Holmes Beach
74 properties available
Swell Life by AMI Locals 110 46th St, Holmes Beach, Florida VRC21-000150 Experience a slice of paradise at Swell Life, a custom-built 4-bedroom, 4-bathroom home located just steps from the stunning beaches of Anna Maria Island—no streets to cross! Perfect for families and groups seeking a memorable beach getaway, this beautifully designed home off
Calypso Cottage by Anna Maria Vacations 515 42nd Street, Holmes Beach, FL 34217VRC16-000622Your island vacation starts at Calypso Cottage, a Mediterranean-inspired escape just a short stroll from Holmes Beach’s white sandy beaches on Anna Maria Island! This three-bedroom, three-bath home offers a private pool with a spa, a ping pong table, and trop
Breezy Beach by Anna Maria Vacations 311 58th Street, Unit A, Holmes Beach, FL 34217VPR16-000336Escape to Breezy Beach, a beautiful four-bedroom, four-bath vacation home nestled just minutes from Holmes Beach’s pristine Gulf sands! This tropical oasis features a private pool, in-ground spa, and a game room perfect for all ages. Just a short walk fr
Dolphin House by Anna Maria Vacations 311 64th Street, Holmes Beach, FL 34217VRC16-000338Experience the tropical charm and luxury of Dolphin House, a beautiful three-bedroom, two-and-a-half-bath townhome just a six-minute walk from the beach in Holmes Beach! This stunning home features a brand-new sparkling pool with a gorgeous waterfall, a covered
Seabreeze Cottage by Anna Maria Island Accommodations 5009 2nd Ave, Holmes Beach, FL 34217VRC16-000366Enjoy the perfect blend of island luxury and tranquil seaside living at Seabreeze Cottage, a beautifully upgraded three-story home just one block from beautiful Holmes Beach sand! This spacious three-bedroom, three-bath vacation retreat comfortably
Peachy Keen by AMI Locals 206 66th St, Unit B, Holmes Beach, FL 34217 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 sunset
Blue Oasis by Anna Maria Vacations Holmes Beach Beachfront Retreat with Pool and Den VRC18-000117Welcome to Blue Oasis, a newly renovated coastal retreat just a short stroll from Holmes Beach and the shimmering Gulf of Mexico! This ground-level, two-bedroom, two-bath home features a versatile den for extra sleeping or lounging, along with a private
The Black Pearl by Exclusive Vacations 5612 Guava St, Holmes Beach, FL 34217 VRC23-000114 Experience luxury and coastal elegance at The Black Pearl, part of our Exclusive Collection. This stunning black and white designed beach home offers a private black-bottom infinity edge pool and panoramic Gulf views. Located within walking distance of the pri
Private Palms by Anna Maria Island Accommodations 132 48th St, Holmes Beach, Florida 34217 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, rel
Malibu Beach by AMI Locals 302 55th St, Holmes Beach, FL 34217 VRC18-000067 Welcome to Malibu Beach, an eight bedroom, seven bathroom luxury vacation home in Holmes Beach. Just a 5-minute walk to the white sands of Anna Maria Island, this multi-level retreat features a rooftop deck with panoramic Gulf and Bay views, a resort style pool with watersl
Highlights• Less than a 10-minute walk to the beach• Private Pool• Outdoor living space• Washer and dryer• Near shops and restaurantsVilla Portofino by Anna Maria Vacations4112 5th Ave.Holmes Beach, FL 34217VRC16-000358Villa Portofino is the quintessential vacation escape, featuring five bedrooms, three-and-a-half bathrooms, and a backyard oasis wi
Caribbean Dream by Anna Maria Vacations 206 78th Street, Holmes Beach, FL 34217 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 fiv
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