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

Addison’s Beach House by Anna Maria Island Accommodations 7203 Gulf Dr, South Unit, Holmes Beach, FL 34217 VRC16-000188 Welcome to Addison’s Beach House, your idyllic beach vacation escape just a three-minute walk from the breathtaking Holmes Beach on Anna Maria Island! This beautifully renovated, ground-level three-bedroom, two-bath home offers

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Addison's Beach House

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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Mango Tango by Anna Maria Island Accommodations 145 50th Street, Holmes Beach, FL 34217VRC20-000155Welcome to Mango Tango, a charming yellow beach haven just four minutes from Anna Maria Island’s pristine beaches. Perfect for families and groups, this four-bedroom, 3-bathroom, modern vacation home features a private pool, lush backyard, and plenty

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Sea Turtle by Anna Maria Island Accommodations 5704 Holmes Blvd, Holmes Beach, FL 34217VRC16-000113Welcome to Sea Turtle, your perfect beach retreat on Anna Maria Island! This ground-level, three-bedroom, two-bath home offers a private pool, a brand-new putting green, and an inviting backyard perfect for outdoor fun and relaxation. Just three block

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It’s a Jungle Out There by Anna Maria Island Accommodations 4002 5th Ave, Holmes Beach, FL 34217 VRC19-000173 Welcome to It’s a Jungle Out There by Anna Maria Island Accommodations, a breathtaking six bedroom, three and a half bath luxury retreat located in the heart of Holmes Beach, just a short stroll from the white sand shores of the Gulf. This

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It's a Jungle Out There

Island Mojo by Anna Maria Island Accommodations 312 58th St, Holmes Beach, FL 34217 VRC16-000143 Welcome to Island Mojo, a charming three bedroom, two bathroom ground-level home just eleven minutes from the Gulf. Perfectly located near parks, restaurants, shops, and the island trolley, this cozy coastal retreat features a private heated pool, relax

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The Palms 2 by Anna Maria Vacations 3302 6th Ave, Unit #2, Holmes Beach FL 34217VRC16-000099Welcome to The Palms 2, a beautifully updated second-level condo just one block from the stunning sands of Holmes Beach! Perfect for families or small groups, this refreshing Anna Maria Island retreat features two bedrooms and two bathrooms, offering comfort

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Stones Throw by Anna Maria Island Accommodations Holmes Beach Beachside Getaway with Pool VRC16-000152Welcome to Stones Throw, a charming two-bedroom, one-bath vacation home in the heart of Holmes Beach! Just a four-minute walk to Holmes Beach, this bright and airy retreat features access to a community shared heated pool, a screened-in lanai, pet-

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Highlights• 5-minute walk to the beach • Spacious backyard with Pool and Spa• Pet Friendly• Tiki hut and bar area Island Life by AMI Locals108 78th St Holmes Beach VRC#18-000083Welcome to Island Life, a fully renovated and updated vacation home with three bedrooms and two bathrooms. A private backyard tiki bar, a hot tub, and a heated pool await yo

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Take Me Away by AMI Locals 214 69th Street, Holmes Beach, FL 34217 VRC20-000170 Escape to Take Me Away, a beautifully renovated four bedroom, four bathroom vacation home just minutes from the white-sand beaches of Anna Maria Island. Perfectly located in Holmes Beach, this tropical retreat offers a private pool, lush outdoor living space, and an id

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Ohana by Anna Maria Island Accommodations 4807 2nd Ave, Holmes Beach, FL 34217Experience the perfect family vacation at Ohana, a stunning four-bedroom, three and a half bath home just a three-minute walk from the white sands and turquoise waters of Holmes Beach! This beautifully furnished home features a private pool shaded by graceful palms, an o

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Conch House by AMI Locals 307 66th St, Unit B, Holmes Beach, FloridaVRC18-000085Welcome to Conch House, a gorgeous three-level vacation home offering six spacious bedrooms and four and a half bathrooms, perfect for family vacations, multi-generational getaways, or group retreats. Located just a five-minute walk to Holmes Beach, this stunning home b

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