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"La Casa Marie" - Luxurious Gulf-Front Vacation Condo in Holmes BeachWelcome to "La Casa Marie," a stunning waterfront vacation condo situated in the picturesque La Casa Costiera complex at 7320 Gulf Drive, Holmes Beach. This exquisite 3-bedroom, 2.5-bathroom retreat can comfortably accommodate up to 6 guests, featuring a King bed, a Queen bed, and
La Casa Marie
Condominium- 3
- 2 Full Baths , 1 Half Baths
- Pool
- No Pets
- Sleeps 6
- 28 Views
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*Please Note: Exterior painting and roofing projects are scheduled between Sept 22–Dec 31, 2025. Work may cause noise or limited access to decks. Schedule may vary due to weather.*With stunning direct gulf front views, the stylish “Water's Edge 209S” is a fine example of a luxury island vacation getaway. Comfortably rooming up to 4 guests this 2 be
Waters Edge 209S
Condominium- 2
- 2
- Pool
- No Pets
- Sleeps 4
- 15 Views
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Welcome to “Blue Water Escape” – Your Island Retreat in Holmes Beach!Experience laid-back island living just steps from the sugar-sand shores of Anna Maria Island at this inviting vacation home. “Blue Water Escape” is a bright, beachy getaway perfect for up to six guests, offering three bedrooms, two bathrooms, and everything you need for a relaxin
Blue Water Getaway
Home- 3
- 2
- Pool
- No Pets
- Sleeps 6
- 11 Views
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“Pirate’s Cove” is a great island oasis to enjoy during your stay, the perfect cove for your vacation getaway. One of the only "Any Day" arrival properties on the island.*Disclaimer: Please note that the stovetop currently has a minor issue—two of the five burners are not functioning. We are actively addressing this and expect it to be resolved sho
Pirates Cove
Home- 7
- 7 Full Baths , 1 Half Baths
- Pool
- No Pets
- Sleeps 10
- 27 Views
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Escape to Tuscan Tides, a luxurious 4-bedroom, 4-bathroom retreat nestled in the charming coastal community of Holmes Beach on Anna Maria Island. This stunning vacation home blends Tuscan elegance with Mediterranean flair, showcasing balconies, palm-lined landscaping, and inviting outdoor spaces perfect for island living.The private backyard oasis
Tuscan Tides
Home- 4
- 4
- Pool
- Dogs Allowed
- Sleeps 8
- 32 Views
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When you visit Anna Maria Island vacation rental “A Mermaid's Tale” you are sure to have an amazing Florida getaway! Sleep up to six guests in luxury and style. This three bedroom rental is just a short stroll to the best beaches you’ll find on the gulf coast. A trip to the beach was never this much fun! When you enter “A Mermaid's Tale” you’ll be
A Mermaids Tale
Home- 3
- 3
- Pool
- No Pets
- Sleeps 6
- 54 Views
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Wake up to breathtaking panoramic Gulf views at this elevated Anna Maria Island beach home, where island living and relaxation come together effortlessly. Perfect for up to six guests, this bright and welcoming retreat features a full kitchen, a sunny elevated balcony, and the ultimate luxury—direct beach access just steps from your backyard.Spend
Sea La Vie
Home- 2
- 1 Full Baths , 1 Half Baths
- No Pets
- Sleeps 6
- 23 Views
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Ready to find your piece of island paradise? Look no further than “Wave N’ Sea”. This beautiful, sunny Anna Maria home is a spacious three-bedroom two-bathroom rental that can accommodate up to six guests. With a new, and private, heated pool, an oversized yard with tropical landscaping, and less that two blocks from the beach, “Wave N’ Sea” is tru
Wave N Sea
Home- 3
- 2
- Pool
- Dogs Allowed
- Sleeps 6
- 24 Views
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Palm Isle Village 3215 is located in Holmes beach on Anna Maria Island. You will be welcomed with the island style decor throughout the home. This villa has 1 bedroom and 1 bathroom. The bedroom has a king size bed with sliding glass doors that lead out to a private patio area. The patio area has two loungers to relax and soak up Florida’s hot sun.
Palm Isle Village 3215
Condominium- 1
- 1 Full Baths , 1 Half Baths
- Pool
- No Pets
- Sleeps 4
- 16 Views
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Located on beautiful canal front property in Anna Maria City, 230 Chilson Avenue "Sand Dollar Dream" is the perfect spot for a Florida vacation with a brand new, private, heated pool and spa. Relax in spacious back yard swaying the hammock amongst the lush tropical landscaping, or roast s'mores in the fire pit seating area. This lovely renovated ho
Sand Dollar Dream
Home- 4
- 2
- Pool
- Dogs Allowed
- Sleeps 8
- 49 Views
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This perfect vacation rental villa “Harrington Bungalow 5” is located just a short walk from the beautiful beaches of Anna Maria Island. This bungalow is in a great group of six vacation rentals previously managed by the Harrington House Bed and Breakfast. Owner just added a private heated pool!<br /><br />It offers two bedrooms, two bathrooms and
Bungalow on Guava
Home- 2
- 2
- Pool
- Dogs Allowed
- Sleeps 6
- 20 Views
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When looking to accommodate a large group during your paradise Anna Maria Island vacation look no further than “Catchin’ Rays”. This fun four bedroom, four bathroom Holmes Beach vacation rental spaciously sleeps up to 8 guests in comfort and style. After spending a week at this fabulous Holmes Beach vacation rental home within walking distance to t
Catchin Rays
Home- 4
- 4
- Pool
- No Pets
- Sleeps 8
- 39 Views
