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On Anna Maria Island nothing is far from the beach, and "Maria's Way" is no exception. Walk just a short distance, about two blocks north, to the island most secluded powder sand beaches at beautiful Bean Point https://www.islandreal.com/bean-point-vacation-rentals. Not only close to the beach, also enjoy nearby Pine Avenue boutiques, restaurants a
Marias Way
Home- 3
- 2
- Pool
- Dogs Allowed
- Sleeps 6
- 22 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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Perfect for a fun couple’s getaway, a casual vacation, or even a family escape. “The Villas 3A” is a one-bedroom villa that boasts a top tier location near shopping, dining, and beaches, as it’s located in the city of Holmes Beach. Able to sleep up to four guests, this unit has a welcoming and laid-back feel that’s synonymous with an island vacati
The Villas 3A
Condominium- 1
- 1
- Pool
- No Pets
- Sleeps 4
- 39 Views
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This beautiful Holmes Beach get-away is sure to make your stay on Anna Maria Island a memorable one. “Water’s Edge 204S” is a beach side condo with views of the tropical garden are just outside your window as well as peeks of the beach and Gulf of Mexico. Unit 204S is updated, with a gorgeous kitchen, spacious living area, and a dining area that ca
Waters Edge 204S
Condominium- 2
- 2
- Pool
- No Pets
- Sleeps 4
- 11 Views
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Experience the Tropical beach paradise vacation of a lifetime when you stay at Holmes Beach vacation rental condominium “Vista Grande Sul Mar”. This gorgeous beach front condo, located within the Vista Grande complex, rooms up to 6 guests with 1 king bed, 1 queen bed and 2 twin beds in this 3 bedroom 3 bathroom spacious vacation destination.<br /><
Vista Grande 1 Sul Mare
Condominium- 3
- 3
- Pool
- No Pets
- Sleeps 6
- 22 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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With stunning direct gulf front views, the stylish “Gulf Place 23” is a fine example of a luxury island vacation getaway. Comfortably rooming up to 6 guests this 2 bedroom 2 bathroom Holmes Beach vacation rental condominium offers one king bed, two twin beds and a queen sleeper sofa in a beautiful coastal inspired atmosphere. <br /><br />Situated o
Gulf Place #23
Condominium- 2
- 2
- Pool
- No Pets
- Sleeps 6
- 19 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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Inside this Holmes Beach vacation rental you’ll find a well-appointed condominium to kick your feet up in island style. The living room offers a flat screen television, comfortable furniture and the dining area seating four. In the kitchen you’ll find all the basics including a dishwasher. Off the kitchen there is a private balcony.Accommodating up
Casa Sierra 205B
Condominium- 2
- 2
- Pool
- Dogs Allowed
- Sleeps 6
- 9 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
- 5 Views
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Luxury Anna Maria vacation rental "Sunset at 714" is a casually sophisticated four-bedroom three-bathroom home nestled a short walk away from Anna Maria’s best gulf beaches with one small road to cross. Accommodating up to 8 guests, "Sunset at 714" offers three king beds and set of twinsThe North Shore beach access for Bean Point is a favorite amon
Sunset at 714
Home- 4
- 3
- Pool
- No Pets
- Sleeps 8
- 13 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
- 20 Views
