Holmes Beach Vacation Rentals
74 properties available
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
Honu Hale by Anna Maria Island Accommodations Welcome to Honu Hale by Anna Maria Island Accommodations, a newly renovated three-bedroom, two-bath coastal retreat where tropical charm meets modern comfort. Named after the Hawaiian word for “turtle,” Honu Hale captures the calm, carefree rhythm of island life. Perfect for families or groups, this hom
Two Pina Coladas by Anna Maria Island Accommodations VRC16-000094 Welcome to Two Pina Coladas by Anna Maria Island Accommodations, a luxurious six bedroom, four and a half bath home just one block from the Gulf beaches of Holmes Beach. Designed for large families and groups, this coastal gem combines resort style amenities, peeks of the Gulf from t
Coconut Cottage by Anna Maria Island Accommodations VRC16-000159Welcome to Coconut Cottage, a stunning coastal retreat just a quick stroll from the turquoise ocean of Holmes Beach! Perfect for families and groups seeking fun and relaxation. This three-bedroom, two and a half bath home offers a private heated pool, a game room, and beach touches thr
Sand Dollar by Anna Maria Island Accommodations VR16-000117 Welcome to Sand Dollar, a stunning vacation home featuring a sparkling pool and hot tub, just a short walk from Holmes Beach’s sugar-white sands! This three-bedroom, two-bath retreat offers a lush outdoor space with multiple seating areas, a charming tiki bar, and a screened-in patio. Con
Serendipity by Anna Maria Island Accommodations VRC16-000107Welcome to Serendipity, a gorgeous villa just a four-minute walk from the pristine white sands of Holmes Beach! This home is all new, with a fully updated kitchen and new furnishings. This elegant single-level duplex features three bedrooms and two bathrooms, comfortably accommodating up t
Welcome to Poseidons Palace, an extraordinary eight bedroom, five and a half bath vacation retreat just a two-minute walk from the beach. Designed with families and groups in mind, this spacious home features a resort style backyard with a private pool and spa, a rooftop deck with stunning views, and endless entertainment options including a game r
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
Ohana by Anna Maria Island Accommodations Experience the perfect family vacation at Ohana, a stunning four-bedroom, three and a half bath home just a three-minute walk from the white sands and turquoise waters of Holmes Beach! This beautifully furnished home features a private pool shaded by graceful palms, an outdoor kitchen with a bar and grill,
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
Ainsley Beach House by Anna Maria Island Accommodations VRC16-000185 Welcome to Ainsley Beach House, a charming three-bedroom, two-bath vacation home perfectly situated in the heart of Holmes Beach on Anna Maria Island. Just a five-minute stroll from the powder soft Gulf beaches, this inviting coastal retreat offers a private pool with a built-in t
Island Breeze by Anna Maria Island Accommodations VRC25-000031Experience the perfect beach retreat at Island Breeze, a stylish three-bedroom, two-bath townhome just a two-minute walk from Holmes Beach’s pristine Gulf beaches! Perfect for relaxation or adventure, this coastal gem offers a private screened in porch, outdoor grill, access to a communi
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