Holmes Beach Vacation Rentals

You are here No matter where you stay on Anna Maria island, you’ll experience beautiful views, especially from your Holmes Beach vacation rental. Spend time with the family at the local parks on the Manatee Public Beach or rent recreational equipment for loads of fun on the water! With miles of waterfront properties and homes in the neighborhood, you’ll find an Anna Maria vacation home that suits your needs anywhere on the island. Holmes Beach offers a small-town atmosphere with plenty of restaurants, shops, and nightlife activities away from the shore. Browse our Holmes Beach vacation rentals and book your island trip today!

Frequently Asked Questions

Where is Holmes Beach, Florida?
Holmes Beach is on Anna Maria Island, between Anna Maria and Bradenton Beach, along the Gulf of Mexico in Manatee County.

How far is Anna Maria Island from Orlando?
Approximately 2 to 2.5 hours via I-4 W and I-75 S.

What is Anna Maria Island known for?
Pristine beaches, crystal-clear waters, a laid-back atmosphere, historic landmarks, fresh seafood, and water activities like fishing, kayaking, and paddleboarding.

95 properties available

Bamboo Breeze by Anna Maria Island Accommodations 203 70th Street, Unit B (East Unit), Holmes Beach, FL 34217 VRC16-000181 Welcome to Bamboo Breeze, a charming two-bedroom, two-bath vacation rental with a private heated pool, located just one block from Holmes Beach! Perfect for families or small groups, this coastal retreat offers a laid-back atmo

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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

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Coming in Hot by AMI Locals Anna Maria Island Luxury Home with Rooftop Deck and Pool VRC22-000171 Live the island dream at Coming in Hot, a stunning newly built four-bedroom, four-and-a-half-bath retreat located in Holmes Beach—just one minute from the sugar-white sands of Anna Maria Island. With a rooftop deck offering panoramic Gulf views, a res

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Attitude By Latitude by Anna Maria Island Accommodations Holmes Beach Vacation Home with Pool, Game Room, and Elevator VRC16-000182 Welcome to Attitude by Latitude, a three-bedroom, two-and-a-half-bathroom coastal getaway just a short walk from the stunning Gulf beaches of Holmes Beach. Perfect for families or friends, this home offers a private he

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Aggie’s Treasure by Anna Maria Island Accommodations 203 70th St, Unit A (West Unit), Holmes Beach, FL 34217 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 poo

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Two Sisters by Anna Maria Island Accommodations 6319 Gulf Dr, Holmes Beach, FL 34217 Escape to Two Sisters, an adorable three-bedroom, two-bath townhome nestled in a relaxed beach community of Holmes Beach! Just a five-minute walk to the soft sand and turquoise waters, this coastal retreat offers access to a community pool, a screened-in balcony,

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Seabreeze D by Anna Maria Island Accommodations 403 39th Street, Unit D, Holmes Beach, Florida 34217VRC16-000111Welcome 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 are

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Just Beachy by AMI Locals 211 65th St, Holmes Beach, Florida 34217 VRC19-000141 Welcome to Just Beachy by AMI Locals, a beautifully designed 6-bedroom, 4.5-bath luxury beach home just a 2-minute walk from the Gulf shores of Anna Maria Island. Nestled in the heart of Holmes Beach, this coastal chic retreat blends elegant design with family-friendly

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Dolphin Daze by Anna Maria Island Accommodations Holmes Beach Canalfront Home with Pool VRC20-000147Welcome to Dolphin Daze, a stunning canal front vacation home with a dock and private heated pool, just a thirteen-minute walk from Holmes Beach! This spacious three-bedroom, four-bath getaway sleeps up to six guests. Perfect for families and friends

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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

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Sand Dollar by Anna Maria Island Accommodations 316 64th St, Holmes Beach, FL 34217 VR16-000117 Welcome to Sand Dollar, a stunning vacation home featuring a sparkling pool and hot tub, just a short walk from Holmes Beach’s sugar-white sands! This three-bedroom, two-bath retreat offers a lush outdoor space with multiple seating areas, a charming ti

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Salty Soul by Anna Maria Island Accommodations 26 Seaside Ct, Holmes Beach, FL Welcome to Salty Soul, your family’s canal-front island escape located in beautiful Holmes Beach on Anna Maria Island! With two spacious bedrooms, two ensuite bathrooms, and a private dock, this charming single-level retreat is perfect for families or small groups lookin

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