibility, the living room offers a queen sleeper sofa, allowing Bamboo Breeze to comfortably accommodate up to six guests.

Room Details
-Primary Bedroom: King bed, TV
-Second Bedroom: Two Twin beds, TV
-Living Area: Queen sleeper sofa
-Bathrooms: Both with walk-in showers, hallway access

This home also includes a washer and dryer, free Wi-Fi, and parking for three cars. Its prime Holmes Beach location means you’re within walking distance of the beach and minutes from local dining and shopping. Take advantage of the island trolley, rent bikes, or book an unforgettable excursion like dolphin tours, fishing charters, paddle boarding, or sunset cruises.

With its private pool, short walk to Holmes Beach, and convenient location near Pine Avenue, Bamboo Breeze is the perfect spot for your Anna Maria Island getaway.

Book today and start planning a vacation full of sunshine, relaxation, and lasting memories!

Other things to note
There are no pets allowed in this home.

*Please note: 3 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

This home is managed by AMI Accommodations, an Anna Maria Island property management company.

We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.

Please see our AMI Accommodations Rental Policies for full details.

Please Remember:

"You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property."
*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Amenities:

Bathroom • Hair dryer • Heating and cooling • Air conditioning • Essentials • Hangers • Bed linens • Hot water • TV • Bedroom and laundry

Pool Home near the Beach - Addison's Beach House
Cottage
Anna Maria Island

Addison’s Beach House by Anna Maria Island Accommodations
Holmes Beach Family Beach Retreat with Pool
VRC16-000188

Welcome to Addison’s Beach House, your idyllic beach vacation escape just a three-minute walk from the breathtaking Holmes Beach of Anna Maria Island! This beautifully renovated, ground-level three-bedroom, two-bath home offers a tropical backyard oasis with a private pool, perfect for relaxing, family fun, and memorable moments. Located near the free trolley stop, shops, and

The space
Highlights
• 3-minute Walk to Holmes Beach
• 3 Bedroom / 2 Bath
• 1 King, 1 Queen, 2 Twin Beds
• Private pool with sun shelf
• Outdoor shower
• BBQ grill
• Short stroll to shops, waterfront restaurants, and local parks
• Close to the free Anna Maria Island trolley stop for exploring the island
• 2 Parking Spaces

Enter your island paradise and be greeted by a spacious, welcoming living room featuring plush seating perfect for family movie nights or relaxing. The fully equipped kitchen boasts stainless steel appliances, ample counter space, and charming coastal decor that inspires culinary creativity. Enjoy meals at the kitchen table for four or dine alfresco under the shade of an umbrella in the outdoor dining area.

The primary bedroom offers a luxurious king-sized bed, a TV, and an ensuite bathroom with a walk-in shower to start each day refreshed. The second bedroom features a queen bed and TV, while the third bedroom, ideal for kids or guests, has two twin beds and a TV for late-night entertainment. Both the second and third bedrooms share a hallway bathroom with a shower/tub combo, providing comfort and convenience for all. Enjoy the queen sleeper sofa in the living room for extra family, friends, or guests.

Room Details
• Primary Bedroom: King bed, ensuite with walk-in shower
• Second Bedroom: Queen bed
• Third Bedroom: Two twin beds

Relax in your backyard paradise with a private pool and sun shelf, perfect for splashing and lounging in the sunshine. The outdoor seating area with a BBQ grill invites family gatherings and outdoor dining under the Florida sky. Walk minutes to the beach, enjoy water sports, or fully explore the shops, parks, and waterfront restaurants nearby. This home’s location and amenities make it the ideal place for your Anna Maria Island dream vacation.

Book Addison’s Beach House today and enjoy the perfect blend of relaxation and adventure. With its prime location, private pool, outdoor dining, and easy access to the beach and local attractions, this home provides everything you need for a memorable island escape!

Other things to note
2 cars maximum can park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

This home is managed by AMI Accommodations, an Anna Maria Island property management company.

There are no pets allowed in this home.

We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.

Please see our AMI Accommodations Rental Policies for full details.

Please Remember:" You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Amenities:

Hangers • Bed linens • Hair dryer • Essentials • Clothing storage • Hot water • Washer • Dryer • Outdoor shower • Bathtub

Ohana Beachside 2 BR Bungalow - 150 ft from beach
Cottage
Anna Maria Island

Aloha and welcome to Ohana, our island home where guests are treated like family!

