Charming Cottages in Holmes Beach, FL for Your Perfect Getaway

Seabreeze Cottage is located in Holmes Beach, just a 4-minute walk from Anna Maria Island and 17 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. Seabreeze Cottage features 3 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 featured in the vacation home. For added privacy, the accommodation features a private entrance. Anna Maria City Pier is 2.8 miles from the accommodation, while Greens Of Manatee Golf Club is 12 miles away. Sarasota Bradenton International Airport is 16 miles from the property.

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

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

- "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!!"

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.

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

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.

- "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. "

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.

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

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)

- "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 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.

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

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.

- "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!"

Coconut Cottage #3 is located in Holmes Beach, just a 2-minute walk from Holmes Beach and 17 miles from The John and Mable Ringling Museum of Art. This property offers a private pool, free Wifi, and free private parking. The accommodation provides a 24-hour front desk. This vacation home includes 2 bedrooms, a living room 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 provided in the vacation home. For added privacy, the accommodation features a private entrance. Anna Maria City Pier is 3.5 miles from the vacation home, while Greens Of Manatee Golf Club is 11 miles away. Sarasota Bradenton International Airport is 15 miles from the property.

Child Friendly • Pet Friendly • Guest Services • Sports/Activities • Internet • Parking • Pool • Security/Safety

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.

- "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!"

Modern Beach Cottage with Heated Pool Close to Beach is located in Holmes Beach, just a 2-minute walk from Anna Maria Island and 17 miles from The John and Mable Ringling Museum of Art. This property offers a private pool and free Wifi. Guests can use a terrace. The air-conditioned vacation home consists of 2 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a kettle, and 2 bathrooms with a shower. The accommodation is non-smoking. Anna Maria City Pier is 2.3 miles from the vacation home, while Greens Of Manatee Golf Club is 12 miles from the property. Sarasota Bradenton International Airport is 15 miles away.

Pool • Air Conditioner • Security/Safety • Fireplace/Heating • Balcony/Terrace • Other • Internet • Pet Friendly • View • Child Friendly

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.

- "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 💕"

Beach Cottage with Heated Pool Short Walk to Beach is located in Holmes Beach, just a 2-minute walk from Anna Maria Island and 17 miles from The John and Mable Ringling Museum of Art. This property offers a private pool, free Wifi, and free private parking. Guests can use a terrace. Offering a patio, this vacation home also has a cable TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 2 bathrooms with a shower and a hair dryer. The accommodation is non-smoking. Anna Maria City Pier is 2.3 miles from the vacation home, while Greens Of Manatee Golf Club is 12 miles away. Sarasota Bradenton International Airport is 15 miles from the property.

Internet • Fireplace/Heating • Pool • Security/Safety • Other • Balcony/Terrace • Parking • Child Friendly • Air Conditioner • View

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

- "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."

Coveside Cottage is located in Holmes Beach, just 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. 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 available in the vacation home. For added privacy, the accommodation features a private entrance. Anna Maria City Pier is 1.6 miles from Coveside Cottage, while Greens Of Manatee Golf Club is 13 miles from the property. Sarasota Bradenton International Airport is 17 miles away.

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

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.

- "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!"

Coconut Cottage #4 is located in Holmes Beach, just a 2-minute walk from Holmes Beach and 17 miles from The John and Mable Ringling Museum of Art. This property offers access to a balcony, free private parking, and free Wifi. The accommodation features a 24-hour front desk. 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 offered in the vacation home. For added privacy, the accommodation features a private entrance. Anna Maria City Pier is 3.5 miles from the vacation home, while Greens Of Manatee Golf Club is 11 miles from the property. Sarasota Bradenton International Airport is 15 miles away.

Parking • Pet Friendly • Sports/Activities • Internet • Pool • Security/Safety • Guest Services • Child Friendly

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

- "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!"

Crosswind Cottage by Beach Retreats offers accommodations in Holmes Beach, a 7-minute walk from Anna Maria Island and 18 miles from The John and Mable Ringling Museum of Art. There's a restaurant and guests can enjoy the water park. The vacation home features an outdoor swimming pool, spa center, and an elevator. Accommodation for disabled guests is also available at the property. The spacious vacation home includes 3 bedrooms, a fully equipped kitchen with a dishwasher and an oven, as well as a coffee machine. A TV with cable channels and a DVD player are available. The accommodation is non-smoking. A children's playground is also available at the vacation home, while guests can also relax in the garden. Anna Maria City Pier is 2.2 miles from Crosswind Cottage by Beach Retreats, while Greens Of Manatee Golf Club is 13 miles from the property. Sarasota Bradenton International Airport is 16 miles away.

Other • Pet Friendly • Child Friendly • Breakfast • Fireplace/Heating • Wellness Facilities • Guest Services • Spa • Sports/Activities • View • Restaurant • Pool

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.

- "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!"

Calypso Cottage is located in Holmes Beach, just a 7-minute walk from Holmes Beach and 17 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. Calypso Cottage features 3 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 3.5 miles from the accommodation, while Greens Of Manatee Golf Club is 11 miles from the property. Sarasota Bradenton International Airport is 15 miles away.

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

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

- "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."

