Vacation Rentals
65 properties available
Welcome to Bay Cottage, a charming ground level waterfront duplex nestled along Bimini Bay in beautiful Anna Maria, Florida! This cozy one bedroom, one bath getaway is ideal for small groups, solo travelers, or couples seeking a peaceful escape from the water. Enjoy easy access to Bayfront Park and take a short walk to the quaint shops and dining a
Low Tide by AMI Locals Anna Maria Island Beachfront Cottage with Pool and Trolley Access VR21-000077Welcome to Low Tide, a charming beachfront bungalow just steps from Anna Maria Island’s turquoise waters and white sandy beaches. This cozy two-bedroom, one-bath home offers mesmerizing ocean views from the front patio, a fully equipped kitchen, and
Bay Haven by AMI Locals Vacation Rental License #VR16-000039 Welcome to Bay Haven, a relaxing 2-bedroom, 2-bathroom duplex waterfront retreat nestled along peaceful Bimini Bay. Just a short walk or bike ride to Pine Avenue’s shops, Bayfront Park, and the historic City Pier, this charming single-level home is perfect for couples or small families lo
North End Escape by AMI Locals Welcome to North End Escape, a stylish three-bedroom, two-bath custom built home in one of Anna Maria Island’s most desirable neighborhoods. Just a two minute walk from Bean Point Beach and steps to Pine Avenue’s shops and dining, this upscale retreat features designer interiors, a private heated pool, and a rooftop d
Slo M’Ocean by AMI Locals Vacation Rental License #VR21-000011 Welcome to Slo M’Ocean, a recently refreshed 2-bedroom, 1-bath beach-style cottage on the north end of Anna Maria Island. Blending modern updates with Old Florida charm, this cozy retreat is an easy stroll to Pine Avenue shopping and cafes, City Pier Park, and Bayfront Park. It is a rel
High Tide by AMI Locals Vacation Rental License #VR21-000077 Wake up to the soothing sound of the waves and take in panoramic Gulf views at High Tide, a spectacular three bedroom, three bathroom beachfront retreat nestled on the north end of Anna Maria Island. With ocean views, a beachfront patio, and walkable access to Pine Avenue’s charming shops
Bean Point Bungalow by AMI Locals Vacation Rental License #VR17-000061 Welcome to Bean Point Bungalow, a charming three bedroom, two bath home on the coveted north end of Anna Maria Island. With a private pool, lush tropical landscaping, and less than a 5-minute walk to the quiet white sands of Bean Point Beach, this pet-friendly retreat is the per
Surf Side by AMI Locals Vacation Rental License #VR22-000089 Welcome to Surf Side, a vibrant island retreat located in the heart of Anna Maria! This stunning three-bedroom, two-bathroom vacation home is just a two-minute walk from the shimmering turquoise waters of the Gulf. Perfect for families or friends seeking a tropical escape, Surf Side fea
Paradise Found by AMI LocalsWelcome to Paradise Found, a beautifully designed four-bedroom Anna Maria Island vacation rental tucked away on the desirable north end of the island, just a one-minute walk, so that’s only about four homes from the sparkling Gulf beaches. Thoughtfully designed for unforgettable family vacations and group getaways, this
Gulf Shore Cottage by Anna Maria Island AccommodationsVR16-000101 Your dream beach vacation begins at Gulf Shore Cottage, a newly renovated four-bedroom, two-bathroom coastal retreat located just six houses from the pristine sands of the Gulf. With a private pool, foosball table, and pet-friendly policy, this charming cottage blends Old Florida cha
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
Palmetto Paradise by Exclusive Vacations Vacation Rental License #VR22-000061 Welcome to Palmetto Paradise, a coastal chic four bedroom, four and a half bath luxury beach home on the beach block in Anna Maria, just steps to the Gulf and a short walk to Pine Avenue boutiques, restaurants, and sweet shops. Designed for easy family stays, this retreat
