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Discover coastal living at its finest with this stunning 3-bedroom, 3-bathroom bayfront home located at “Royale View” 631 Key Royale Dr, Holmes Beach, FL. Newly remodeled and ideally situated directly on the water, this single-level retreat offers unparalleled access to ocean activities and breathtaking bay views.Perfect for both relaxation and en
Royale View
Home- 3
- 3
- Pool
- Dogs Allowed
- Sleeps 6
- 29 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
- 31 Views
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Welcome to a relaxing tropical Island getaway when you stay at Anna Maria Island vacation rental "TipSea Turtle at Palm Isle Village 3201" ! This peaceful condo nestled just across the street from the beach, and sleeps up to six guests with 2 bedrooms and 2 bathrooms. Find everything you’ll need for the perfect vacation right at your flip flopped f
Palm Isle Village 3201 - TipSea Turtle
Condominium- 2
- 2
- Pool
- No Pets
- Sleeps 6
- 122 Views
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"ENDLESS BAY VIEWS - 2 Bedroom, 2 Bathroom (Sleeps 4) – “West Bay Point 88” – 6400 Flotilla Drive unit 88 in Holmes Beach.Discover your perfect Anna Maria Island retreat at "West Bay Point 88" – a vacation rental with 2 bedrooms and 2 bathrooms in Holmes Beach, comfortably accommodating up to 4 guests. Nestled in the tranquil corner of Anna Maria I
WBPT 88
Condominium- 2
- 2
- Pool
- Dogs Allowed
- Sleeps 4
- 15 Views
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Gulf View Cottage is a charming, recently renovated home with a rooftop deck offering sweeping views of the Gulf. Relax and enjoy the private, heated pool while experiencing the ultimate Florida vacation!As you arrive at Gulf View Cottage, you'll notice its unique shape, spacious driveway, and beautiful tropical plants in the front yard. Step insid
Gulf View Cottage
Home- 3
- 3 Full Baths , 1 Half Baths
- Pool
- No Pets
- Sleeps 6
- 57 Views
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Paradise found indeed! Walk into the open floor plan and look out over the private heated pool, canal, dock and views of open water. This vacation retreat has 3 bedrooms and 3 bathrooms as well as smart Tv's in the living room, each bedroom and the outside patio. The kitchen is renovated for the chef in your party with updated appliances. Also with
Paradise Found
Home- 3
- 3
- Pool
- No Pets
- Sleeps 6
- 26 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
- 53 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
- 59 Views
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After you stay at the "Sea Pirate 2" you’ll want to make it your vacation destination year after year! This two bedroom one bathroom Holmes Beach vacation rental home sleeps four guests with one king bed, and two twin beds. "Sea Pirate 2" offers a fun and fresh island feel with exciting colors and endless style. Find everything for the perfect beac
Sea Pirate 2
Condominium- 2
- 1
- Pool
- No Pets
- Sleeps 4
- 29 Views
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Experience the island life at Fairwinds, a luxury vacation rental on Anna Maria Island that blends comfort, fun, and style. This family-friendly beach home offers four bedrooms, three and a half bathrooms, and a tropical outdoor oasis just a short stroll from the Gulf of Mexico’s turquoise waters.Relax in your private heated pool with swim-up bar t
Fairwinds
Home- 4
- 3 Full Baths , 1 Half Baths
- Pool
- No Pets
- Sleeps 8
- 23 Views
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Nestled into a gorgeous resort style setting, Anna Maria Island vacation rental home “Blue Lagoon 5 – Sandpiper” is a fun vacation destination with endless character. Accommodating up to 6 guests this 2 bedroom 2 bathroom vacation rental home offers 1 king bed, 2 twin beds and a 1 queen sleeper sofa and all the amenities of a beachy home away from
Blue Lagoon 5
Condominium- 2
- 2
- Pool
- Dogs Allowed
- Sleeps 6
- 42 Views
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Newly Updated - New bathrooms and updates completed in February of 2023!! Four minutes from the beach, located in the heart of Holmes Beach, and a private oasis on Anna Maria Island. All this and more makes “Forget Me Knot” the ideal place to stay during your island vacation. From the secluded and private placement to its closeness to the beach as
Forget Me Knot
Home- 3
- 3
- Pool
- No Pets
- Sleeps 6
- 122 Views