Key Lime Cottage offers accommodations in Holmes Beach, 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. Key Lime 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 available in the vacation home. For added privacy, the accommodation features a private entrance. Anna Maria City Pier is 2.4 miles from the accommodation, while Greens Of Manatee Golf Club is 12 miles from the property. Sarasota Bradenton International Airport is 16 miles away.

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

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.

- "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!"

Beach Cottage offers accommodations in Holmes Beach, a 3-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 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 offered in the vacation home. For added privacy, the accommodation features a private entrance. Anna Maria City Pier is 1.8 miles from Beach Cottage, while Greens Of Manatee Golf Club is 13 miles from the property. Sarasota Bradenton International Airport is 16 miles away.

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

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

- "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."

Coconut Cottage #2 is located in Holmes Beach, just a 2-minute walk from Holmes Beach and 17 miles from The John and Mable Ringling Museum of Art. This property offers access to a balcony, free private parking, and free Wifi. The property offers a 24-hour front desk. This vacation home includes 3 bedrooms, a living room 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 3.5 miles from the vacation home, while Greens Of Manatee Golf Club is 11 miles away. Sarasota Bradenton International Airport is 15 miles from the property.

Guest Services • Sports/Activities • Child Friendly • Pet Friendly • Internet • Security/Safety • Pool • Parking

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

- "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."

Offering an outdoor swimming pool, Cozzi Cottage located only steps to the white sandy beaches complete with rooftop terrace offers accommodations in Holmes Beach. With free private parking, the property is a few steps from Holmes Beach and 16 miles from The John and Mable Ringling Museum of Art. Guests can use a terrace. The air-conditioned vacation home consists of 1 bedroom, a living room, a fully equipped kitchen with a dishwasher and a kettle, and 1 bathroom with a shower and a hair dryer. A TV with cable channels is offered. The accommodation is non-smoking. Anna Maria City Pier is 3.8 miles from the vacation home, while Greens Of Manatee Golf Club is 11 miles from the property. Sarasota Bradenton International Airport is 14 miles away.

Other • Parking • Pool • Air Conditioner • Fireplace/Heating • Balcony/Terrace • Child Friendly • View • Security/Safety

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

- "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."

Key Largo Cottage is located in Holmes Beach, just a 8-minute walk from Anna Maria Island and 17 miles from Sarasota International Convention Center. This property offers access to a balcony, free private parking, and free Wifi. Outdoor seating is also available at the vacation home. Key Largo Cottage features 3 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 provided in the vacation home. For added privacy, the accommodation features a private entrance. John and Mable Ringling Museum of Art is 17 miles from the accommodation, while The John and Mable Ringling Museum of Art is 17 miles away. Sarasota Bradenton International Airport is 16 miles from the property.

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

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

- "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 #1 offers accommodations in Holmes Beach, a 2-minute walk from Holmes Beach and 17 miles from The John and Mable Ringling Museum of Art. This property offers access to a balcony, free private parking, and free Wifi. The property provides a 24-hour front desk. This vacation home includes 3 bedrooms, a living room 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 provided in the vacation home. For added privacy, the accommodation features a private entrance. Anna Maria City Pier is 3.5 miles from the vacation home, while Greens Of Manatee Golf Club is 11 miles away. Sarasota Bradenton International Airport is 15 miles from the property.

Guest Services • Parking • Security/Safety • Internet • Child Friendly • Pool • Pet Friendly • Sports/Activities

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

- "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!"

Providing a bar, Castaway Cottage provides accommodations in Holmes Beach. This property offers access to a terrace, free private parking, and free Wifi. Guests can use the spa and wellness center, relax in the hot tub, or soak in the outdoor swimming pool. The air-conditioned vacation home consists of 2 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 1 bathroom with a walk-in shower and a hot tub. Guests can take in the views of the pool from the patio, which also has outdoor furniture. The vacation home offers bed linen, towels, and laundry service. Guests can make the most of the warm weather with the property's barbecue facilities. Guests at the vacation home will be able to enjoy activities in and around Holmes Beach, like cycling. The vacation home has a picnic area where you can spend the day outdoors. Anna Maria Island is a 7-minute walk from Castaway Cottage, while Sarasota International Convention Center is 17 miles away. Sarasota Bradenton International Airport is 15 miles from the property.

Wellness Facilities • Security/Safety • Laundry • Air Conditioner • Parking • Pet Friendly • View • Barbecue/Outdoor Cooking • Balcony/Terrace • Ocean View • Oceanfront • Pool

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

- "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.."

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.

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

Welcome to the Sand Dollar Shack located just a few houses from the Gulf beaches on Anna Maria Island. The Sand Dollar Shack is a half duplex with 2 bedrooms and 1 and a half baths and its own private full sun patio surrounded by tropical landscaping where you can enjoy the heated pool and outdoor shower. Inside you will find the spacious living area and kitchen area are open for easy entertaining. During the day you can relax on the beach with the provided beach wagon, chairs and umbrella. Relax in the evening in our spacious living room or retreat to the master suite 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, 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 VRC16-000371

- "This property was perfect for my family of four! The house was charming and clean. The pool in the backyard was perfect for evening swims. The beach was only a 2-3 minute walk which is perfect for my family since we spent most of our time there enjoying the crystal clear blue water!! Would definitely stay here again!" - "What a wonderful place! The place was so clean and well stocked. The property managers were wonderful to work with. I would recommend to anyone and we will definitely be back."

