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.

110 properties available

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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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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Island Mojo by Anna Maria Island Accommodations Holmes Beach Pool Home with Hot Tub, Near Beach and Shops VRC16-000143 Welcome to Island Mojo, a charming three-bedroom, two-bathroom ground-level home just four blocks from the Gulf of Mexico in Holmes Beach. Perfectly located near parks, restaurants, shops, and the free island trolley, this cozy coa

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Mojito Splash by AMI Locals Holmes Beach Luxury Waterfront Home with Pool and Outdoor Entertaining VRC18-000068Welcome 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, d

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Sea Turtle by Anna Maria Island Accommodations 5704 Holmes Boulevard, Holmes Beach, Florida 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 t

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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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Gulf Pearl by AMI Locals Holmes Beach Luxury Beach Home with Pool & Spa VRC21-000130Welcome to Gulf Pearl, an exquisite four-bedroom, three-and-a-half-bath vacation home on Anna Maria Island! This coastal paradise boasts a sparkling pool, relaxing in-ground spa, and an inviting backyard oasis with a tiki umbrella, poolside bar, and outdoor TV,

Villa #6 Starfish by AMI Locals3605 Gulf Dr, Unit #6, Holmes Beach, FL 34217 Dive into resort-style living at Villa #6 Starfish, a charming one bedroom, one bath villa just a two-minute walk from the soft sands of Holmes Beach! Tucked within the peaceful Islands West Resort, this cozy retreat offers the perfect blend of comfort and convenience, wit

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Coconut Cottage #2 by AMI Locals108 39th Street, Unit 2, Holmes Beach, FL 34217VRC18-000070Welcome to Coconut Cottage #2, an inviting ground-level condo just a two-minute walk from Anna Maria Island’s stunning Manatee Beach! This charming three-bedroom, two-bath home comfortably sleeps up to six guests and features a private pool, outdoor shower, a

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Mermaid’s Retreat by Anna Maria Island Accommodations Holmes Beach Vacation Condo 104 29th St Unit 3, Holmes Beach, FL 34217 Welcome to Mermaid’s Retreat, your dreamy beach escape directly across from the Gulf of Mexico on the beautiful Anna Maria Island. Located on a peaceful street in Holmes Beach, this charming upper-level condo is perfect for c

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Sand Castle by Anna Maria Island Accommodations302 65th St Holmes Beach, FL 34217VRC19-000022Welcome to Sand Castle! Nestled in the heart of Holmes Beach, this stunning 5-bedroom, 3.5-bath home offers an idyllic escape for families or groups seeking a perfect beach getaway. Just two short blocks from the sandy shores, Sand Castle is ideally located

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The Twins Hideaway at Sun Plaza West by Anna Maria Island Accommodations Holmes Beach Oceanfront Condo with Pool & Tennis VRC20-000171Discover your ultimate beach vacation at The Twins Hideaway, a beautifully updated two-bedroom, two-bath condo nestled directly on Holmes Beach in Anna Maria Island. Just steps from the stunning Gulf beaches, thi

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The Twins Hideaway at Sun Plaza West

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