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.

105 properties available

Coconut Cottage #3 by AMI Locals 108 39th Street, Unit 3, Holmes Beach, FL 34217 VRC18-000071Welcome to Coconut Cottage #3, an inviting ground-level condo just two minutes from the beautiful beaches of Holmes Beach! This cozy two-bedroom, two-bath home comfortably sleeps up to six guests and offers a private pool, outdoor shower, and lush backyard.

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Conch House by AMI Locals 307 66th St, Unit B, Holmes Beach, Florida VRC18-000085 Welcome 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

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Highlights • Canal front with private dock and is Pet Friendly• Less than a 10-minute walk to the Manatee County Beach • Private Pool and Hot Tub• Game room with Pool Table and Ping Pong Table Bayfront Paradise by AMI Locals 238 S Harbor Dr Holmes BeachVRC18-000090Welcome to Bayfront Paradise, a truly spectacular vacation home with some of the mos

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Bayfront Paradise (AMIL)

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 2 spacious bedrooms, 2 ensuite bathrooms, and a private dock, this charming single-level retreat is perfect for families or small groups looking to

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Villa #8 AMI Lemon Fish by AMI Locals3602 6th Ave, Unit #2, Holmes Beach, FL 34217Welcome 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 experi

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Villa #8 AMI Lemon Fish

Highlights • Beachfront condo • Private beach access • Shared pool • Private patio • Washer and dryer Palm Gables 112 by Anna Maria Island Accommodations 112 36th St Holmes Beach, FL 34217 VRC18-000128 Experience beachfront bliss at Palm Gables 112! Nestled in the secluded Palm Gables complex, this pristine three-bedroom and two-bath condo offers

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Seahorse Paradise by Anna Maria Island Accommodations 311 68th St Holmes Beach VRC16-000108 Welcome to Seahorse Paradise, a beautiful vacation rental home just two and a half blocks from the beach! Pack your favorite beach toys and head to the warm sand and turquoise waters of the Gulf for the ultimate beach day. Then, hop on the Free Anna Mari

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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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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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Coral Palms by Anna Maria Island Accommodations 209 81st St Holmes Beach, FL 34217VRC16-000157 Welcome to Coral Palms, a newly remodeled ground-level vacation home perfect for families or groups seeking a relaxing beach escape. With three bedrooms and two bathrooms, this charming retreat is just a three-minute walk from the stunning Gulf of Mexico

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Villa #2 Shrimp by AMI Locals3605 Gulf Dr, Unit #2, Holmes Beach, FL 34217Experience the perfect island retreat at Villa #2 Shrimp, a beautifully decorated studio space and bath within the Islands West Resort, just two minutes from Holmes Beach’s pristine Gulf shores! This vibrant bungalow offers a beautiful decor, a lovely outdoor sitting area, an

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Garden Party by AMI Locals 8104 Gulf Dr, Holmes Beach, FL VRC20-000303Welcome to Garden Party, the ultimate peaceful escape just minutes from Anna Maria Island's stunning beaches. This beautifully styled three-bedroom, three-bath beach house features a Zen-inspired backyard oasis, a private cocktail pool, and a game room. Located within walking dis

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