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.

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

Welcome to Bluefin Cottage located a few houses from the Gulf beaches of Anna Maria Island. Bluefin Cottage is a half duplex with 2 beds, 2 baths, 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 throughout the living room and kitchen area. The kitchen area includes bar seating along with a dining area for family meals 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 heated pool. Relax in the evening in our spacious living room or retreat to the master suite 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, 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 VRC16-000330

- "The Bluefin was immaculate. Well equipped kitchen. Everything was more than what I expected. Would definitely stay there again! Had an awesome time!" - "This is the nicest beach house we’ve rented! Perfect location, house is well equipped and property managers are very responsive. The king bed in the master I was super comfortable. We would definitely recommend!" - "Best 2BR 2BA location we have stayed. Kitchen is stocked with updated pots and pans and dishes. We have stayed at some places where the cookware was on their last leg. Not here. Beds were comfortable and everything was clean. Pool is not large but big enough. Only thing I wish they could add would be some sort of sail screen/tent over the pool area to block some of the sun. Pool got really warm on some days. Free trolley stops off right by the house. Look forward to next year."

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.

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

This home is proudly managed by Beach Life Rentals & Sales on Anna Maria Island. We offer flexible booking options—send us a message and we’ll do our best to accommodate your travel plans

Beach lovers, this updated cottage is just a 5‑minute walk to the sand and close to great restaurants and shops. Enjoy a brand‑new heated saltwater pool & spa, plus a fully loaded golf cart with every stay. The garage is stocked with all the beach gear you’ll need for the perfect island escape!

Inside, the master bedroom offers a luxurious king-sized bed and a spacious closet, while the second bedroom is ideal for families or friends with another king-sized bed plus a full-size bunk bed. The stylish bathroom features a custom glass shower wall, floating vanity sink, and modern fixtures, giving you a spa-like feel. Laundry facilities are conveniently located in the garage.

The open floor plan seamlessly flows through French doors to the backyard and covered patio, where natural light floods in, creating a bright and airy atmosphere. Step outside to your private brand-new heated saltwater pool and spa, complete with a built-in sun shelf—you’ll never want to leave!

No need to pack bulky beach gear—we’ve got you covered! The garage comes stocked with two cruiser bikes, beach chairs, a pull cart, an umbrella, a surfboard, and more beach accessories. For food lovers, there’s a full-size propane grill for all your cookout needs.
This property is exclusively used by renters, so you’ll have complete privacy during your stay. And if you need anything, we’re just a phone call or email away!

But what truly sets this rental apart!? A brand-new 2024 Moxy 4S Golf Cart that is included in your rental! *FOR NEW RESERVATIONS ONLY, existing reservations please reach out if interested*. Cruise the island in absolute style and comfort with this one-of-a-kind cart, featuring large off-road style tires, a rugged stance with a front brush guard, sleek running boards for entry and exit ease, luxurious brown leather stitched seats, as well as your final row of seats folding down for extra storage—perfect for groceries, beach gear, keeping your drinks chilled in the built-in cooler, or whatever your adventure calls for! Stay connected with Apple CarPlay and Android Auto with the huge touchscreen infotainment system, and when the sun sets hit the under-glow lighting switch to turn every night ride into an experience like no other! this cart is truly loaded and also features a luxurious sound system that lights up with the beat of your music! at night! The best part is that it comes with your vacation rental! So there is no need to stress about renting a cart when you get to the Island. We’ve got you covered! You will arrive to your vacation rental with a freshly cleaned and charged Cart ready for you to dump your beach gear into and head out!! This is what helps to separate us from other Vacation Rental companies on the Island and we take pride in it! Be sure to check out the photos of the cart in the listing as this is the cart you will receive! No tricks here!

So why wait!? Book your stay today and start counting down the days until your perfect beach vacation—complete with the coolest ride on the island! 🌴🚘☀️

*Host Note:
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
1. This is a NON-SMOKING property. Smoking is allowed outside the property only.
2. Quiet Hours for the entire island are 10PM to 7AM and are enforced by the City. Please respect our neighbors by keeping noise to a minimum, especially during quiet hours.
3. Please keep the property clean and tidy during your stay. A cleaning fee will be charged if the property is left excessively dirty.
4. Turn off all lights, lock all doors and windows before leaving the property.
5. Please report any damages or issues immediately.
6. Do not take blankets, sheets or bath towels from the house to the beach.
7. No more than 3 cars maximum for overnight parking.
8. Keep all garbage and recycling in provided totes during stay.
9. Do not tamper with any of the pool heating or filtering equipment.
8. If you are vacationing with your dog, please remember to crate them if you leave the property.
9. All animal waste is to be disposed of in an appropriate manner.

- "Very well appointed, clean and updated house. We loved the pool, and short walk to the beach. Also, can walk to plenty of restaurants. A great location!" - "The property is amazing but the pool door alarm, which is probably mandatory by law, causes a lot of stress! The property is exactly as shown in the photos and everything is working, decorated with good taste, and everything is brand new with great kitchen appliances. As suggestions I would include: some shadow for at least one car, a blender, and a keurig coffee maker. Would stay again at this property!"

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.

