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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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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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Discover the revitalized charm of Coconuts Beach Resort 101, a newly remodeled ground-level condo located in the heart of Holmes Beach on Anna Maria Island. This one-bedroom, one-bathroom retreat has been given a complete makeover, offering a clean, modern aesthetic with inviting coastal touches. Comfortably accommodating up to four guests, this po
Coconuts 101
Condominium- 1
- 1
- Pool
- No Pets
- Sleeps 4
- 54 Views
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BG’s Bungalow is your quintessential “Key West style” home that is located on the beautiful North End of Anna Maria Island where guests can enjoy the world-renowned beaches that are just across the street! This home offers guests a true island-experience with its tall ceilings, beachy decor, and amount of outdoor space. This bedroom has 4 bedrooms,
BGs Bungalow
Home- 4
- 4
- Pool
- No Pets
- Sleeps 8
- 24 Views
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*DISCLOSURE: There is currently an ongoing disagreement regarding the beach access path on 78th Street. In the meantime, we ask that you use the beach access trail that is located on 77th street, directly behind the home you will be staying in.*For this you will need to walk down 78th Street to reach Gulf Dr. Using Gulf Dr make your way towards 77t
Seashells and Sunsets
Home- 5
- 4 Full Baths , 2 Half Baths
- Pool
- No Pets
- Sleeps 10
- 49 Views
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Experience relaxed waterfront living at this beautifully renovated bayfront home in the prestigious Key Royale neighborhood of Anna Maria Island. This charming ground-level 2-bedroom, 2-bath vacation rental combines modern coastal design with peaceful island ambiance, offering everything needed for an unforgettable monthly getaway.Perfectly positio
By the Bay
Home- 2
- 2
- Pool
- No Pets
- Sleeps 4
- 8 Views
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Welcome to Moon Shadow South, a beautifully designed coastal retreat offering 3 bedrooms, 2 bathrooms, and breathtaking views of Tampa Bay and Passage Key from the top-level primary suite. This inviting island home is perfectly situated just steps from bay beach access and a short walk to Bayfront Park and Bean Point’s renowned shoreline.Inside, th
Moon Shadow South
Home- 3
- 2
- Pool
- Dogs Allowed
- Sleeps 6
- 34 Views
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“Appletini” is just a few blocks away from pristine gulf beaches! Not only will you be able to walk to the beach, but you’ll find nearby free trolley stops on Marina Drive and Gulf Drive. Hop on the free trolley and you’ll find restaurants and shops just minutes away. While you visit you’ll have access to a propane barbecue grill great for a Flor
Appletini
Multi-Family- 2
- 2
- Pool
- Dogs Allowed
- Sleeps 6
- 574 Views
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“Sea Glass” is a lovely ground level 3 bedroom 2 bathroom duplex style Holmes Beach vacation rental home suited for up to 6 vacationers. Plenty of space for everyone, this rental home has 1 king bed, 1 queen bed, a Twin over Full Bunk, a Twin bed, and a queen sleeper sofa. Spacious, but not too big, “Sea Glass” is sophistication without pretension.
Sea Glass
Multi-Family- 3
- 2
- Pool
- No Pets
- Sleeps 6
- 41 Views
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Discover your island getaway at Runaway Bay 209, located on the stunning Anna Maria Island. This inviting second-floor condo features 2 bedrooms and 2 bathrooms and is situated just across the street from the pristine, powdery sands and turquoise waters of the Gulf. Offering a blend of comfort, convenience, and tranquil water views, this condo is a
Runaway Bay 209
Condominium- 2
- 2
- Pool
- No Pets
- Sleeps 6
- 32 Views
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“Hideaway” is a fantastic Anna Maria Island vacation rental in Holmes Beach offering space for up to six guests just a few blocks from the beach! <br /><br />During your stay you’ll find everything you need for a laid back island getaway. Inside this Holmes Beach rental you’ll enjoy updated decor with a coastal flair. <br /><br />The main living sp
Hideaway
Multi-Family- 2
- 2
- Pool
- No Pets
- Sleeps 6
- 12 Views