This updated 2-bedroom, 1.5-bath retreat offers charm, comfort, and convenience. Enjoy a bright, open living space and a well-equipped kitchen perfect for relaxing or entertaining. Just steps from the beach, with access to a shared 3rd-floor deck—ideal for watching stunning Gulf sunsets.

Your perfect Anna Maria Island getaway starts here!

The space
Step into this beautifully remodeled coastal retreat, thoughtfully designed with comfort, charm, and that perfect beachy vibe. Soak up the sunshine on your private deck, or head to the shared tower deck to catch unforgettable sunsets over the Gulf.

As you enter your home away from home, you’ll be welcomed by a bright and inviting Florida room, with windows on three sides that let natural light pour in and create the perfect space to relax.

The cozy living room features a 40" smart TV—ideal for movie nights or catching up on your favorite shows. The kitchen boasts granite countertops, a deep stainless-steel sink, and all the essentials you need, whether you're cooking a full meal or making a quick beachside snack.

After a day of exploring Anna Maria Island, retreat to the master bedroom with a king-sized bed, or let the kids settle into the second bedroom with two twin beds. Need extra space? The living room includes a pull-out sleeper sofa for added flexibility.

The bathroom feels like a mini spa, complete with a walk-in shower finished in elegant travertine tile. A second half bath adds extra convenience for families or groups.

To make your beach days even easier, we provide two beach chairs, an umbrella, and beach towels—just bring your swimsuit and sunscreen!

Guest access
Your home features a private entrance for added convenience and privacy, and a private patio. On the side of the property, there’s a deck equipped with a grill and outdoor seating for everyone to enjoy al fresco meals and relaxation. Plus, the third-floor shared deck offers a stunning panoramic view of the beach and the Gulf of Mexico—perfect for catching those spectacular sunsets.

Other things to note
We’re just steps from Historic Bridge Street, where you can explore unique shops, enjoy great restaurants, and catch live music almost every night. It’s the perfect spot to experience the charm of Anna Maria Island.

Additional Details:

Maximum occupancy: 6 guests (including children of all ages)

Parking: Only one dedicated parking space per unit (We have an additional parking space just around the corner for $30/night but it is first come first serve. please contact us in advance if needed)

Laundry: Free washer & dryer available Monday–Friday during specific hours

IMG Academy: Only 7.5 miles away—about a 15-minute drive in the off-season

Important:
We highly recommend purchasing travel insurance, as we do not offer refunds past the cancellation window for any illness, delays, or weather-related issues (except mandated hurricane evacuations).

Pool, close to beach - Anna Maria Guest House 212
Cottage
Anna Maria Island

Highlights
• Less than a 5-minute walk to the beach
• Pool

Anna Maria Guest House 212 by Anna Marie Accommodations
212 Pine Ave
Anna Maria, FL 34216

The space
Welcome to Anna Marie Guest House 212, an inviting vacation rental one and a half blocks from the warm Gulf of Mexico waters and beach. This three-bedroom and two-bathroom getaway is above a small, locally owned business for a cozy community feel in the heart of Anna Maria. Friends and family can sit back in the living area to relax, watch tv, and discuss Anna Maria Island activities. The fully equipped kitchen has granite countertops and a spacious island providing ample room for digging into homemade or the best Anna Maria Island take-out. Additionally, just off the living area is a bistro table ideal for sipping your morning coffee and a grill by the pool perfect for preparing fresh Florida seafood.

After a fun-filled day, relax in the primary suite that includes an ensuite bath with a walk-in shower and stand-alone tub. The second Bedroom has a TV and walk-in closet to hang your vacation attire. The third Bedroom is put together to make relaxing after a long day easy. All bedrooms have private access to the deck, perfect for enjoying the island breeze. The second bathroom has a shower and tub combo with a contemporary feel.

Outside, your private oasis has a large, covered seating area, perfect for sharing meals cooked on the grill, and lounge chairs surrounding the pool. For the ultimate Anna Maria Island vacation, check out our preferred vendors and enhance your vacation by booking a manatee and dolphin tour. Plan a golf trip, enjoy a spa day, rent kayaks and paddle boards, book a fishing charter, or take a sunset sail to view the breathtaking Gulf of Mexico sunsets. Book Anna Maria Guest House 212 now!