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

Welcome to Gumbo Cottage located just 7 houses from the Gulf beaches of Anna Maria Island and a street away from downtown Holmes Beach. This ground level half duplex with 2 bedrooms, 2 baths has its own private patio for you to enjoy with heated pool, outdoor shower and grill surrounded by tropical landscaping. Inside, you will find retro styled living area and kitchen with plenty of seating for easy entertaining. You can enjoy a day at the beach with provided beach wagon, chairs and umbrella. Or, take a short walk to downtown Holmes Beach and check out resteraunts, shopping and the marina. Hop on the free island trolley and discover all Anna Maria Island has to offer!

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 stocked 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 VRC19-000017

- "Great private pool and newer duplex, everything you could want, beach walking distance 5 min, great central spot to the island, the back yard and pool was the highlight for me..to be able to spend time at beach then come back and relax in pool is the best. Thank you for a nice stay" - "We loved our stay here! The location was great and a quick walk to the beach. It was great to have the beach supplies available too. It was so convenient to have the pool in the backyard. We enjoyed grilling out and relaxing by the pool. Although the house is close to everything, you fee secluded by the pool. The house had everything we needed. We loved our visit."

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.

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

Welcome to Citrus Cottage located steps from the Gulf beaches of Anna Maria Island. Citrus 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 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 bar seating for 4 and a dining table for 6 is open to the spacious living area for easy entertaining. In the evening, retreat to the master bedroom where you will enjoy the comfortable king size bed complete with 600 thread count prima cotton wrinkle free sheets. The master suite also has its own private patio with 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: VRC16-000642

- "The place was spotless and perfect for our family and our two small dogs. The location was perfect and sooo close to the beach. We watched the sunset every night. We were so sad when it was time to leave. We would definitely stay here again. Highly recommend!" - "We really enjoyed our stay at Citrus Cottage. Great location on beach access street 100 yards from sand. Easy stroll or bike ride to Pine Ave shops & restaurants. This cottage has been perfectly remodeled w/ spacious floor plan, pool and outdoor space. Wonderful privacy due to building layout and corner lot. We had neighbors w/ kids and never knew they were there. Loved the outdoor showers in the evenings. Also, the management team facilitated our unexpected-early arrival at 3 am and made it happen! Impressive! Thank you for allowing us to stay at Citrus Cottage. We had a fabulous vacation and will be back soon"

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.

Pet Friendly • Child Friendly • Kitchen • Pool

Welcome to Limbo Cottage - the west side of 'Gumbo Limbo' duplex. Located just 7 houses from the Gulf beaches of Anna Maria Island and a street away from downtown Holmes Beach. This ground level half duplex has one master suite with King bed and a second bedroom with 2 twin beds located right by the main bathroom. Enter the home into the comfortable living area and head through the kitchen to the private patio to enjoy the heated pool, outdoor shower and grill surrounded by tropical landscaping. The retro style kitchen offers plenty of seating for easy entertaining. Enjoy a day at the beach with provided beach wagon, chairs and umbrella. Or, take a short walk to downtown Holmes Beach and check out resteraunts, shopping and the marina. Hop on the free island trolley and discover all Anna Maria Island has to offer!

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 VRC 19-000028

- "Limbo Cottage is absolutely one of the best rental properties we stayed in. Perfect size, layout, updated decor and the private landscaping makes you feel you’re in the tropics. The walk to the beach is exactly 7 houses. Great restaurants in walking distance and trolley stop is at the top of street. Well done definitely reserved for 2024 and hope to stay for 2 weeks!"

Pineapple Palms by Anna Maria Island Accommodations
Holmes Beach Vacation Home
VRC17-000041

Welcome to Pineapple Palms, the ultimate ocean-loving getaway just 2.5 blocks from the stunning beaches of Holmes Beach! Perfect for a small family or friends, this charming 2-bedroom, 2-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

The space
Highlights
• 6-minute Walk to Holmes Beach
• 2 bedroom / 2 baths
• 1 King, 2 Twin beds
• Private, heated pool
• BBQ Grill
• Close to Marina Drive and Pine Ave for shopping, dining, and local attractions
• 2 Car Parking

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
• Bedroom 2: Two twin beds

Enjoy your mornings or evenings on the paver deck around the private heated pool, surrounded by tropical landscaping for complete privacy. Fire up the propane 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.

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!

Other things to note
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.

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

Queen Palm by Anna Maria Island Accommodations
Home in Holmes Beach, FL 34217
VRC19-000042

Welcome to Queen Palm! This two-bedroom, one-bath retreat boasts a sparkling pool, lush lounge chairs, an outdoor shower, and a BBQ grill. With pristine beaches nearby, fantastic amenities at your fingertips, and being within walking distance of restaurants and shops, Queen Palm is the ultimate getaway destination for unforgettable moments of bliss.

The space
Highlights
• Less than a 5-minute walk to the beach
• Private pool
• BBQ grill
• Washer and dryer
• Outdoor seating

After fun-filled days, relax in the nautical-themed family room, complete with two cozy sofas, an accent chair, and a smart TV. The sleek kitchen features stainless steel appliances, a toaster, and a coffee maker, and just beyond is the dining room table.

The two bedrooms are equally as comfortable and inviting with King beds, vibrant colors, closet space, and smart televisions. The hall bath features a shower and tub combination. Plus, enjoy the added flexibility of a sleeper sofa in the living room and the convenience of a stacked washer and dryer for your laundry needs.

