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.

115 properties available

Highlights• Beachfront• Shared Pool• Beach Facing Balcony• Near an Anna Maria Island Trolley Stop• Washer and DryerCoconuts Beachfront #112100 73rd St, Unit #112Holmes Beach, FloridaVRC21-000175Your dream beach vacation awaits at Coconuts Beachfront #112, a stunning second-floor beachfront condo featuring a private balcony with breathtaking Gulf of

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Coconuts Beachfront #112

Coming in Hot by AMI Locals3017 Ave E Holmes Beach, Florida VRC22-000171Live the island dreams at Coming in Hot, a gorgeous, custom newly constructed home in the coastal community of Holmes Beach that is just a short walk to the powder-like sanded beaches of the glistening Gulf of Mexico. The amenities at this pet-friendly four-bedroom four and a h

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Highlights• 5-minute walk to the beach• Private pool with waterslide and in-ground spa• Ping Pong Table• Dog Friendly • Near restaurants and parksSouth Seas by Anna Maria Vacations307 A 66th St. Holmes Beach, FL 34217VRC16-000311“Seas” the day at South Seas, a fantastic island vacation home with a unique waterslide that starts from the upstairs dec

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Highlights • 2-minute walk from the Beach • Private PoolAggies Treasure by Anna Maria Island AccommodationsSt, Unit A (West Unit)Holmes Beach, FL 34217VRC16-000187Welcome to Aggies Treasure, a beautiful ground-level vacation home just one block from the beach! Enjoy a fun day at the beach where the warm gulf water is enticing, and the floury sand c

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Ainsley Beach House by Anna Maria Island Accommodations209 55th St Holmes Beach, FL 34217VRC16-000185Come and experience the ultimate island living at Ainsley Beach House! This beautiful three-bedroom and two-bathroom getaway is stunning both inside and out. You'll appreciate the convenience of being just a short walk away from the pristine Gulf of

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Peachy Keen by AMI Locals 206 66th St B, Holmes Beach, FL 34217 VRC22-000026Welcome to Peachy Keen, the ultimate family vacation paradise! This spacious 3-bedroom plus loft, 2.5-bath beach home is just 200 steps from the stunning Gulf of Mexico, making it ideal for families looking to create unforgettable memories. With ample room to play and rela

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Sunset and Sands by Anna Maria Island Accommodations 200 81st Street Holmes Beach, FL 34217 VRC17-000117 Welcome to Sunset and Sands, your ultimate fun-filled retreat! Gather your crew for unforgettable memories in this four-bedroom, three-bath paradise. You’ll love the private backyard boasting a sparkling pool, in-ground spa, and backyard essent

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Coconuts Beachfront #109 by AMI Locals100 73rd St Unit 109 - Holmes Beach, FL 34217 Welcome to Coconuts Beachfront #109, the perfect getaway for couples and friends looking to unwind on beautiful Anna Maria Island! This stunning beachfront condo features 1 bedroom and 1 bathroom on the second floor accessible by stairs, providing an idyllic retrea

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Coconuts Beachfront Unit #109

Highlights• Less than a 5-minute walk to the beach• Private pool• Game room• Outdoor entertainment space• ElevatorAttitude By Latitude by Anna Maria Island Accommodations4808 Gulf Drive, Unit BHolmes Beach, FL 34217VRC16-000182Welcome to Attitude By Latitude, a stunning vacation home with three bedrooms, two and a half bathrooms, and an array of fa

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Beach Cottage by Anna Maria Island Accommodations 211 71st St Holmes Beach, FL 34217 VRC16-000178 Welcome to Beach Cottage, a charming ground-level vacation home just a 2-minute walk from the sugary white sands of Holmes Beach! This centrally located haven features 4 bedrooms and 3 bathrooms, accommodating up to 8 beach-loving guests, making it per

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Seabreeze A by Anna Maria Island Accommodations403 39th St, Unit A Holmes Beach, FL 34217VRC16-000112Welcome to Seabreeze A, the perfect family-friendly retreat just a short block from the Gulf of Mexico! This cozy two-bedroom, two-bath condo is ideal for a fun-filled vacation with loved ones. Enjoy easy access to the beach, where the kids can buil

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Anna Maria Wave by Anna Maria Island Accommodations2806 Avenue E Holmes Beach, FL 34217Escape to paradise in this stunning beachfront oasis, Anna Maria Wave, where breathtaking beach views become your daily backdrop. This contemporary 4-bedroom, 4-bathroom home on beautiful Anna Maria Island invites families and groups to revel in relaxation and ad

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