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

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

Villa #7 AMI Lime Fish by AMI Locals 3602 Gulf Dr, Unit #1, Holmes Beach, FL 34217 Welcome to Villa #7 AMI Lime Fish, a beautifully designed two-bedroom, two-bath beach villa located at the Islands West Resort! Just a two-minute walk to the white sandy beaches of Holmes Beach, this villa combines coastal charm with resort-style amenities including

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Villa #7 AMI Lime Fish

Simply Chic by Anna Maria Island Accommodations 214 67th Street, Holmes Beach, FL 34217 VRC16-000105 Discover Simply Chic, a stylish four-bedroom, three-bathroom ground-level vacation home located just a three-minute walk from Holmes Beach. Designed for relaxation and fun, this coastal retreat features a private pool, putting green, and outdoor ga

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Villa #8 AMI Lemon Fish by AMI Locals 3602 6th Ave, Unit #2, Holmes Beach, FL 34217 Welcome to Villa #8 AMI Lemon Fish, a cheerful two bedroom, two bath villa at the welcoming Islands West Resort! Just a two-minute walk from the sandy shores of Holmes Beach, this bright and beachy retreat is perfect for families, couples, or friends looking to expe

Villa #8 AMI Lemon Fish

Salty Soul by Anna Maria Island Accommodations 26 Seaside Ct, Holmes Beach, FL Welcome to Salty Soul, your family’s canal-front island escape located in beautiful Holmes Beach on Anna Maria Island! With two spacious bedrooms, two ensuite bathrooms, and a private dock, this charming single-level retreat is perfect for families or small groups lookin

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Honu Hale by Anna Maria Island Accommodations 306 55th St, Holmes Beach, FL 34217 Welcome to Honu Hale by Anna Maria Island Accommodations, a newly renovated three-bedroom, two-bath coastal retreat where tropical charm meets modern comfort. Named after the Hawaiian word for “turtle,” Honu Hale captures the calm, carefree rhythm of island life. Perf

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Seabreeze D by Anna Maria Island Accommodations 403 39th Street, Unit D, Holmes Beach, Florida 34217VRC16-000111Welcome to Seabreeze D, a charming two-bedroom, two-bath vacation condo perfectly situated in the heart of Holmes Beach on Anna Maria Island. This inviting second level retreat offers water views from the balcony, a bright open living are

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Island Breeze by Anna Maria Island Accommodations 235 64th Street, Holmes Beach, FL 34217 Experience the perfect beach retreat at Island Breeze, a stylish three-bedroom, two-bath townhome just a two-minute walk from Holmes Beach’s pristine Gulf beaches! Perfect for relaxation or adventure, this coastal gem offers a private screened in porch, outdoo

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Just Beachy by AMI Locals 211 65th St, Holmes Beach, Florida 34217 VRC19-000141 Welcome to Just Beachy by AMI Locals, a beautifully designed 6-bedroom, 4.5-bath luxury beach home just a 2-minute walk from the Gulf shores of Anna Maria Island. Nestled in the heart of Holmes Beach, this coastal chic retreat blends elegant design with family-friendly

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Walking on Sunshine by AMI Locals 2906 Gulf Dr, Holmes Beach, Florida VRC19-000232 Welcome to Walking on Sunshine by AMI Locals, a stylish three-bedroom, three-bath coastal getaway located just one block from the pristine sands of Holmes Beach. Perfect for families and pet owners, this Anna Maria Island vacation rental features a private pool, a fe

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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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Attitude By Latitude by Anna Maria Island Accommodations 4808 Gulf Drive, Unit B, Holmes Beach, FL 34217 VRC16-000182Welcome to Attitude by Latitude, three bedrooms, two and a half bathrooms coastal getaway just a short walk from the stunning Gulf beaches. Perfect for families or friends, this home offers a private heated pool, a fully stocked game

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