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

Other things to note
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.

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

Gulf Breeze Villa B by Anna Maria Island Accommodations
Home in Holmes Beach, FL 34217
VRC16-000146

Gulf Breeze Villa B, a one-bedroom, one-bath retreat, is perfect for a romantic escape or a small family vacation. Enjoy the tranquility of island life with its private backyard, complete with a sparkling pool, sun loungers, and outdoor dining. On the front patio, you'll find a covered seating area.

The space
Highlights
• 2-minute walk to the beach
• Private pool
• Outdoor living space
• BBQ grill
• Dog friendly with approval and additional fee
• Washer and dryer

Inside is a vibrant living space with a seating area, plush sofa, and television for your viewing pleasure. The updated kitchen has stainless steel appliances, a coffee maker, basic cookware, a convenient island bar, and a kitchen table for two.

The main bedroom has a tropical vibe, warm furnishings and a cozy bed adorned with fresh linens. The hall bathroom has a shower and tub combination, and the home’s washer and dryer are in the outside utility closet.

Room Details
-Primary Bedroom: King bed
-Bonus: Full size sleeper sofa

The white sands of Anna Maria Island are just 1 block away and the free island Trolley stop is across the street, offering easy access to adventure and culinary delights! Ensure every moment is filled with memories to cherish by booking Gulf Breeze Villa B for your next vacation! This unit does not have a dishwasher. The bikes are not included during your stay. Guest can rent bikes on the island.

Other things to note
With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our Anna Maria Island Accommodations Rental Policies for full details.

This unit does not have a dishwasher.


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, 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 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.

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

Sun Daze by Anna Maria Island Accommodations
Home in Holmes Beach, FL 34217
VRC16-000103

Discover the perfect beach getaway at Sun Daze, this 2-bedroom, 2-bathroom villa located on Anna Maria Island was recently remodeled in 2025. Only a few homes from beautiful Holmes Beach and a short stroll to “downtown” Holmes Beach, this updated property is ideal for families or small groups seeking a relaxing coastal retreat!

The space
Highlights
• 3-minute walk to the beach
• 2-minute walk to trolley stop
• Private pool
• BBQ grill
• Outdoor shower

Step outside to enjoy your private oasis at Sun Daze! The inviting heated pool awaits, providing the perfect spot to relax and soak up the Florida sun. Surrounded by lush landscaping, the outdoor space is ideal for family gatherings or relaxing afternoons. Use the propane grill for delightful cookouts, and enjoy al fresco dining in this tranquil setting.

Inside, Sun Daze features an open-concept living area that combines comfort and style. The well-equipped kitchen boasts modern stainless steel appliances and granite countertops, making family meals a breeze. The cozy living room invites relaxation and includes a TV, perfect for movie nights together.

The villa includes a spacious primary bedroom with a King bed, a TV, and an ensuite bath for added privacy. The second bedroom features a Queen bed, and for additional guests, there is a bonus Queen sleeper sofa in the living area. Both bedrooms are designed for comfort, ensuring restful nights after fun-filled beach days.

Room details
-Primary Bedroom: King bed and ensuite bathroom with walk-in shower
-Second Bedroom: Queen bed
-Living Room: Queen Sleeper sofa

Don’t miss out on your dream vacation at Sun Daze! Book your stay today and enjoy the best of Anna Maria Island living!

Other things to note
This home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company.

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.

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 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.

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

Aggies Treasure by AMI Accommodations
203 70th St, Unit A (West Unit)
Holmes Beach, FL 34217

One Block to Beach!

Highlights
• 2-minute walk from the Beach
• Private Pool
• Outdoor charcoal grill

The space
Room Details
Bedroom 1: King with TV on Floor 1
Bedroom 2: Twins with TV and Ensuite Bath on Floor 1
Living Room: Queen Sleeper Sofa on Floor 1

Well-established villa with a beautifully landscaped private backyard, heated pool, large paver deck, charcoal grill, and just across the street to the beach! Aggie's Treasure boasts a full kitchen with granite counter tops and stainless steel appliances, wireless internet, cable w/DVD player, nationwide calling, beach chairs and towels, and parking for up to 3 cars. The first bedroom has a king with TV, and the second bedroom has 2 twins with TV and an en-suite bathroom. Sleeps up to 6.

Other things to note
*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.

Vacation Rental Certificate
VRC16-000187

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

Anna Maria Island vacation bungalow that sleeps up to six guests is waiting for you and your family. Now with a private heated pool. Ground level vacation home is all dressed up in the laidback island charm you come to expect on Anna Maria Island. This island getaway is equipped for all the necessities for your most memorable island vacation ever, and all your friends will be jealous of its proximity to the pristine beaches! The block walk to the beach will fly by in a flash while you take in

Other things to note
"Harrington Bungalow 6" is a fun Anna Maria Island vacation rental sleeping up to six guests. This ground level home offers tons of charm and style for a laid back island getaway. This vacation retreat has everything you’ll need for a relaxing stay with great amenities and an even better location! When you visit "Harrington Bungalow 6" you’ll be just a short walk away from Gulf of Mexico beaches. Anna Maria Island beaches are some of the nicest you’ll find on Florida’s west coast. Enjoy sugar fine sand along with clear blue water. A day at the beach was never so relaxed! Enjoy the updated feel of this adorable home. Relax on the couch and stay connected with wireless internet. If you need additional space to quietly relax just head out to your private deck. The kitchen and dining area are joined to allow for entertaining while cooking meals. All this and more with a brand new private heated pool.

