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

Sun Daze by Anna Maria Island Accommodations126 51st St, Unit B Holmes Beach, FL 34217VRC16-000103Discover the perfect beach getaway at Sun Daze, this 2-bedroom, 2-bathroom villa located on Anna Maria Island was recently remodeled in 2025. Only a few homes from beautiful Holmes Beach and a short stroll to “downtown” Holmes Beach, this updated prope

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Malibu Beach by AMI Locals 302 55th St, Holmes Beach, FL 34217 VRC18-000067 Welcome to Malibu Beach, an eight bedroom, seven bathroom luxury vacation home in Holmes Beach. Just a 5-minute walk to the white sands of Anna Maria Island, this multi-level retreat features a rooftop deck with panoramic Gulf and Bay views, a resort style pool with watersl

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Private Palms by Anna Maria Island Accommodations 132 48th St, Holmes Beach, Florida 34217 Welcome to Private Palms, a beautifully remodeled four-bedroom, two-bath coastal retreat just a 3-minute walk to Holmes Beach and close to the shops and dining of Holmes Beach Towne Center. This bright and stylish home features a private pool, relaxed outdoor

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Villa #2 Shrimp by AMI Locals 3605 Gulf Dr, Unit #2, Holmes Beach, FL 34217 Experience the perfect island retreat at Villa #2 Shrimp, a beautifully decorated studio space and bath within the Islands West Resort, just two minutes from Holmes Beach’s pristine Gulf shores! This vibrant bungalow offers beautiful decor, a lovely outdoor sitting area, a

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Honey I'm Holmes by Anna Maria Island Accommodations305 73rd St Holmes Beach, FloridaWelcome to Honey I’m Holmes! Start your island getaway here at our newly refreshed coastal home in a charming neighborhood of Holmes Beach! This gorgeous, modern four bedroom, three bath retreat is a short walk to the glistening sandy beaches of the Gulf! An open l

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Blue Lagoon 1 by Anna Maria Island Accommodations 6602 Holmes Blvd, Holmes Beach, FL 34217 VRC16-000166Welcome to Blue Lagoon 1, a charming vacation condo just a 4-minute walk from the white sands of Holmes Beach! Perfect for couples, friends, or small families, this condo offers one bedroom and one and a half bathrooms. Relax in the tropical commu

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The Twins Hideaway at Sun Plaza West by Anna Maria Island Accommodations 5608 Gulf Dr, Unit 108, Holmes Beach, FL 34217VRC20-000171Discover your ultimate beach vacation at The Twins Hideaway at Sun Plaza West, a beautifully updated two-bedroom, two-bath condo nestled directly in Holmes Beach on Anna Maria Island! Just steps from the stunning Gulf b

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The Twins Hideaway at Sun Plaza West

Pineapple Palms by Anna Maria Island Accommodations 308 64th St, Holmes Beach, FL 34217VRC17-000041Welcome to Pineapple Palms, the ultimate ocean-loving getaway just two-and-a-half blocks from the stunning beaches of Holmes Beach! Perfect for a small family or friends, this charming two-bedroom, two-bathroom home offers a private heated pool, lush,

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Salty Margarita by AMI Locals106 81st St Holmes Beach, Florida 34217Welcome to Salty Margarita, a stunning three-level coastal retreat just two houses from the white-sand shores of Holmes Beach! This luxury Anna Maria Island vacation rental features four king suites, a private heated pool and spa, elevator access, and a rooftop deck with breathtaki

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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

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Sand Castle by Anna Maria Island Accommodations 302 65th St, Holmes Beach, FL 34217 VRC19-000022 Welcome to Sand Castle by Anna Maria Island Accommodations, a bright five bedroom, three and a half bath vacation home in beautiful Holmes Beach. Perfect for families and groups, this island getaway offers the best of Anna Maria Island accommodations. A

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Villa #1 Sailfish by AMI Locals 3605 Gulf Dr, Unit #1, Holmes Beach, FL 34217 Welcome to Villa 1 Sailfish, a charming two-bedroom, two-bath poolside villa located at the Islands West Resort! Just a two-minute walk from the white sandy beaches of Holmes Beach, this adorable retreat offers the perfect blend of relaxation and convenience. With a share

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