Anna Maria Island Rentals
176 properties available
Palm Gables 110 by Anna Maria Vacations VRC16-000126 Welcome to Palm Gables 110, a rare Gulf-front three-bedroom, two-bathroom condo perfectly situated in the heart of Holmes Beach on beautiful Anna Maria Island! With bold tropical decor, stunning panoramic views of the ocean, and a private balcony that puts you front row for every sunset, this spa
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
Oceanfront Paradise by AMI Locals TPL25-000069, DWE5105909Welcome to Oceanfront Paradise by AMI Locals, a spectacular five bedroom, five full and two half bath beachfront home perfectly positioned along the white sands of Bradenton Beach on Anna Maria Island. Designed for ultimate relaxation and entertainment, this luxury getaway offers direct beac
Casa Allegria by Anna Maria Island Accommodations Home in Anna Maria, FloridaVR16-000015 Welcome to Casa Allegria, a charming three-bedroom, two-bath vacation home located just a five-minute walk from Anna Maria Island’s stunning Gulf beaches. This stylish retreat offers modern comfort, a private sparkling pool, and easy access to local attractio
Blissful Bay at Bayside Bungalow by AMI Locals Vacation Rental License #VR18-000088 Welcome to Blissful Bay at Bayside Bungalow, a bright and beachy three bedroom, two bath condo perfectly located on the north end of Anna Maria Island! Just across the street from the Tampa Bay and near the islands pristine white-sand beaches, this retreat blends co
Stormalong Bay by Anna Maria Island Accommodations Welcome to Stormalong Bay by Anna Maria Island Accommodations, a vibrant two bedroom, two and a half bath vacation home with a bonus room, just a five-minute walk from the pristine sands of Holmes Beach. Perfect for families and groups, this island retreat offers endless fun and comfort with a priv
Seabreeze D by Anna Maria Island Accommodations VRC16-000111Welcome to Seabreeze D, a charming two-bedroom, two-bath vacation condo perfectly situated in the heart of Holmes Beach on Anna Maria Island. This inviting second level retreat offers water views from the balcony, a bright open living area, and access to a refreshing community pool. Just a
Palmetto Paradise by Exclusive Vacations Vacation Rental License #VR22-000061 Welcome to Palmetto Paradise, a coastal chic four bedroom, four and a half bath luxury beach home on the beach block in Anna Maria, just steps to the Gulf and a short walk to Pine Avenue boutiques, restaurants, and sweet shops. Designed for easy family stays, this retreat
Periwinkle Place by Exclusive Vacations Vacation Rental License #VR25-000004 Indulge in the ultimate luxury beach home at Periwinkle Place, part of our Exclusive Collection. This stunning estate in the heart of Anna Maria offers six spacious bedrooms and six and a half bathrooms. Just a five-minute walk from the pristine shoreline and steps from th
Coconut Lagoon by Anna Maria Island Accommodations Home in Anna Maria, FloridaVR16-000285Welcome to Coconut Lagoon, a vibrant four-bedroom, three-bathroom coastal retreat on the north end of Anna Maria Island. This home had a complete makeover, with an all-new kitchen, bathrooms, and furnishings. Just a five-minute walk to the beach, this inviting
North End Chic by Anna Maria Island Accommodations VR16-000361 Welcome to North End Chic, a stylish ground level vacation home with four bedrooms and three bathrooms in the north end of Anna Maria Island. Featuring a private pool with a waterfall, a putting green, and family friendly games, this home is perfect for friends and families looking for
Mermaid’s Retreat by Anna Maria Island Accommodations Welcome to Mermaid’s Retreat, a bright and inviting two-bedroom, one-bath Holmes Beach vacation rental by Anna Maria Island Accommodations, perfectly positioned just steps from the sugar-white sands of the Gulf of Mexico. This charming upper-level condo offers the ultimate Anna Maria Island bea