This adorable beach home is in a great spot on Anna Maria Island in Holmes Beach just a block from the Gulf of Mexico beaches. You’ll find this holiday home nestled into a quiet neighborhood of Holmes Beach. You and family will be able to walk to nearby trolley stops on 58th Street and Gulf Drive. Take the free trolley to almost any destination on the island to enjoy shopping, restaurants and sightseeing. Everything is right at your fingertips when you visit this Anna Maria Island vacation rental.

Please note: we may sometimes gladly accept non Saturday to Saturday stays from middle of August to middle of January each year excluding Christmas and New Year week. Please speak with a vacation specialist for more details.

Anna Maria Island’s noise ordinance aims to ensure citizens can enjoy a peaceful environment. The ordinance applies to all areas of the city, including public and private property, and places of business. It defines noise as any sound that annoys or disturbs a reasonable person of ordinary sensibilities or causes or tends to cause an adverse physical or psychological effect on such reasonable person. The noise ordinance limits the maximum permissible noise levels to:
7 AM–10 PM: 65 decibels: (Consistently shouting in the pool exceeds 65 decibels)
10 PM–7 AM: 50 decibels: (An audible conversation from 50’ or 15 meters away exceeds 50 decibels)
The ordinance also prohibits plainly audible noise, which refers to any sound that can be clearly heard by a person using their normal hearing faculties. This means that a person can still be in violation if the noise can be easily heard by responding officers from a distance of 100 feet from the property line. Fines for excessive noise can range from $100 to $1,000.

VRC17-000084

Max Vehicles Allowed: 2 Max Day Guests Allowed: 2

Free dryer – In unit • Bed linens • Electric stove • Carbon monoxide alarm • Wifi • Bathtub • Microwave • Central air conditioning • Refrigerator • Smoke alarm

Private pool home - Yacht Rock Ranch - 5505 Gulf Drive - 4 Bedrooms and 3 Baths - Bed/s: 3 King, 4 Twins and Full size trundle from the couch Level: Ground Level Max # of overnight guests: 10 Pets: No Max Vehicles Allowed: 3 Max Day Guests Allowed: 2

Other things to note
Walk to some of the island's best bars and restaurants, or use our 6-pass. golf cart on site. W/ a year round heated pool and spa, gorgeous new renovation, and perfect location, this property has it all! The beach is a short 2 minute walk.

The space
The smooth sounds of the mid-70s and 80s by the likes of Hall and Oates, Michael McDonald, and Steely Dan stir up images of sailing the open seas with cocktail-wielding, ascot-donning party goers, and serve as the inspiration for the Yacht Rock Ranch!

Yacht Rock Ranch is a single level ranch home with no stairs anywhere. The second living room serves as a bonus room with trundle bed. This space also features a wet bar and fridge.

To access the 4th bedroom and bonus room/second living room, you'll need to walk through the bunk bedroom, or access that side of the home from the outside through the private entrance on the south side of the house. This property was originally built as a duplex, offering excellent privacy. The bunk bedroom is perfect for children as it's located in the center of the house with no access to the pool. All pool doors are alarmed.

*Pool toys
*Board games
*Beach towels
*Beach wagon

Get pumped up for your trip with our official playlist on Spotify!

"Yacht Rock Ranch AirBnB Official Playlist"

The property has 3 driveways and can easily fit 4 cars. Use our 6-passenger luxury golf cart to get anywhere on the island easily and in style! This new 2021 gas-powered EZ-GO is much nicer than what you'll find at rental shops!

The pool is heated *year round* to 87 degrees at no charge, and the hot tub heats up quickly to 101 degrees.

City of Holmes Beach required language: "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." - VRC21-000136

Guest access
The property has 3 driveways and can easily fit 4 cars. Use our 6-passenger gas-powered golf cart to get anywhere on the island easily.

Max Vehicles Allowed: 3 Max Day Guests Allowed: 2

Hangers • Extra pillows and blankets • Iron • Essentials • Outdoor shower • Free washer – In unit • Hair dryer • Bed linens • Free dryer – In unit • Bathtub

*Features include*

* 1 Bedroom and 1 full bath
* King master suite
* Fully equipped kitchen
* Cozy living area with mid-century modern decor
* Botanical courtyard with a beautiful fountain
* Stunning tropical landscape
* Private back porch with seating for two
* Only steps away from the beach path
* Ground level for easy access
* Dog and small pet-friendly

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

Welcome to the Island Garden Villas, where Old Florida charm meets stylish modern luxury. When you arrive to the property you’ll be greeted by the charm of its botanical courtyard, complete with vibrant tropical plants and a serene fountain. Recently fully renovated, Plumeria Villa (formerly Hibiscus Villa) now features a bright and clean mid-century modern interior design, thoughtfully updated while retaining its original Florida character. Nestled in lush tropical surroundings, Plumeria Villa offers a serene and enchanting escape just steps from the beach.