Room Details
-Primary Bedroom, 2nd floor: King bed, tv, and an ensuite bathroom with a walk-in shower and stand-alone tub.
-Second Bedroom, 2nd floor: King bed, tv, shared hallway bathroom.
-Third Bedroom, 2nd floor: One queen and twin bed and tv.
-Living area, 2nd floor: Queen Sleeper Sofa

Other things to note
There are no pets allowed in this home.

*Please note: 1 car maximum is able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

This home is managed by AMI Accommodations, an Anna Maria Island property management company.

We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.

Please see our AMI Accommodations Rental Policies for full details.

Please Remember:

"You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property."
*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Amenities:

Hair dryer • Heating • Essentials • Washer • Dryer • Air conditioning • TV • Hangers • Bed linens • Hot water

Beautiful Condo! Close to Beach - High Tide Haven
Cottage
Anna Maria Island

High Tide Haven by Anna Maria Island Accommodations
306 Pine Ave
Anna Maria, FL 34216

2 Blocks to Beach

Highlights:
-Within walking/biking distance to everything that makes Anna Maria Special
-Free island trolley nearby for exploring further
-Private rear oasis with heated pool and large covered balconies
-River-recovered heart pine floors inside
-Kitchen boasts granite counters and stainless steels appliances
-Includes 1 parking spot

The space
Welcome to High Tide Haven where you are just 2 blocks from the beach! Relax in the private heated pool or take a much-needed nap in one of the lounge chairs on the covered balcony. This vacation rental is located right above a small locally owned business, this elevated villa has a staircase situated in the back of the building for privacy. Get ready to explore the local life by being right in the center of Anna Maria City.

High Tide Haven is a newly renovated three-bedroom, two-bathroom blissful escape. The open floorplan will make everyone feel together whether they are relaxing on the couch, eating a snack at the table, or prepping their favorite meal. The kitchen is fully equipped and has stainless steel appliances, generous counter space, and a coffee maker to give you that extra pep in your step. Take a seat at the kitchen island bar or delight in your meal at the dining room table. If you are looking for a more island feel, open the glass doors out onto your private balcony. The outdoor dining table comfortably seats six guests that will absolutely enjoy the cool island breeze.

The primary suite has a fresh feel with its décor and tropical flare that follows throughout the ensuite bathroom. Open the glass doors out onto your private balcony and bask in the Anna Maria sunshine. The second bedroom has access out onto the balcony and will surely boost your mood with the natural sunlight that comes through the windows. The second bathroom is simple with a touch of coastal design and has a shower/tub combo. The third bedroom is perfect for a family or young kids to share and has a tv for guests to watch their favorite shows.

The private backyard oasis is ready to make your vacation perfect with its bright blue pool, brand-new outdoor furniture, tv, and fun games like connect 4! Have a cookout with the provided grill and indulge in your favorite meals. You will be busy from sunrise at the City Pier to Sunset on the Gulf of Mexico beaches. You can enjoy the locally owned bakeries, seafood restaurants, and even some delicious Anna Maria bbq. Make your vacation a memorable one by staying at High Tide Haven.

Room Details
-Primary Bedroom, 2nd floor: King bed, tv, and ensuite bathroom
-Second Bedroom, 2nd floor: Queen bed and tv.
-Third Bedroom, 2nd floor: Twin over King bunk and tv.
-Living Area: Queen Sleeper Sofa

Other things to note
There are no pets allowed in this home.

*Please note: 1 car maximum is able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

This home is managed by AMI Accommodations, an Anna Maria Island property management company.

We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.

Please see our AMI Accommodations Rental Policies for full details.

Please Remember:

"You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property."
*Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Amenities:

Heating • Hair dryer • Air conditioning • Washer • Essentials • Hot water • TV • Dryer • Bed linens • Hangers

Sea Breeze in Anna Maria With Private Dock
Cottage
Anna Maria Island

Welcome to Sea Breeze, our newly renovated home which is the Second Floor of a 2-story property at the North-end of Anna Maria Island. It includes 3 bedrooms / 2 bathrooms, a private dock, and an unobstructed, natural view of Bimini Bay. Smart TV, WiFi, free Netflix, washer/dryer, and a full kitchen are available. You can sailboat directly to Bimini Bay, walk to Pine Ave and City Pier, or eat in nearby restaurants. Our private home has everything you need for a perfect beach vacation in AMI!

