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233 properties available
Sea Spray by Siesta Key Luxury Rental PropertiesSiesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key!Welcome to Sea Spray, a beach and boaters paradise with a private dock across the street and just a block from the famous Siesta Key beach! This eight-bedroom and six-and-a-half-bathroom home boasts a
Welcome to 81A by Exclusive Vacations, a design-forward luxury retreat inspired by the iconic architecture of Florida’s 30A and thoughtfully reimagined for Anna Maria Island. Located just two blocks from the beach and Pine Avenue, this five-bedroom, five-and-a-half-bath home offers a seamless blend of refined Mediterranean style, resort-level ameni
Beachfront Bungalow by AMI Locals Vacation Rental License #VRC19-000270 Welcome to Beachfront Bungalow, a rare four-bedroom, three and a half bath coastal cottage located directly on the sandy shores of Holmes Beach on Anna Maria Island! With nothing but your private pool and spa between you and the Gulf, this beachfront escape is designed for trav
Beach Time AMI by AMI Locals Vacation Rental License #VRC19-000030 Welcome to Beach Time AMI, a five bedroom, three bath vacation home in Holmes Beach with a private heated pool and hot tub. Just a short walk from the Gulf beaches, this multi-level retreat is perfect for families and groups looking for space, comfort, and a prime location near shop
Costa Bella by Anna Maria Island Accommodations Home in Anna Maria, FloridaWelcome to Costa Bella, a four bedroom, four and a half bath luxury vacation home just steps from the beach and Pine Avenue. With chic coastal design, a private pool and spa, and ensuite bathrooms in every bedroom, this home is the perfect choice for families and groups look
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
The Pool House by Siesta Key Luxury Rental Properties The Pool House by Siesta Key Luxury Rental Properties is a refined five bedroom, four bath vacation home designed for families and friends seeking effortless coastal living near the beach and village. Located in the desirable Sunset Pointe neighborhood, this Siesta Key luxury rental is just a th
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
Blue Tide (Formerly Island Sol) by Anna Maria Vacations Home in Bradenton Beach, FL TPL20-000004 / RBT20-000002 / DWE5105831Welcome to Blue Tide by Anna Maria Vacations, a luxury five-bedroom, four-bathroom custom home designed for the ultimate Anna Maria Island vacation. Perfectly located in Bradenton Beach, just two blocks from the Gulf beaches,
Welcome to Barefoot by the Bay, a luxury ground-level villa offering one bedroom, two bathrooms, and a cozy den in a picturesque bayside setting! Located just across the street from beautiful Bay and within walking distance of the beach, restaurants and boutique shops, this charming villa combines laid-back coastal style with modern convenience. Re
Ringling Cottage by Lido key VacationsMinimum stay duration of 7 days/nights Ringling Cottage by Lido Key Vacations is a charming two-bedroom, two-bath historic retreat designed for couples seeking a relaxed yet refined island escape. Originally built in the 1930s by John Ringling, this thoughtfully updated cottage blends classic character with mo
Starfish Cove, A by AMI Locals Duplex in Holmes Beach, FLVRC17-000165Welcome to Starfish Cove, A, a charming coastal retreat in Holmes Beach! This two-bedroom, one-bath vacation home offers the perfect romantic getaway for couples and small families. Just a four-minute stroll to the stunning Gulf beaches, this dog-friendly home is ideally situated
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