Anna Maria Island
426 properties available
Gulf Breeze by AMI Locals VRC21-000001Welcome to Gulf Breeze, a charming three bedroom, two bath home just a short five-minute walk from Holmes Beach! This tropical oasis offers a private pool, lush, landscaped backyard, and easy access to local parks, shops, and restaurants, all within walking or biking distance. Perfect for families or groups se
Blue Tide (Formerly Island Sol) by Anna Maria Vacations Home in Bradenton Beach, FL TPL20-000004 / RBT20-000002 / DWE5105831Welcome to Blue Tide by Anna Maria Vacations, a luxury five-bedroom, four-bathroom custom home designed for the ultimate Anna Maria Island vacation. Perfectly located in Bradenton Beach, just two blocks from the Gulf beaches,
Seahorse Paradise by Anna Maria Island Accommodations VRC16-000108 Welcome to Seahorse Paradise by Anna Maria Island Accommodations, a charming three-bedroom, two-bathroom vacation home located just two and a half blocks from the soft white sands of Holmes Beach. This inviting island getaway blends Old Florida charm with modern amenities, offering
Siena Sky by Anna Maria Island Accommodations Welcome to Siena Sky, a four-bedroom, four-bath luxury vacation home just steps from the beach. This stunning island getaway combines modern elegance with relaxed coastal comfort, featuring a rooftop deck with Gulf views, a heated pool and spa, and a prime location within walking distance of Pine Avenue
Chardonnay Shores by Anna Maria Island AccommodationsWelcome to Chardonnay Shores, a beautifully refreshed three-bedroom, two-bath Anna Maria Island vacation rental located in the heart of Anna Maria City, just a short stroll from the sugar-white sands of Anna Maria City Beach and the charming shops and restaurants of Pine Avenue. This stunning hom
Welcome to A Place in Paradise Unit A, a charming two-bedroom, two-bath duplex located just a short walk from the sugar-white beaches of Anna Maria Island. Perfect for families or small groups, this coastal cottage offers the ideal blend of comfort, convenience, and Old Florida charm. Stroll to Pine Avenue’s boutique shops and local dining, hop on
MI Island Time by Anna Maria Island AccommodationsWelcome to MI Island Time, Michigan roots with island soul — a spacious four-bedroom vacation rental in the heart of Holmes Beach on Anna Maria Island, perfect for family reunions, friend getaways, and groups looking to embrace the island lifestyle. This coastal retreat offers a private pool, covere
Love Me Blue by Exclusive Vacations Vacation Rental License #VR24-000043 Welcome to Love Me Blue, part of our Exclusive Collection. This luxury beach home offers four bedrooms, four and a half baths, located on the north end of Anna Maria Island! Just a three-minute walk to the serene Bean Point beach and one mile to the shops and restaurants of Pi
Banana Cabana by Anna Maria Island Accommodations Relax and unwind at Banana Cabana, a charming three-bedroom, two-bath vacation home just minutes from Holmes Beach’s powdery Gulf beaches! This beautifully furnished retreat features a private pool, bubbling hot tub, outdoor bar, and multiple outdoor lounge and dining areas, perfect for family fun
Avalon by AMI Locals Vacation Rental License #VRC18-000082 Welcome to Avalon by AMI Locals, a luxury 4-bedroom, 3.5-bathroom coastal home just steps from the white sands of Holmes Beach on Anna Maria Island. Perfect for families or groups seeking a refined retreat, Avalon offers breathtaking Gulf views, high end finishes, and elegant details throug
Bean Point Bungalow by AMI Locals Vacation Rental License #VR17-000061 Welcome to Bean Point Bungalow, a charming three bedroom, two bath home on the coveted north end of Anna Maria Island. With a private pool, lush tropical landscaping, and less than a 5-minute walk to the quiet white sands of Bean Point Beach, this pet-friendly retreat is the per
Key Largo Cottage by Anna Maria Island Accommodations VRC18-000120Discover the ultimate family getaway at Key Largo Cottage, a charming bungalow style vacation rental perfectly situated along Anna Maria Island’s peaceful streets. This spacious home features three bedrooms, three modern bathrooms, and a private heated pool with a swim up table and