The space
The entire wall of floor-to-ceiling windows frames the bay view inside the property. You can enjoy the beautiful water and wildlife when you're sitting on the couch or cooking in the kitchen. The second floor allows you to have a higher perspective of the canal, making you feel like you live right above the water!

Or have a BBQ and enjoy a relaxing drink on the balcony, where there's an outdoor dining table and chairs for you to have a chill in nature, closer to wildlife. The BBQ is free to use.

The fully equipped kitchen with granite countertop. Fully equipped kitchen for cooking, large grill, and Keurig (starter pods provided) for your coffee/tea needs. Enjoy dinner in the dining area or out on the balcony. Don't want to cook? The home is walking distance away from multiple excellent restaurants (some right on the beach!).

Other things to note
* You can park your boat at the private dock. Please note that the dock can't lift boats. Please let me know if you need to park your boat. There are four docks in the back. You can dock your boat on the left-hand side of the sailboat (when you face the water) . There is a spiral staircase leading to the second-floor balcony.
* The cottage is a two-unit building, and this one is the Second floor unit with a beautiful waterfront view.

Bird of Paradise by Beach Boutique Rentals
Cottage
Anna Maria Island

*Features include*

* 2 Bedrooms and 2 full baths
* King master suite
* Botanical courtyard with beautiful fountain
* Stunning tropical landscape
* Private porch overlooking the courtyard
* Only steps away from the beach path
* Beach supplies provided
* Ground level
* Dog and small pet friendly!

The space
This home is managed by Beach Boutique Rentals, a local Anna Maria Island vacation rental management company.

Bird of Paradise Villa has been completely remodeled in 2025. You will love how it seamlessly blends Old Florida charm with a fresh, mid-century modern design featuring clean lines and a stylish, contemporary feel.

The accommodations include a fully equipped kitchen, cozy living area, and two luxurious bedrooms with king and queen beds. Cable TV is provided in the living room and in each bedroom. There are two full baths, one with a walk in shower and one with a shower/tub combination.

Bird of Paradise also has its own secluded front porch surrounded by beautiful hanging orchids and tropical plants. From the porch you can also take in the sights and sounds of the courtyard fountain. It's the most relaxing spot to enjoy a good book or unwind with a nice glass of wine. There is also a private back entrance with an outdoor shower.

The long-time owners of this amazing property have thought of everything you’ll need for the perfect beach vacation. You may never want to leave the Villas but when you do venture out, the beach path is only steps away and there are several shops and restaurants within walking distance.

On the grounds you will also find a large laundry facility with free laundry machines for your convenience. The cottage also includes a professional linen service. When you stay with us you can rest assured that you will have high quality luxury linens. We also provide plenty of bath and beach towels.

The Island Garden Villas are composed of 6 individual and private cottages. Whether you are looking for a romantic getaway or a large family get-together this is the ideal spot. You can rent one or all of the cottages. Perfect spot for destination wedding guests!

If you wish to bring a small dog or cat please notify us. A fee of $150 + tax is required in advance for each pet you are bringing. Please see House Rules

VRC16-000602

Other things to note
We generally require a minimum stay of 7 nights with Saturday check-in during the high season. We are more flexible in the off season so please send us a message if your dates appear unavailable. We may be able to accommodate you!

Housekeeping will provide a starter supply of toilet paper, soap, and garbage bags but guests will likely need to replenish the supply during their stay.

Our cleaning fee includes a professional linen service. When you stay with us you can rest assured that you will have high quality linens such as those at a fine hotel. We also provide plenty of luxury bath and beach towels.

Amenities:

Hangers • Bathtub • Hot water • Extra pillows and blankets • Essentials • Washer • Dryer • Outdoor shower • Hair dryer • Bed linens

Charming cottage w/heated pool in prime location.
Cottage
Anna Maria Island

Welcome to an old Florida 'The Starfish Cottage" . Enjoy the private heated pool with lush tropical setting. Inside you'll find an open concept living space where dining area, kitchen and living room have been newly furnished with luxurious deep seat couches and lounge chairs, hardwood floors add to the charm. Fresh linens, bath and beach towels are provided along with basic toiletries. Decor has been collected over time and obtained from local artists for a unique old Florida style.

