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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Ob La Di Ob La Da by Anna Maria Island Accommodations 442 62nd St, Holmes Beach, FL 34217 Welcome to Ob La Di Ob La Da by Anna Maria Island Accommodations, a cheerful two-bedroom, two-bathroom ground-level retreat in the heart of Holmes Beach! This cozy bungalow radiates charm and good vibes, just like the iconic Beatles tune “life goes on.” Whethe

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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

Seabreeze A by Anna Maria Island Accommodations 403 39th St, Unit A, Holmes Beach, FL 34217 VRC16-000112 Welcome to Seabreeze A, the perfect family-friendly condo just a three-minute walk from Manatee Beach in Holmes Beach! This cozy two-bedroom, two-bath home is ideal for creating lifelong memories with loved ones. Enjoy your own private balcony

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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

Beach Haven by AMI Locals 5501 Holmes Blvd, Holmes Beach, Florida VRC18-000066 Welcome to Beach Haven, an eight bedroom, seven and a half bathroom luxury vacation home just a 5-minute stroll to the beautiful beaches of Anna Maria Island. This expansive, multi-level getaway is ideal for large family reunions or group vacations. With a private poo

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Mojito Splash by AMI Locals 304 65th Street, Holmes Beach, FL 34217 VRC18-000068 Welcome to Mojito Splash, a stunning five-bedroom, three and a half bath waterfront retreat located just a short stroll from Holmes Beach’s white sandy beaches on Anna Maria Island! This beautifully designed home boasts a sparkling pool, dual waterfalls, a stone-edge

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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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Villa #3 Seahorse by AMI Locals 3605 Gulf Dr, Unit #3, Holmes Beach, FL 34217 Welcome to Villa #3 Seahorse, a cozy one bedroom, one bath beach bungalow just a two-minute walk from the sands of Holmes Beach on Anna Maria Island! Part of the charming Islands West Resort, this villa is perfect for couples, small families, or a relaxing solo getaway. W

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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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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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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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