Anna Maria Island Vacation Rentals
225 properties available
Beachfront Bungalow by AMI Locals 102 77th St, Holmes Beach, Florida 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 designe
Palm Gables 110 by Anna Maria Vacations 110 36th St, Holmes Beach, FL 34217 VRC16-000126 Welcome to Palm Gables 110, a rare Gulf-front three-bedroom, two-bathroom condo perfectly situated in the heart of Holmes Beach on beautiful Anna Maria Island! With bold tropical decor, stunning panoramic views of the ocean, and a private balcony that puts you
Highlights• Beachfront • Outdoor kitchen area• Pool and hot tub• Private beach access• ElevatorTarpon Lookout by Anna Maria Island Accommodations2302 Gulf Dr NBradenton Beach, FL 34217TPL18-000468The ultimate beachfront vacation awaits you at Tarpon Lookout, a luxury five-bedroom and five-and-a-half bathroom getaway with private beach access, a gul
A Place in Paradise Retreat by Anna Maria Island Accommodations 218 Palmetto Ave, Anna Maria, FL 34216 Welcome to A Place in Paradise Retreat, a spacious four-bedroom, four-bath vacation home with a unique duplex layout that’s perfect for families, friends, and multi-family getaways. Located just a five-minute walk from the Gulf beaches and steps f
Fortunate Sol by AMI Locals 206 Oak Ave, Anna Maria, FL 34216 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
North End Chic by Anna Maria Island Accommodations 260 Gladiolus St Anna Maria, FL 34216 VR16-000361 Welcome to North End Chic! This ground-level vacation home with four bedrooms and three bathrooms is perfect for friends and family getaways. It has an incredible backyard with plenty of lounge chairs and a private pool featuring a gorgeous waterfal
Anna Maria Guest House 317 by Anna Maria Island Accommodations 317 Pine Avenue, Anna Maria, FL 34216 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
Margarita-Ville by Anna Maria Island Accommodations 121 46th Street, Holmes Beach, FL 34217VRC16-000136Experience the ultimate island escape at Margarita-Ville, a stunning six-bedroom, four and a half bath vacation home designed for large families or groups seeking a memorable getaway! Just a two-minute walk from the beach, this beautifully landsca
Little Dream by Anna Maria Accommodations 203 64th St, Unit B, Holmes Beach, FL 34217VRC16-000139Welcome to Little Dream! A charming one-bedroom, one-bath getaway just steps from the stunning Anna Maria Beaches! Located in a vibrant gated community, this cozy home offers easy access to beautiful beaches, local shops, and all the local favorite rest
Called in Sic by Anna Maria Island Accommodations 813 Jacaranda Rd, Anna Maria, Florida 34216 VR18-000103 Welcome to Called in Sic, a stunning and newly renovated four bedroom, three bath luxury vacation home located just one block from Bean Point Beach access on the peaceful north end of Anna Maria Island! With a private heated pool and spa, rooft
Carefree Cay by Anna Maria Island Accommodations 217 Sycamore Avenue, Anna Maria, FL, 34216 VR16-000412 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 Ave
Pink Palm Bungalow by Anna Maria Island Accommodations 304 Palm Ave, Anna Maria, FL 34217 VR16-000353 Welcome to Pink Palm Bungalow, a charming three bedroom, two bath vacation home on the north end of Anna Maria Island. With a sparkling saltwater pool surrounded by lush tropical gardens, this home is just a 5-minute walk to the Gulf beaches and cl
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