The space
The Starfish Cottage has been renovated while maintaining all the charm of an old Florida Key West style bungalow. Enjoy the new private heated pool with lush tropical setting. The kitchen provides plenty of storage , a full sized refrigerator and freezer, dishwasher, range and microwave. There's also an outdoor grill. The large screened in porch features a vaulted ceiling, large ceiling fans, plenty of seating and swing bench. On the porch a dining table accommodates 8 and a small bistro table seats 2.

Inside you'll find an open concept living space where dining area, kitchen and living room have been newly furnished with luxurious deep seat couches and lounge chairs, original hardwood floors add to the charm. Fresh linens, bath and beach towels are provided along with basic toiletries. Decor has been collected over time and obtained from local artists for a unique old Florida style.

Down the hall you'll find two comfortable bedrooms, each with a queen-size bed and large closets.Master bedroom with en suite bathroom and another full bathroom is conveniently located in the hall. Climb up the spiral staircase to the quaint loft which has 2 twin beds.

The cottage is in a terrific location, immediately east of Gulf Drive, a quick 200-yard walk will bring you right to the white-sand beach. With Pine Avenue and the village of Anna Maria 2 short blocks to the north, you can walk to everything. Pine Avenue offers restaurants, shopping, community theater, historic Roser Church, and the Anna Maria Historical Society Museum. A free trolley is available to get you around the entire island all the way south to Coquina Beach. Scooter and golf cart rentals are located within 100 yards.

Free WiFi, flatscreen cable/smart TV, books, and board games provide entertainment, while a private washer/dryer lets you take care of laundry. Keyless entry at the front door ensures easy access and security. The driveway has space to park four vehicles.

A NOTE ABOUT CHILDREN: Kids love the loft area. However, the spiral staircase could be dangerous for younger children. Therefore, this property is not recommended for children under 8 years old.

Other things to note
POOL: Our pools are services weekly. Due to the tropical nature of the island , it is not unusual to find unexpected debris in the pool. Pool heaters will not operate if the outside temperatures get below 60F . There will be days when weather conditions will to allow pool heaters to accommodate swimming. No credit, discount, and /or rate adjustments can be granted for circumstances beyond our control.

NOISE: Anna Maria Island, Florida has a noise ordinance to maintain the tranquility of the island. The ordinance prohibits loud noises during quiet hours, which are from 10 PM to 8 AM every day.
What is prohibited?
Loud music, including amplified instruments
Loud vehicle noises
Loud shouting, yelling, or screaming
Loudspeakers or other sound equipment for commercial advertising
Loud noises from animals

Amenities:

Pool view • Dryer • Outdoor shower • Air conditioning • Hair dryer • Iron • Heating • Washer • Pack ’n play/Travel crib • TV

Historic 3BR | Private Pool | Patio | W/D
Cottage
Anna Maria Island

The space
Sea Palm Cottage

Experience a gorgeous slice of paradise with a stay in Sea Palm Cottage! Ideal for families with children, you'll enjoy a fantastic location near the beach, easy access to the trolley, a covered patio, and a private pool surrounded by lush tropical foliage.

Start adjusting to island time and head out to the beach. The soft sands and warm waves are only one block from home, and there are seven miles of beach to explore on Anna Maria Island. The free, air-conditioned trolley is only a quick walk away and provides easy access to everything great about the area. From delicious deli sandwiches at the Island General Store to cookouts at Coquina Beach, you'll have plenty of choices for spending your day!

Pull into your vacation rental's provided parking space and admire the verdant vegetation and the home's serene sky-blue exterior. Enjoy the balmy air on the shaded front porch, or step inside and relax while surrounded by Old Florida-inspired décor and furnishings. Free WiFi lets you stay connected to your loved ones back at home, while the flatscreen TV in the living room offers plenty of entertainment. The kitchen is fully equipped with everything you need to whip up delicious meals and is lined with windows to fill the space with soft natural light.

Book your stay today and soak up some Florida sunshine!

