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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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“Promise kept” is located in Holmes Beach on Anna Maria Island. This property has been renovated to feature some of the original characteristics of the vintage home. One stay here, and your promise will be kept to return again and again. Now dog friendly with 1 dog up to 25lbs.<br /><br />This beautiful ground level home has 3 bedrooms and 2 bathr
Promise Kept
Home- 3
- 2
- Pool
- No Pets
- Sleeps 6
- 25 Views
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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
- 48 Views
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Spend your Anna Maria Island vacation in five star luxury when you visit “Fernweh”. This new Holmes Beach vacation rental offers both a stylish and relaxing destination for up to eight guests. If you experience wanderlust “Fernweh” is truly the place for you with a fabulous location, gorgeous floor plan, beautiful aesthetic and sophisticated island
Fernweh
Home- 4
- 4
- Pool
- No Pets
- Sleeps 8
- 26 Views
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Holmes Beach is a quaint and salty beach town with tons of character. From perfect beaches to great dining and nightlife, this destination is sure to please. “The Villas 3B” is a few blocks north from Holmes Beach city center. Here is where you’ll find many things to do within a short walk. The complex offers a shared free dryer and coin-op washer.
The Villas 3B
Condominium- 2
- 1
- No Pets
- Sleeps 6
- 28 Views
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GONE COASTAL at FOUNTAINHEAD CONDOMINIUMS - Accommodating up to four guests for a fun laid back beach vacation, Fountainhead Unit 2 offers the perfect two bedroom, two bathroom getaway for you and your family. Centrally located on Anna Maria Island, Fountainhead Unit 2 is near everything for an entertaining stay including gulf beaches, free trolley
Fountainhead 2 - Gone Coastal
Condominium- 2
- 2
- Pool
- No Pets
- Sleeps 4
- 13 Views
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Harrington Cottage is an adorable Anna Maria beach cottage that’s so close to the Gulf of Mexico you can practically smell the sea salt air! Less than a block away you’ll find the white sand beaches of Anna Maria Island, all while staying in this cute 4 bedroom, 3 bath cottage. Enjoy the peace and quiet afforded by the city of Holmes Beach. Harring
Harrington Cottage
Home- 4
- 3
- Pool
- No Pets
- Sleeps 8
- 28 Views
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Looking for a vacation spot that offers all the comforts of home with the perks of a beachside getaway? Welcome to Palm Isle Village 3208, a bright and inviting condo in the charming and well-loved Palm Isle Village community. Enjoy Gulf views from your balcony, a shared pool, and a prime location just steps from the soft, white sands of Holmes Bea
Palm Isle Village 3208
Condominium- 2
- 1
- Pool
- No Pets
- Sleeps 4
- 10 Views
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When looking to accommodate a large group during you paradise Anna Maria Island vacation look no further than “Tina’s Piece of Paradise”. This fun four bedroom, three 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 di
Tinas Piece of Paradise
Home- 4
- 3
- Pool
- Dogs Allowed
- Sleeps 8
- 47 Views
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When you visit Anna Maria Island vacation rental “Hop, Skip and a Beach” you are sure to have an amazing Florida getaway! Sleep up to eight guests in luxury and style. This four-bedroom rental with game room with heated pool and spa is just a short walk from the best beaches you’ll find on the gulf coast.When you enter “Hop, Skip and a Beach” you’l
Hop Skip and a Beach
Home- 4
- 4
- Pool
- No Pets
- Sleeps 8
- 40 Views
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“Palms Beach West” on Gulf Drive is where Anna Maria Island vacations become lifetime memories! This beautiful Holmes Beach vacation rental home provides accommodations for up to 6 guests including 3 Bedrooms, 2 Bathrooms with 1 King bed, 1 Queen bed, and 2 Twin beds. <br /><br />Located a short walk away from a pristine gulf beach access 3700 bloc
Palms Beach West
Multi-Family- 3
- 2
- Pool
- No Pets
- Sleeps 6
- 28 Views
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A one of a kind direct beach front vacation is waiting for you at “Dodt House”. This uniquely designed multi family style home was recently updated to offer you a sophisticated, fun and relaxing beach getaway for up to fourteen guests. When you arrive at “Dodt House” you’ll know you have found your new favorite Florida vacation destination. Located
Dodt House 1, 2 and 3
Home- 6
- 4
- Pool
- No Pets
- Sleeps 12
- 39 Views
