Vacation Rentals
149 properties available
Breakaway by Anna Maria Vacations Home in Anna Maria, FL VPR16-000458Escape to Breakaway, a beautiful ground-level bayfront home with stunning views of the bay on Anna Maria Island! This stunning vacation home includes four bedrooms and two bathrooms, a private heated pool, outdoor lounge areas, and a cozy yet chic interior. This rental is perfect
Hawaiian Hideaway by Anna Maria Vacations Duplex in Holmes Beach, Florida VRC16-000298 Welcome to Hawaiian Hideaway, a tropical duplex paradise just a short 5-minute walk from Holmes Beach! This spacious four-bedroom, two-bath home offers a serene backyard retreat featuring a private pool with a built in table, ample outdoor seating, and a BBQ gr
Welcome to Beach Isle, a beautiful two-bedroom, two-bath home just a short walk to the pristine Anna Maria Island beaches! This inviting beach retreat features a secluded backyard oasis with a private heated pool, spa, sun shelf, and tiki table, making it the perfect spot to unwind after days of sun and sand. Located near excellent restaurants, sho
Tiki Sunset by Anna Maria Vacations Duplex in Holmes Beach, Florida VRC16-000935Welcome to Tiki Sunset, an inviting three-bedroom, two-bath duplex, just a two-minute walk from Holmes Beach! This tropical-inspired home sits in a friendly neighborhood, featuring a shared lush backyard with a pool, outdoor seating, and a BBQ grill. Perfect for familie
Caribbean Dream by Anna Maria Vacations Home in Holmes Beach, Florida VRC17-000129 Experience the ultimate Gulf Coast escape at Caribbean Dream, a luxurious three-level retreat designed for families and friends seeking relaxation and adventure. Located less than five minutes from the white sandy beaches of Holmes Beach, this spacious five-bedroom,
Gulf Place 7B by Anna Maria Vacations Condo in Holmes Beach, FloridaVRC19-000206Experience the best of beachfront living at Gulf Place 7B, a spacious and beautifully decorated three-bedroom, two-bath condo in the heart of Holmes Beach! Just steps from your door, enjoy direct Gulf access and sweeping water views, perfect for relaxing, dining, or wat
Hawaiian Tide by Anna Maria Vacations Duplex in Holmes Beach, Florida VRC17-000059 Escape to Hawaiian Tide, a bright and breezy three bedroom, two bathroom duplex home just a short stroll from the beach on Anna Maria Island. With a private pool, lush backyard, and prime location near the island trolley and top local dining, this charming retreat of
Villa Sandpiper by Anna Maria Vacations Home in Holmes Beach, Florida VRC16-000743 Welcome to Villa Sandpiper, a stunning canal front vacation home in Holmes Beach, just a short walk from the powdery sands of Manatee County Beach! This three-bedroom, two and a half bath retreat boasts a private dock, that can accommodate boats up to 28 feet, a sp
Starfish by Anna Maria Vacations Home in Holmes Beach, Florida VRC16-000247 Experience the best of Anna Maria Island at Starfish, a stunning three-bedroom, two and a half bath home located just one house away from Holmes Beach! Perfect for families or friends, this charming beachside retreat offers quick access to the beach for endless days of su
Gulf Sands #102 by Anna Maria Vacations Condo in Holmes Beach, Florida VRC16-000363 Welcome to Gulf Sands #102, a charming 2-bedroom, 2-bath beachfront condo offering private Gulf access, sweeping coastal views, and an ideal location in the heart of Holmes Beach. Perfect for families and couples, guests will enjoy direct access to the white sand sh
Tarpon Pointe by Anna Maria Vacations Home in Anna Maria, FL VR16-000430 Welcome to Tarpon Pointe, a beautiful canal-front retreat featuring four bedrooms and three bathrooms on the exclusive north end of Anna Maria Island. With a private dock, pool and hot tub, and a location just ten minutes from the beach, this home offers the perfect blend of r
Sugar Plum Beach West by Anna Maria Vacations Home in Anna Maria, FL VRC18-000058Welcome to Sugar Plum Beach West, a stunning, modern vacation duplex located just five houses from Anna Maria Island Beach! This beautifully decorated three bedroom, two bath home offers a shared backyard, featuring a sparkling pool, lounge chairs, a Pergola with a din