THINGS TO KNOW
This property has a 7-night stay requirement. However, select properties have the flexibility for shorter stays. Let us do the searching for you! Contact Vacasa AnnaMaria, and a knowledgeable reservation specialist will assist you in finding a property for the dates you have requested.
Code enforcement notification: You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.
We will not be accepting payments for pool heat for the months of May through October.
No dog(s) are welcome in this home. No other animals are allowed without specific Vacasa approval.

This rental is located on floor 1.

Parking notes: There is free parking available for 1 vehicle.






Damage waiver: The total cost of your reservation for this Property includes a damage waiver fee which covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. More information can be found from the "Additional rules" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

Anna Maria Island Cottages on the Map

Compare the Best Cottages in Anna Maria Island – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
Cedar Cove Resort & Cottages 2710 Gulf Drive, Holmes Beach, FL, FL 34217, USA 669 4.0 8.7 107 Click here
Serenity Cottage 714 Jacaranda Rd., Anna Maria, FL, 34216, USA 384 4.0 1 Click here
Gulf View Cottage #3 Bradenton Beach, FL, USA 169 4.0 8.9 35 Click here
105b 12th Street South Front 2 Bedroom Apts by RedAwning 105 12TH STREET ST SOUTH, Bradenton Beach, FL, 34217, USA 240 3.0 8.0 1 Click here
Sundance Cottage Anna Maria, FL, USA 1113 4.0 9.1 8 Click here
Queen's Gate Resort 1101 Gulf Drive N, Bradenton Beach, FL, 34217, USA 299 2.0 9.0 406 Click here
The Cottage on Pine - Luxury Boho Beach Cottage wPvt Heated Pool On Pine Ave 411 Pine Avenue B, Anna Maria, FL, 34216, USA 662 4.0 9.7 4 Click here
Charming cottage with stunning bayfront views - Paradise by the Bay Pines Park Bradenton Beach, Florida, USA 251 2.0 1 Click here
Searenity Stand Alone 2 bed 1 bath Beach Cottage 8th Street South, Bradenton Beach, FL, 34217, USA 341 4.0 8.0 3 Click here
Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED! Anna Maria, Florida, USA 461 10.0 286 Click here
Coastal Cottage 215 Palm Avenue, Anna Maria, FL, 34216, USA 437 4.0 9.0 3 Click here
Cozy Cottage w private Beach Access,AC&WiFi -Quiet North End AMI. Tropical Oasis Anna Maria, Florida, USA 482 10.0 194 Click here
Conch Cottage home Bradenton Beach, FL, USA 150 4.0 4.5 2 Click here
Vintage Island Cottage on the Beach- Sunset Views - Bamboo Apts. C1 Holmes Beach, Florida, USA 312 10.0 90 Click here
Serenity Cottage 714 Jacaranda Rd., Anna Maria, FL, 34216, USA 578 4.0 6.5 2 Click here
Enjoy sunny fall days on gorgeous Anna Maria Island! Bradenton Beach, Florida, USA 316 10.0 75 Click here
Coconut Lagoon - Lovely Historic Renovated Cottage wHuge Heated Pool Backyard OasisCabanaBar 406 Magnolia Avenue, Anna Maria, FL, 34216, USA 1026 4.0 10.0 2 Click here
Blue Heron Cottage - Anna Maria Island Anna Maria, Florida, USA 513 10.0 74 Click here
Quiet Nights of Quiet Stars on Anna Maria Island Holmes Beach, Florida, USA 150 10.0 70 Click here
Castaway Cottage 307 59th St, Unit A-1, US, Holmes Beach, FL, 34217, USA 606 4.0 8.0 1 Click here
END OF SUMMER RATES! Cozy cottage central location-Private patio-3 min to beach! Holmes Beach, Florida, USA 276 10.0 68 Click here
Sea Palm Cottage Ilexhurst, FL, USA 706 4.0 5.0 1 Click here
Tropical Landscaped Beach Cottage with Heated Jetted Pool Anna Maria, Florida, USA 300 9.8 47 Click here
Mangrove Cottage Anna Maria, FL, USA 844 4.0 5.0 1 Click here
Coastal Home with Heated Pool, Close to Beach! Holmes Beach, Florida, USA 279 10.0 31 Click here
A Cozy Cottage Anna Maria, FL, USA 1093 4.0 8.0 1 Click here
Home with Private Pool, Two Blocks from the Beach! - Queen Palms Holmes Beach, Florida, USA 281 10.0 26 Click here
Coquina Cottage B home Anna Maria, FL, USA 239 4.0 1 Click here