The accommodations include a luxurious bedroom with a king-sized bed and dressing room, a cozy living area featuring a separate seating area, and a fully equipped kitchen with everything you need for your stay. The updated bathroom boasts a walk-in shower for your convenience. Cable TV is available in both the living room and bedroom for your entertainment.

Step out to your private back porch, surrounded by lush greenery. This secluded spot offers cozy seating for two, making it the ideal space to enjoy your morning coffee, read a book, or relax with a glass of wine.

On the grounds you will also find a shared laundry facility.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.

VRC16-000605

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.

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

*Features include*

* 1 Bedrooms and 1 full bath
* King master suite
* Fully equipped kitchen
* Cozy living area with mid-century modern decor
* Botanical courtyard with a beautiful fountain
* Stunning tropical landscape
* Garden patio with seating for two
* Only steps away from the beach path
* Ground level for easy access
* Dog and small pet friendly!

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

Welcome to Hibiscus Villa at Island Garden Villas, where Old Florida charm blends effortlessly with stylish modern luxury.

From the moment you arrive at Island Garden Villas, you’ll be immersed in the beauty of its botanical courtyard, featuring vibrant tropical foliage and a tranquil fountain. Recently renovated, Hibiscus Villa (formerly Oleander Villa) showcases a bright, mid-century modern aesthetic, thoughtfully refreshed while preserving its original Florida charm. Tucked away in a lush, garden-like setting, this inviting retreat offers a peaceful escape just moments from the beach.

Inside, a bright and comforting living space will greet you with brand new sofa and reading chair. The fully equipped kitchen was completely remodeled and stocked with everything you need. You will also find a spacious king bedroom with a dressing area and ensuite bathroom featuring a sleek walk-in shower. Both the bedroom and living room include cable TV for entertainment.

Step out onto your private deck, a quiet oasis surrounded by greenery. With seating for two, it’s the perfect spot to sip your morning coffee, unwind with a book, or enjoy a relaxing evening with a glass of wine.

On the grounds you will also find a shared laundry facility.The cottagelso 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.

VRC16-000604

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.

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

The Sun cottage is Anna Maria Island's most charming five-star vacation rental. With it's boutique hotel decor and private backyard patio—you'll feel like you've made the perfect choice. From crockpots and coffee makers to hairdryers and beach chairs, the house is fully stocked with all the amenities you need. This location makes is a 2-minute walk to the beach and a 5-minute walk to coffee shops, the only late-night watering hole on the island, Walgreens, Duncan Donuts and more.

The space
Listen to the waves on your patio, as you relax in the glow of this custom-decorated cottage just 25 yards back from the Gulf Ocean and the white sandy beaches that make Anna Maria Island so famous. The cottage is not on the water as we're one house off the beach, but you can certainly hear the waves when surf is up. and you're sitting in your backyard complete with table, chairs, chaise longue and BBQ.

Guest access
Guests enjoy full access to the sun cottage and their private patio as well as to the laundry hutch.

The laundry hutch is shared with the front unit and is located at the edge of your large patio, next to your BBQ. Talk about convenient!

Shampoo • Bed linens • Extra pillows and blankets • Essentials • Free washer • Free dryer • Hangers • Bathtub • Hair dryer • Hot water

This boutique beach cottage is good for couples, families, solo adventurers, and business travelers. Need more space? We actually have two cottages side by side, which you see if you check out "postcard cottages ami" on the interwebs!

The space
This is a warm and welcoming boutique-styled cottage just 25 yards from the Gulf Ocean (if you fly over the house in front of us) and the white sandy beaches that make Anna Maria Island so famous. We are one house off the beach, and offer open rooms filled with sunlight and the amenities you need for a great escape.

Plus enjoy your own very private patio with a BBQ, for full indoor and outdoor privacy.

Guest access
Full access to your cottage and private patio as well, as well as to the shared laundry hutch. We have two cottages, so if you're in the back cottage called "The Sun Cottage", the laundry shed is at the end of your patio.

Other things to note
Please note there is a "QUIET" ordinance in effect all over Anna Maria Island after 10pm and before 8am. So that means no partying outside the cottage. If you want to get loud after hours, head to the beach!

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

Remodeled cottage with a lush tropical backyard, which boasts a Private Heated pool with Waterfall and Swim-up Tiki Table, turf putting green ,Weber Grill, patio bar with 55” Outdoor Smart TV! Calypso is outfitted with a cozy Coastal decor, you feel that vacation vibe as soon as you walk in the door. The kitchen offers quartz countertops with Stainless Steel appliances. Both bedrooms have King size beds, living room has a queen sleep sofa. All furniture was brand new in December of 2024

The space
“Calypso” is a two bed two bath condo, decorated with a bright and cozy coastal, decor in a great central location. There are several restaurants within a 2-3 minute walk. The white sand beach is 4 blocks away, and is about a 9 minute walk. Rent a bike or a golf cart , and it is just 2 minutes away!

The backyard pool area is like a private tropical Oasis, with a variety of palm trees and well manicured ornamental plantings. The heated pool has a built in semi-circular seating area under a Tiki umbrella, which is such a relaxing spot to enjoy a cold drink. The patio has a bar and 55” smart tv, outdoor speakers, Weber grill, outdoor sofa and lots of additional seating. Newly installed putting green behind the pool for mini golf or playing cornhole.

