Anna Maria Island Rentals
176 properties available
Sand and Sea 113 B by Anna Maria Island Accommodations VR16-000423 Welcome to Sand and Sea 113 B, a cozy two-bedroom, one-bath ground-level condo just a one-minute walk from Anna Maria Beach and two blocks from Pine Avenue. Perfect for couples or small families, this Anna Maria Island accommodation offers a private patio, shared pool, and all the c
Hammock Dreams by Anna Maria Island Accommodations VR16-000408 Welcome to Hammock Dreams, a beautiful three-bedroom, two-bath canal front retreat in the heart of Anna Maria Island. Perfect for families or small groups, this Anna Maria Island accommodation offers the best of both worlds; peaceful waterfront living and easy access to Pine Avenue’s bo
A Place in Paradise Unit B by Anna Maria Island Accommodations Duplex in Anna Maria, FloridaVacation Rental License #VR16-000529 Welcome to A Place in Paradise Unit B, a delightful two-bedroom, two-bath vacation home located just two blocks from the shimmering Gulf beaches. This cozy retreat is ideal for couples or small families looking to enjoy t
Water Colors by Anna Maria Island Accommodations VR18-000060 Welcome to Water Colors, a stunning four-bedroom, four-bath Anna Maria Island accommodation just a one-minute walk from the powdery white sands of Anna Maria Beach. Perfect for family getaways or group vacations, this coastal retreat combines luxury amenities with a relaxed, welcoming vib
Aggie’s Treasure by Anna Maria Island Accommodations VRC16-000187 Experience a true island escape at Aggie’s Treasure, a beautiful two-bedroom, two-bathroom ground-level home located just one block from the pristine shoreline of Holmes Beach. This inviting retreat features a private heated pool, tropical outdoor living, and easy access to the Anna
Shore's Nice by Anna Maria Island Accommodations VR21-000020 Experience your ultimate Florida escape at Shore's Nice, a charming two-bedroom, two-bath vacation home located just steps from Bayfront Park Beaches! Perfect for families or small groups seeking tranquility and coastal beauty, this bright retreat is less than three minutes from Pine A
Welcome to Anna Maria Guest House 317, a charming three-bedroom, two-bath beach cottage located right on Pine Avenue, just two and a half short blocks from the soft white sands of the Gulf beaches. With multiple balconies, cozy living spaces, and a prime location above a locally owned shop, this home offers the perfect mix of comfort, convenience,
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
Welcome to Absolutely Anna, a charming two-bedroom, two-bathroom vacation home with a private pool, cabana lounge, and screened-in porch, just a two-minute walk to Bean Point Beach. This dog-friendly Anna Maria Island rental is the perfect mix of coastal comfort and fun extras like foosball, outdoor TV, and a beach wagon to make your island getaway
Hip Nautic by AMI Locals Vacation Rental License #VR22-000090 Welcome to Hip Nautic, a luxury four bedroom, four and a half bath beach retreat just steps from the beautiful bayside shores of Anna Maria Island. Perfectly situated near Pine Avenue’s shopping and dining, this modern, pet-friendly home offers upscale amenities including a private pool
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
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
