Vacation Rentals
224 properties available
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
Just Breathe by Exclusive Vacations Vacation Rental License #VR23-000046 Welcome to Just Breathe, part of our Exclusive Collection. This luxury four bedroom, four and a half bath vacation home perfectly positioned on the Bayfront across from Tampa Bay and just a short walk to the Gulf beaches. This home pairs modern sophistication with a relaxed is
Sunshine State of Mind by AMI Locals Vacation Rental License #VR16-000484 Experience panoramic sunset views, refreshing gulf breezes, and the salty aroma of the sea with just steps from Anna Maria Island’s white sands at Sunshine State of Mind! Located on the highly desired northern end of the island, this recently updated three-bedroom, two-bath
Castaway Cove by AMI Locals Vacation Rental License #VR16-000471 Experience the ultimate island escape at Castaway Cove, a stunning canal front beach home with a private dock, a sparkling pool, and an expansive game room. Located just steps from Anna Maria Island’s white sandy beaches, this five-bedroom, three and a half-bath home offers access t
Freckled Fin by AMI Locals Vacation Rental License #VR19-000006 Welcome to Freckled Fin, a vibrant and luxurious four-bedroom, four-and-a-half-bathroom vacation home located just a short walk from the beautiful beaches of Anna Maria Island and the charming boutiques and cafes of Pine Avenue. Designed for comfort and connection, this retreat feature
Private Palms by Anna Maria Island Accommodations VRC23-000027Welcome to Private Palms, a beautifully remodeled four-bedroom, two-bath coastal retreat just a 3-minute walk to Holmes Beach and close to the shops and dining of Holmes Beach Towne Center. This bright and stylish home features a private pool, relaxed outdoor living, and comfortable inte
Casa Bella by AMI Locals VRC22-000114 Experience the ultimate island retreat at Casa Bella, a luxurious corner lot vacation home located just three blocks from the pristine Gulf in Holmes Beach. This stunning four-bedroom, three-bath home offers modern coastal elegance, a private pool, and easy access to parks, beaches, and local attractions. Perf
Welcome to Beach Sunset Villa, a beautifully crafted luxury beach duplex just a minute’s walk from Bradenton Beach in Anna Maria Island! This spacious three-bedroom, three-bath seaside retreat offers multiple living areas, stylish outdoor dining, and family-friendly amenities. Enjoy stunning Gulf sunsets with breathtaking water views or unwind in y
Peachy Keen by AMI Locals VPR22-000026 Escape to Peachy Keen, a luxurious family vacation rental on Anna Maria Island! This spacious three-bedroom, plus loft, home is just 200 steps from the Gulf, offering stunning water views and easy access to the island’s best amenities. Wake up to breathtaking sunsets, splash in your private saltwater pool, or
Welcome to Island Sol by AMI Locals, one of the most spectacular Anna Maria Island vacation rentals! This nine bedroom, six and a half-bath luxury beach home sits on a quiet street in Bradenton Beach, just a 2-minute walk to the Gulf beaches. With a private heated pool, spa, and waterslide, plus a rooftop deck for sunset views, this coastal chic re
Welcome to Island Sol by AMI Locals, one of the most spectacular Anna Maria Island vacation rentals! This nine bedroom, six and a half-bath luxury beach home sits on a quiet street in Bradenton Beach, just a 2-minute walk to the Gulf beaches. With a private heated pool, spa, and waterslide, plus a rooftop deck for sunset views, this coastal chic re
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
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
Ariel’s Island by AMI Locals Vacation Rental License #VRC18-000078 / VRC18-000079 Welcome to Ariel’s Island, a one-of-a-kind duplex vacation rental in Holmes Beach, just a 3-minute walk to the turquoise shores of Anna Maria Island! This spacious property combines two vibrant units, Ariel’s by the Sea and My Island Paradise, ideal for large familie
Tell us what you're looking for and someone will contact you with available options.