Vacation Rentals
76 properties available
Bayside Cutie at Bayside Bungalow by AMI Locals Vacation Rental License #VR18-000088Welcome to Bayside Cutie, a charming bayside retreat on Anna Maria Island! This one-bedroom, one-bath condo offers a cozy and stylish escape just across the street from the breathtaking Bay beaches. Enjoy your own private patio where you can sip coffee or cocktails
Bay Haven by AMI Locals Vacation Rental License #VR16-000039 Welcome to Bay Haven, a relaxing 2-bedroom, 2-bathroom 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 looking t
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
Blissful Bay at Bayside Bungalow by AMI Locals Vacation Rental License #VR18-000088 Welcome to Blissful Bay at Bayside Bungalow, a bright and beachy three bedroom, two bath condo perfectly located on the north end of Anna Maria Island! Just across the street from the Tampa Bay and near the islands pristine white-sand beaches, this retreat blends co
Bay Breezes at Bayside Bungalow by AMI Locals Vacation Rental License #VR18-000088Welcome to Bay Breezes at Bayside Bungalow, a charming Anna Maria Island vacation rental offering two bedrooms, one bathroom, and a resort-style experience just steps from the beautiful bay and minutes to Anna Maria beaches! This delightful coastal retreat features a
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
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
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
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
Bay Vista at Bayside Bungalow by AMI Locals Vacation Rental License #VR18-000088 Welcome to Bay Vista at Bayside Bungalow, a three bedroom, two bath condo located in Anna Maria. With panoramic 180° water views, this coastal retreat offers front-row seats to dolphins, sailboats, and spectacular sunrises. Just steps from the Bayside beach and a short
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
