Cozy Cottages in Anna Maria Island

Best Cottage Rentals in Anna Maria Island

Experience the beauty of Anna Maria Island with our selection of delightful cottages, perfect for travelers seeking tranquility and style. Each listing promises a unique getaway experience.

Cottages in Anna Maria Island
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"

Cottages in Anna Maria Island
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:

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

Cottages in Anna Maria Island
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."

Cottages in Anna Maria Island
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."

Cottages in Anna Maria Island
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."

Cottages in Anna Maria Island
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. "

Cottages in Anna Maria Island
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."

Cottages in Anna Maria Island
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:

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

Cottages in Anna Maria Island
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 • Child Friendly • Internet • Security/Safety • Fireplace/Heating • View • Parking

Cottages in Anna Maria Island
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!"

Cottages in Anna Maria Island
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."

Cottages in Anna Maria Island
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!"

Cottages in Anna Maria Island
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:

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

Cottages in Anna Maria Island
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!!"

Cottages in Anna Maria Island
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:

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

Cottages in Anna Maria Island
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!"

Cottages in Anna Maria Island
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:

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

Cottages in Anna Maria Island
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!!"

Cottages in Anna Maria Island
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:

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

Cottages in Anna Maria Island
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. "

Anna Maria Island Family Friendly Cottages

Anna Maria Island Cottages with Parking

Anna Maria Island Pet Friendly Cottages

Anna Maria Island Cottages with Entertainment

Anna Maria Island Cottages with Private Pool

Anna Maria Island Cottages with Spa

Anna Maria Island Cottages with Private Beach

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

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