Charming Ground Level Resort Style 3 units Condo of a TRIPLEX- unit A Holmes Beach, Florida, USA 389 10.0 25 Click here
Sea Spray Private Beach Cottage 130 51st Street, Holmes Beach, FL, 34217, USA 261 4.0 1 Click here
Cozy Cottage for 4 located steps from the beach. Heated Pool in private Patio. Holmes Beach, Florida, USA 285 10.0 20 Click here
A Charming Beach Cottage on Elm 207 Elm Ave, US, Anna Maria, FL, 34216, USA 1053 4.0 1 Click here
Prices cut by 20% for stays up to 31.01.26 - Seabreeze Cottage moments from the beach Holmes Beach, Anna Maria Island, Florida, USA 218 10.0 19 Click here
Beach Dream Cottage 5605 Carissa St, Unit A, US, Holmes Beach, FL, 34217, USA 1344 4.0 1 Click here
Romantic, Cute Cottage on Anna Maria Island. Close To Everything. Pet Friendly! Bradenton Beach, Florida, USA 415 10.0 19 Click here
Coconut Cottage 310 68th St, US, Holmes Beach, FL, 34217, USA 1459 4.0 1 Click here
Two Bedroom Cottage with Tropical Landscaping Surrounding Private Heated Pool! Holmes Beach, Florida, USA 367 10.0 17 Click here
Three Little Birds Cottage 308 56th St Unit B, US, Holmes Beach, FL, 34217, USA 1695 4.0 1 Click here
Anna Maria Cottage with Golf Cart Holmes Beach, Florida, USA 324 10.0 16 Click here
Jackie's Cottage 209 N Harbor Dr, US, Holmes Beach, FL, 34217, USA 2076 4.0 1 Click here
Sailfish Gulf Suites #2, Beachfront, Steps to the Sand Holmes Beach, Florida, USA 368 10.0 16 Click here
Cottage Haven-One Minute Walk To The Beach-Private Yards-Keyless Locks 107 11th St. S., Bradenton Beach, FL, 34217, USA 460 3.0 6.8 19 Click here
Charming Ground Level Resort Style 3unit condo unit B a few steps from the beach Holmes Beach, Florida, USA 385 10.0 16 Click here
Ami Lighthouse Cottage-One Minute Walk To The Beach-Keyless Locks 109 11th St. S., Bradenton Beach, FL, 34217, USA 430 3.0 7.4 13 Click here
Holmes Beach Cottage Steps to the Beach with Heated Pool! Holmes Beach, Florida, USA 315 10.0 15 Click here
Starfish Beach Cottage #3 Ilexhurst, FL, USA 425 3.0 10.0 2 Click here
Beautiful cottage just around the corner from the beach with Private Pool! Holmes Beach, Florida, USA 345 10.0 14 Click here
3 Palms Cottage & Blue Turtle Bungalow Bradenton Beach, FL, USA 419 3.0 8.0 1 Click here
Ground Floor Two Bedroom Island Styled Home on Beautiful Anna Maria. Close to Beaches! Holmes Beach, Florida, USA 315 10.0 13 Click here
Charming, Family Friendly Newly Renovated Duplex on Holmes Beach. Holmes Beach, Florida, USA 333 10.0 13 Click here
Bird of Paradise by Beach Boutique Rentals Holmes Beach, Florida, USA 276 10.0 12 Click here
Cast- Net Cottage Bradenton Beach, FL, USA 200 3.0 1 Click here
Ground Floor Cottage with 2 Master Suites and Private Heated Pool - Close to Beach! Holmes Beach, Florida, USA 378 10.0 10 Click here
The Seashell Cottage 118 Palmetto Ave, Anna Maria, FL, 34216, USA 491 3.0 1 Click here
2 -Unit Beach to Bay Cottage.Not Grandma's Place Bradenton Beach, FL, USA 665 3.0 1 Click here
The Wee Cottage Anna Maria, FL, USA 324 4.8 6 Click here
Private Pool - Fern Cottage by SeaBreeze Vacation 705 Fern Street, Anna Maria, FL, 34216, USA 439 1 Click here
Bamboo Breeze! Cozy Pool Retreat Near Shops! Holmes Beach 139 1 Click here
Pool Home near the Beach - Addison's Beach House Anna Maria Island 189 10.0 1 Click here
Ohana Beachside 2 BR Bungalow - 150 ft from beach Anna Maria Island 195 9.76 1 Click here
Pool, close to beach - Anna Maria Guest House 212 Anna Maria Island 225 9.5 1 Click here
Beautiful Condo! Close to Beach - High Tide Haven Anna Maria Island 225 9.42 1 Click here
Sea Breeze in Anna Maria With Private Dock Anna Maria Island 369 9.66 1 Click here
Bird of Paradise by Beach Boutique Rentals Anna Maria Island 410 9.7 1 Click here
Charming cottage w/heated pool in prime location. Anna Maria Island 415 9.92 1 Click here
Historic 3BR | Private Pool | Patio | W/D Anna Maria Island 478 9.26 1 Click here