Inside Calypso you will find high ceilings and an open floor plan. Each room is newly decorated in coastal colors for that beachy feel. Fully equipped kitchen for those nights when you just want to stay in. Linen service is provided, so leave your beach towels at home. Also included are beach chairs, umbrella, and a cooler.

*Sleeps 6
*Driveway Parking for two cars.
1 Week Minimum
Saturday to Saturday check-in and check-out


Vacation Rental Certificate
VRC16-000161

Guest access
All areas of this rental are for guest use.

Other things to note
The laid back Island feel of Anna Maria Island and Calypso Cottage will leave you wanting to come back year after year! The Island has an Old Florida charm with no high rise hotels, condos, or chain stores. The beaches are among the best in the world , with white soft sand and turquoise waters. It truly is an Island Paradise!


*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. The Town of Holmes Beach has a 10pm noise ordinance which is strictly enforced.

*The Cleaners will leave only a small amount of initial cleaning supplies, such as bar soap, dish soap, dishwasher pods, paper towels, and toilet paper. Guests should plan on purchasing their own products after these initial supplies get used up.

Body soap • Shower gel • Shampoo • Hot water • Garden view • Bathtub • Conditioner • Pool view • Outdoor shower • Hair dryer

This charming Anna Maria Island Vacation Home is close to restaurants, shopping, boat ramp, tennis/pickle ball, playground, dog parks and the white sand beaches!
The Anna Maria Cottage is a ground floor, one level home close to everything and comes with a golf cart to get around! This two-bedroom, one-bath home features upgraded kitchens and bathrooms, a patio at the rear of the house with comfortable furniture, a grill, beach chairs, umbrellas and a two person kayak for our guests to use.

Free washer – In unit • Hangers • Hair dryer • Conditioner • Shampoo • Free dryer – In unit • Body soap • Cleaning products • Essentials • Hot water

*Features include*

* 2 Bedrooms and 2 full baths
* King bed, Queen bed and Queen sleeper sofa
* Impeccably remodeled kitchen
* Botanical courtyard with beautiful fountain
* Stunning tropical landscape
* Secluded back patio with outdoor shower
* Only steps away from the beach path
* 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.

Welcome to Palm Villa at Island Garden Villas, where Old Florida charm meets refreshing modern luxury.

The Island Garden Villas invite you to unwind in the serene beauty of the botanical courtyard, where vibrant tropical foliage and a peaceful fountain set the tone for your stay. Inside, this charming villa boasts classic Florida character alongside modern conveniences.

The accommodations include two beautifully appointed bedrooms - one with a king-sized bed and one with a queen - as well as a queen sleeper sofa for extra guests. Two full bathrooms provide both a walk-in shower and a shower/tub combination for your comfort. The bright and cheery living area and fully equipped kitchen make this villa a true home away from home.

Step outside to your private patio, a secluded retreat with comfortable loungers, a ceiling fan, and a refreshing outdoor shower. Perfect for enjoying your morning coffee, curling up with a good book, or sipping a glass of wine in the evening. With the beach path just steps away and local shops and restaurants within walking distance, Palm Villa offers the ideal island getaway.

Island Garden Villas also provides a beautiful courtyard, grilling area and shared laundry facilities. The villa 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

VRC16-000600

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.

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

*Features include*

* 2 Bedrooms and 2 full baths
* King master suite
* Queen bed and sleeper sofa
* Botanical courtyard with fountain
* Lush tropical landscaping
* Private patio with stunning orchids
* TV in all rooms
* Ground level convenience
* Only steps away from the beach path
* Dog and small pet friendly!

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

Orchid Villa is a peaceful retreat tucked within the lush gardens of Island Garden Villas. The thoughtfully designed interior blends Old Florida charm and modern comfort with the soothing tones of coastal blues and airy high ceilings.

The living area is bright and welcoming. Comfortable seating provides the perfect space to unwind after a day at the beach. The impeccably remodeled kitchen is fully equipped with everything you need to prepare meals with ease. Enjoy your meals in the charming dining room under the gorgeous chandelier.

The master bedroom features a luxurious king size bed, plus en-suite bathroom with a walk-in shower. The second bedroom provides a cozy queen bed, perfect for a restful night’s sleep. For additional convenience there is a sleeper sofa in the living room. A second full bathroom, located in the hall, offers a shower/tub combo.

Step outside to your secluded patio, a true private oasis. A breathtaking wall of orchids provides a stunning natural backdrop. This serene space is ideal for sipping your morning coffee, curling up with a book, or enjoying a quiet evening under the stars. A refreshing outdoor shower allows you to rinse off after a day in the sand.

The beach path is just steps away, making it easy to enjoy the sugar-white sands of Anna Maria Island. Island shops and restaurants are within walking distance, allowing you to experience the best of coastal living. Orchid Villa offers the perfect blend of tranquility and convenience for your island getaway.

Island Garden Villas also provides a beautiful courtyard, grilling area and shared laundry facilities. The villa 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.

VRC16-000601

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.

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

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 1 has
direct views of the Gulf of Mexico and is just a few steps to the
beach.

The space
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

Washer • Outdoor shower • Hangers • Essentials • Ocean view • Dryer • Bathtub • Beach view • Hair dryer • Hot water