Anna Maria Island

Properties Available 402 properties available
Villa Rayo Del Sol by AMI Locals TPL23-000074, DWE5105909Welcome to Villa Rayo Del Sol by AMI Locals, a five bedroom, five and a half bath luxury coastal retreat located right across the street from the beach in beautiful Bradenton Beach on Anna Maria Island. This three-level getaway blends sleek, modern design with relaxed island charm, featuring
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Villa Rayo Del Sol
House
Bedrooms 5 bedrooms
Bathrooms 5 baths
HalfBathrooms 1 Half baths
Guests 13 guests
Rating 4.9 (21)
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Shells and Sunshine by Anna Maria VacationsHome in Anna Maria, FL VR16-000437Discover Shells and Sunshine, a family-friendly beach-front retreat on the prestigious north end of Anna Maria Island! This charming home features two levels with three bedrooms and two bathrooms, accommodating up to eight guests. Enjoy unobstructed views of the ocean from
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Shells and Sunshine
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.9 (70)
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Montego Bay by AMI Locals Vacation Rental License #VPR16-000472Escape to Montego Bay, an Anna Maria Island vacation home with a private pool, rooftop deck with Gulf views, and multiple balconies designed to give you the ultimate experience! This spacious five-bedroom, four-bath home is just one and a half blocks from the north end of the beaches an
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Montego Bay
House
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 12 guests
Rating 4.9 (37)
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Key Lime Beach House by Anna Maria Vacations Home in Holmes Beach, Florida VRC000324 Welcome to Key Lime Beach House, a stunning beach retreat just a seven-minute walk from Holmes Beach! This four-bedroom, three-bath home offers a new private pool, outdoor games, a game room, and multiple dining options, perfect for families, friends, or large gro
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Key Lime Beach House
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 8 guests
Rating 4.9 (13)
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Coral Castle by AMI Locals VRC16-000158Welcome to Coral Castle, a luxurious waterfront retreat in the heart of Anna Maria Island, where you can spot gentle manatees gliding by from your private dock! This five-bedroom, three-and-a-half-bathroom haven is just a three-minute walk to the powdery sands of Manatee Beach. With a private pool, spa, roofto
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Coral Castle
House
Bedrooms 5 bedrooms
Bathrooms 3 baths
HalfBathrooms 1 Half baths
Guests 10 guests
Rating 4.3 (3)
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Crab Shack Anna Maria VacationsTownhome in Holmes Beach, Florida Welcome to Crab Shack, a charming two bedroom, two and a half bathroom Holmes Beach retreat just two blocks from the white sand shores of Manatee Beach. This cozy, modest island home offers a private heated pool, beach essentials, and easy walkability to the Holmes Beach Towne Center,
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Crab Shack
Townhouse
Bedrooms 2 bedrooms
Bathrooms 2 baths
HalfBathrooms 1 Half baths
Guests 6 guests
Rating 4.5 (4)
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Margarita-Ville by Anna Maria Island Accommodations VRC16-000136Experience the ultimate island escape at Margarita-Ville, a stunning six-bedroom, four and a half bath vacation home designed for large families or groups seeking a memorable getaway! Just a two-minute walk from the beach, this beautifully landscaped estate offers glimpses of the water
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Margarita-Ville
House
Bedrooms 6 bedrooms
Bathrooms 4 baths
HalfBathrooms 1 Half baths
Guests 12 guests
Rating 4.8 (28)
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Welcome to 81A by Exclusive Vacations, a design-forward luxury retreat inspired by the iconic architecture of Florida’s 30A and thoughtfully reimagined for Anna Maria Island. Located just two blocks from the beach and Pine Avenue, this five-bedroom, five-and-a-half-bath home offers a seamless blend of refined Mediterranean style, resort-level ameni
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81A
House Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 5 baths
HalfBathrooms 1 Half baths
Guests 8 guests
Rating 5 (3)
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Sun Daze by Anna Maria Island Accommodations VRC16-000103 Welcome to Sun Daze by Anna Maria Island Accommodations, a bright and inviting two-bedroom, two-bathroom villa perfectly located in the heart of Holmes Beach. This newly remodeled charming coastal retreat is just a three-minute walk to the beach and steps from local shops, restaurants, and t
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Cottage
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 (37)
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Bleuphoria by AMI Locals Welcome to Bleuphoria, a four-bedroom, four-bath luxury beach home on the peaceful North End of Anna Maria Island. Just three houses away from the sugar white sands of the Gulf and steps from Pine Avenue’s boutique shops and restaurants, this designer retreat delivers modern coastal elegance and resort-style amenities. With
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House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
Rating 5 (17)
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Endless Summer by AMI LocalsVacation Rental License #VR19-000059 Welcome to Endless Summer, a stunning five-bedroom, six-and-a-half-bath vacation home ideally situated in the heart of Anna Maria. Just one street over from the vibrant Pine Avenue, you’ll be moments from favorite island spots like The Donut Experiment, Ginny’s and Jane E’s, and Poppo
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Endless Summer
House Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 6 baths
HalfBathrooms 1 Half baths
Guests 16 guests
Rating 4.9 (34)
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AMI Memories by AMI Locals Vacation Rental License #VR20-000052 Welcome to AMI Memories, a stunning five bedroom, three and a half-bath Anna Maria Island vacation home that offers luxury coastal living across three levels. Perfectly located just a four-minute walk to the Gulf beaches and close to local restaurants and boutiques, this elegant retrea
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AMI Memories
House
Bedrooms 5 bedrooms
Bathrooms 3 baths
HalfBathrooms 1 Half baths
Guests 8 guests
Rating 4.9 (30)
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