Note: The prices for each Cottages in Anna Maria Island do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

Cottages in Anna Maria Island that include a pool or hot tub include:

  • Serenity Cottage.- Review Count: 0, Rating: 0.0
  • 105b 12th Street South Front 2 Bedroom Apts by RedAwning.- Review Count: 1, Rating: 8.0
  • Sundance Cottage.- Review Count: 8, Rating: 9.1

Cottages in Anna Maria Island that provide shuttle transport include:

  • Cedar Cove Resort & Cottages.- Review Count: 107, Rating: 8.7

These cottages in Anna Maria Island offer spa or wellness amenities:

  • The Cottage on Pine - Luxury Boho Beach Cottage wPvt Heated Pool On Pine Ave.- Review Count: 4, Rating: 9.7
  • Serenity Cottage.- Review Count: 2, Rating: 6.5
  • Coconut Lagoon - Lovely Historic Renovated Cottage wHuge Heated Pool Backyard OasisCabanaBar.- Review Count: 2, Rating: 10.0

Family-friendly cottages in Anna Maria Island include:

  • Cedar Cove Resort & Cottages.- Review Count: 107, Rating: 8.7
  • Serenity Cottage.- Review Count: 0, Rating: 0.0
  • Gulf View Cottage #3.- Review Count: 35, Rating: 8.9

Pet-friendly cottages in Anna Maria Island include:

  • Queen's Gate Resort.- Review Count: 406, Rating: 9.0
  • The Cottage on Pine - Luxury Boho Beach Cottage wPvt Heated Pool On Pine Ave.- Review Count: 4, Rating: 9.7
  • Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!.- Review Count: 286, Rating: 10.0

Cottages in Anna Maria Island that include breakfast or meal options include:

  • Cedar Cove Resort & Cottages.- Review Count: 107, Rating: 8.7
  • Serenity Cottage.- Review Count: 2, Rating: 6.5
  • Cottage Haven-One Minute Walk To The Beach-Private Yards-Keyless Locks.- Review Count: 19, Rating: 6.8

Cottages in Anna Maria Island offering on-site parking include:

  • Cedar Cove Resort & Cottages.- Review Count: 107, Rating: 8.7
  • Queen's Gate Resort.- Review Count: 406, Rating: 9.0
  • The Cottage on Pine - Luxury Boho Beach Cottage wPvt Heated Pool On Pine Ave.- Review Count: 4, Rating: 9.7

Some of the best Cottages in Anna Maria Island are:

  • Cedar Cove Resort & Cottages.- Review Count: 107, Rating: 8.7
  • Gulf View Cottage #3.- Review Count: 35, Rating: 8.9
  • Sundance Cottage.- Review Count: 8, Rating: 9.1

Some of the popular Cottages in Anna Maria Island are:

  • Queen's Gate Resort.- Review Count: 406, Rating: 9.0
  • Castaway Cottage + Beach + Heated Private Pool & Spa + GOLF CART INCLUDED!.- Review Count: 286, Rating: 10.0
  • Cozy Cottage w private Beach Access,AC&WiFi -Quiet North End AMI. Tropical Oasis.- Review Count: 194, Rating: 10.0