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228 properties available
Deckadence by Exclusive Vacations Bayfront Luxury | Rooftop Spa, Resort Pool + Golf Cart VR25-000002 Welcome to Deckadence by Exclusive Vacations, a luxury coastal retreat ideally located across the street from the bay and just a short walk to the Gulf beaches on Anna Maria Island. This four-bedroom, four-and-a-half-bath home features a rooftop dec
Sol y Mar by AMI Locals VRC21-000118Welcome to Sol y Mar, a bright and newly refreshed three-bedroom beach house oasis in the heart of Holmes Beach! Combining modern decor with touches of mid-century inspired furnishings and original terrazzo floors, this home creates a sunny, Palm Springs style retreat. Guests will love the private fenced backyard
Siesta Sunset Sanctuary by Siesta Key Luxury Rental Properties Welcome to Siesta Sunset Sanctuary, an architecturally stunning waterfront retreat designed by award-winning Sarasota architect Guy Peterson. This elevated four bedroom, five and a half bath luxury home blends modern coastal elegance with serene water views, offering the perfect escape
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
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
Welcome to A Lil’ Nauti, a charming ground level home nestled in the heart of Anna Maria Island! This recently updated one-bedroom, one-bath retreat offers a cozy atmosphere combined with outdoor adventures just steps from the bay and a short, 4-minute bike ride to Holmes Beach. Perfect for couples or small families. Enjoy a peaceful seaside escape
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
Breezy Beach by Anna Maria Vacations Duplex in Holmes Beach, Florida VPR16-000336Escape 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 from top restaura
Villa Florence by Anna Maria Vacations Home in Holmes Beach, Florida VRC16-000355Welcome to Villa Florence, a magnificent Mediterranean-inspired home just five minutes from Manatee Beach! This beautifully renovated three-bedroom, three-bath villa boasts a private pool, lush landscaping, and ample outdoor space for relaxing and entertaining. Located
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
Coral Palms by Anna Maria Island Accommodations VRC16-000157Welcome to Coral Palms, a beautiful ground level cottage split floorplan vacation home featuring three bedrooms and two bathrooms, perfect for families or groups seeking a relaxing escape on Anna Maria Island. Just a four-minute walk to the sparkling Gulf beach, this charming retreat boast
Casita East by Siesta Key Luxury Rental Properties Welcome to Casita East! This beach bungalow offers two bedrooms and one bathroom, along with fantastic amenities like private beach access and access to the community pool. If you need more space, Casita West, the neighboring property, is also available for rent. With two bedrooms and one bath, r
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