Anna Maria Island

Properties Available 424 properties available
Carefree Cay by Anna Maria Island Accommodations Home in Anna Maria, FloridaVR16-000412 Welcome to Carefree Cay, a three-bedroom, two-and-a-half-bath vacation home in the north end of Anna Maria Island. Just a short two-block stroll from the soft white sands of Anna Maria Beach and the charming shops and restaurants along Pine Avenue, this spacio
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Carefree Cay
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
HalfBathrooms 1 Half baths
Guests 6 guests
Rating 4.9 (49)
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Shamrock Palms by Anna Maria Island Accommodations VRC16-000106Welcome to Shamrock Palms, a charming ground level Florida retreat just a short, less than a 10-minute walk from Holmes Beach shoreline. This spacious three-bedroom, two-bathroom home offers a relaxing outdoor oasis with a private pool, rejuvenating spa, and plenty of space for fun and
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Shamrock Palms
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (14)
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Totally Beachin’ by AMI Locals Vacation Rental License #VPL20-000155, DWE5105909 Welcome to Totally Beachin’, a luxury beach home just seconds from the Anna Maria Sound and a short walk to Bradenton Beach’s sparkling beaches! This three-bedroom, three-bath home offers a private resort-style pool, an inviting in ground putting green, and plenty of
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Totally Beachin'
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.9 (68)
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Bay Haven by AMI Locals Vacation Rental License #VR16-000039 Welcome to Bay Haven, a relaxing 2-bedroom, 2-bathroom waterfront retreat nestled along peaceful Bimini Bay. Just a short walk or bike ride to Pine Avenue’s shops, Bayfront Park, and the historic City Pier, this charming single-level home is perfect for couples or small families looking t
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Bay Haven
Duplex Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4.9 (47)
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Seabreeze Cottage by Anna Maria VacationsHome in Holmes Beach, Florida VRC16-000366Enjoy the perfect blend of island luxury and tranquil seaside living at Seabreeze Cottage, a beautifully upgraded three story home just a 6-minute walk from Holmes Beach. This spacious three-bedroom, three-bath vacation retreat comfortably accommodates six guests, o
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Seabreeze Cottage
House
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.8 (9)
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Island Chic by Anna Maria Island Accommodations Welcome to Island Chic by Anna Maria Island Accommodations, a newly remodeled four-bedroom, four-bath coastal retreat located just a three-minute walk from the sugar sands of Holmes Beach. This beautifully updated home blends modern luxury with island charm, offering the perfect backdrop for families
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Island Chic
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 8 guests
Rating 5 (11)
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The Twins Hideaway at Sun Plaza West by Anna Maria Island Accommodations VRC20-000171Discover your ultimate beach vacation at The Twins Hideaway at Sun Plaza West, a beautifully updated two-bedroom, two-bath condo nestled directly in Holmes Beach on Anna Maria Island! Just steps from the stunning Gulf beaches, this oceanfront residence offers a per
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The Twins Hideaway at Sun Plaza West
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (12)
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Ama Maria by Anna Maria Vacations Home in Anna Maria, FL VR16-000113 Welcome to Ama Maria by Anna Maria Vacations, a charming three-bedroom, two-bath canal front home designed for relaxation and fun. Featuring a private dock, screened-in pool, and tropical outdoor living space, this retreat offers the perfect blend of island tranquility and coastal
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Ama Maria
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (60)
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Ariel’s by the Sea by AMI Locals Vacation Rental License #VRC18-000079Welcome to Ariel's by the Sea, a luxury ground-level vacation home just a short three-minute walk from Holmes Beach! This spacious three-bedroom, two-bath beach getaway offers a private heated pool, lush tropical landscaping, and easy access to Anna Maria Island’s restaurants an
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Ariel's by the Sea
Duplex
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (59)
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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 5 (12)
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Island Mojo by Anna Maria Island Accommodations VRC16-000143 Welcome to Island Mojo, a charming three bedroom, two bathroom ground-level home just eleven minutes from the Gulf. Perfectly located near parks, restaurants, shops, and the island trolley, this cozy coastal retreat features a private heated pool, relaxing hot tub, and multiple indoor and
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Island Mojo
House
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (30)
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High Tide by AMI Locals Vacation Rental License #VR21-000077 Wake up to the soothing sound of the waves and take in panoramic Gulf views at High Tide, a spectacular three bedroom, three bathroom beachfront retreat nestled on the north end of Anna Maria Island. With ocean views, a beachfront patio, and walkable access to Pine Avenue’s charming shops
High Tide (AMIL)
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High Tide (AMIL)
Duplex
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 4.9 (66)
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