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

Ocean's 77 by Anna Maria Island Accommodations 205 77th Street, Unit B, Holmes Beach, FL 34217VRC19-000012Welcome to Ocean's 77, a charming beach cottage just five houses from the stunning white sandy beaches of Anna Maria Island’s Holmes Beach! This two-bedroom, two-bath home offers a tropical backyard oasis with a private sparkling pool, a game r

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Retreat Royale by Anna Maria Accommodations 604 Ambassador Ln, Holmes Beach, FL 34217 VRC19-000265 Welcome to Retreat Royale, a beautifully styled 2-bedroom, 2-bathroom island home nestled in a quiet neighborhood of Holmes Beach on Anna Maria Island! Designed for serenity and long-term stays, this charming retreat features a lush garden oasis, a sp

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Coral Palms by Anna Maria Island Accommodations 209 81st St, Holmes Beach, FL 34217VRC16-000157Welcome to Coral Palms, a beautiful ground-level vacation home featuring three bedrooms and 2 bathrooms, perfect for families or groups seeking a relaxing escape on Anna Maria Island! Just a four-minute walk to the sparkling beaches of Holmes Beach, this

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Highlights • Canal front • 5-minute walk to the beach • Rooftop deck • Private pool with in-ground spa • Outdoor living space Aqua Bay by Anna Maria Vacations 217 North Harbor Drive Holmes Beach, Florida Welcome to Aqua Bay! This luxurious canal-front home has four bedrooms and three bathrooms, providing guests with a relaxing and top-notch getaway

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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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Two Pina Coladas by Anna Maria Island Accommodations 123 46th St, Holmes Beach, FL 34217 VRC16-000094 Welcome to Two Pina Coladas by Anna Maria Island Accommodations, a luxurious six bedroom, four and a half bath home just one block from the Gulf beaches of Holmes Beach. Designed for large families and groups, this coastal gem combines resort style

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Swell Life by AMI Locals 110 46th St, Holmes Beach, Florida VRC21-000150 Experience a slice of paradise at Swell Life, a custom-built 4-bedroom, 4-bathroom home located just steps from the stunning beaches of Anna Maria Island—no streets to cross! Perfect for families and groups seeking a memorable beach getaway, this beautifully designed home off

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Palm Cay 2 by Anna Maria Island Accommodations3000 Gulf Dr Unit 2Bradenton Beach, FL 34217Welcome to Palm Cay 2, a charming 2-bedroom, 2-bath vacation condo located in the heart of Holmes Beach on Anna Maria Island. Just steps from the sugar-white sands of Manatee Beach and close to the lively Holmes Beach Town Center, this cozy retreat offers the

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Tropical Oasis by AMI Locals 204 72nd St, Holmes Beach, FL 34217 VRC18-000061 Welcome to Tropical Oasis, a true paradise nestled in the heart of Holmes Beach on Anna Maria Island. This exceptional eight bedroom, five and a half bathroom vacation home was designed for large family reunions or group getaways. Just a short stroll to the beach, this

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Tropical Oasis (AMIL)

Gulf Breeze Villa B by Anna Maria Island Accommodations 204 65th St, Unit B (East Unit), Holmes Beach, FL 34217 VRC16-000146 Escape to Gulf Breeze Villa B, a cozy one-bedroom, one-bathroom retreat just one block from the sparkling sands of Holmes Beach. Perfect for couples or small families, this charming ground-level villa features a private pool,

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The Royal by Exclusive Vacations 3015 Avenue E, Holmes Beach, FL 34217 VRC23-000111 Experience luxury and island paradise at The Royal, part of our Exclusive Collection. This designer four-bedroom, five-and-a-half-bath beachfront home is just steps from the soft powder sands of Anna Maria Island! This three-level estate boasts a spectacular roofto

EXCLUSIVE COLLECTION

Queen Palm by Anna Maria Island Accommodations 5701 Holmes Blvd, Unit B (North), Holmes Beach, FL 34217 VRC19-000042 Welcome to Queen Palm by Anna Maria Island Accommodations, a cozy two-bedroom, one-bath ground-level retreat located less than a five-minute walk from the white-sand shores of Holmes Beach. Perfect for couples, small families, or fri

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