Anna Maria Island Rentals
184 properties available
SeaLuxe by Anna Maria Island Accommodations VR19-000031 Welcome to SeaLuxe, a luxury four-bedroom, four full bath, and two half bath vacation home located just a block and a half from the Gulf beaches at the end of Willow Avenue. Designed for families and groups who love both comfort and fun, this coastal retreat features a private heated pool, hot
Welcome to Bay View Beauty, part of our Exclusive Collection. This luxurious seven-bedroom, seven and a half bath waterfront home with unobstructed bay views. Ideally located along Anna Maria’s North Shore Drive, this luxury retreat places you steps from the white-sand Bay beaches, minutes from the Gulf beaches and Bean Point, and within walking di
C-View Florida by Anna Maria Island AccommodationsHome in Anna Maria, FloridaWelcome to C-View Florida, a recently refreshed five-bedroom, three and a half bath, ground floor vacation home located in the heart of Anna Maria. Designed for families and group getaways, this upscale island retreat offers a private pool, canal front living, and a walkab
Highlights• Beachfront • Outdoor kitchen area• Pool and hot tub• Private beach access• ElevatorTarpon Lookout by Anna Maria Island AccommodationsTPL18-000468, DWE5105266The ultimate beachfront vacation awaits you at Tarpon Lookout, a luxury five-bedroom and five-and-a-half bathroom getaway with private beach access, a gulf-side pool, hot tub, and b
Peachy Keen by AMI Locals 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 sunsets, splash in your private saltwater pool, or
Three Little Birds Cottage by Anna Maria Island Accommodations Welcome to Three Little Birds Cottage by Anna Maria Island Accommodations, a stylish two bedroom, two and a half bath modern retreat with a bonus loft, located just a five-minute walk from the pristine sands of Holmes Beach. Perfect for families or groups, this inviting home offers a pr
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,
Carefree Cay by Anna Maria Island Accommodations Home in Anna Maria, FloridaVR16-000412 Welcome to Carefree Cay, a three-bedroom, two-and-a-half-bath vacation home in the north end of Anna Maria Island. Just a short two-block stroll from the soft white sands of Anna Maria Beach and the charming shops and restaurants along Pine Avenue, this spacio
Sea Oats by Anna Maria Island Accommodations VRC16-000115 Welcome to Sea Oats by Anna Maria Island Accommodations, a stunning six bedroom, four and a half bathroom home designed for the ultimate island getaway. Located just four houses from the beach, this luxury retreat offers the perfect mix of coastal comfort and resort-style amenities. Families
Sand and Sea 109 B by Anna Maria Island Accommodations VR16-000422 Welcome to Sand and Sea 109 B, a cozy two-bedroom, one-bath ground-level condo just a one-minute walk from Anna Maria Beach and only two blocks from Pine Avenue’s boutiques, restaurants, and galleries. With a private patio, access to a shared pool, and playful backyard games, this A
Villa La Concha by Anna Maria Island AccommodationsVR16-000446Welcome to Villa La Concha, a luxurious six-bedroom, four-and-a-half-bath vacation rental just a one minute from the white sands of Anna Maria beach! Perfect for large families or groups, this coastal retreat features a private pool and spa, game room, and multiple outdoor entertaining a
Fortunate Sol by AMI Locals Vacation Rental License #VR22-000005 Welcome to Fortunate Sol, a beautifully remodeled six-bedroom, four and a half bath home located just one block from the sugar-white sands of Anna Maria Island’s Gulf beaches. This peaceful retreat features a private heated pool with spa, generous outdoor living space, and a prime loc
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