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

Queen Palm by Anna Maria Island Accommodations 5701 Holmes Blvd, Unit B (North), Holmes Beach, FL 34217 VRC19-000042 Welcome to Queen Palm by Anna Maria Island Accommodations, a cozy two-bedroom, one-bath ground-level retreat located less than a five-minute walk from the white-sand shores of Holmes Beach. Perfect for couples, small families, or fri

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Jackie’s Cottage by Anna Maria Island Accommodations 209 N Harbor Dr, Holmes Beach, FL, 34217VRC18-000190Welcome to Jackie’s Cottage, a stunning one level canal front home with a private wet dock and dry dock, now showcasing recently updated interiors with modern furnishings and coastal decor. Just a block and a half from the pristine Gulf beaches

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Seahorse Paradise by Anna Maria Island Accommodations 311 68th St, Holmes Beach, FL 34217 VRC16-000108 Welcome to Seahorse Paradise by Anna Maria Island Accommodations, a charming three-bedroom, two-bathroom vacation home located just two and a half blocks from the soft white sands of Holmes Beach. This inviting island getaway blends Old Florida ch

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Highlights•2-minute walk to the Beach Access•Dog friendly with approval and additional fee•Resort Style 360 Infinity Edge Pool and Spa•Rooftop Deck and Panoramic Beach Views•Outdoor Grill and Dining Area•Fun Games such as Corn Hole and Ping Pong•Walking Distance to Downtown Holmes Beach Shopping and DiningExclusive Amenities: •6 Seat Club Car Cru G

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No Bad Days by Anna Maria Island Accommodations 7100 Holmes Blvd, Holmes Beach, FL 34217 VRC18-000057 Welcome to No Bad Days by Anna Maria Island Accommodations, a beautiful four-bedroom, three-bath ground-level vacation home located just a four-minute walk from the soft white sands of Holmes Beach. Perfect for families or groups, this island retre

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La Mer by Anna Maria Island Accommodations 313 58th St, Unit A, Holmes Beach, FL 34217VRC18-000126Welcome to La Mer, a fabulous beach vacation home just a short stroll from the soft sandy beaches of Holmes Beach! This beautifully decorated, four-bedroom, three-bath estate offers a private pool with a built-in tiki bar, sun shelf, and hot tub. Just

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Key Largo Cottage by Anna Maria Island Accommodations 315 62nd Street, Holmes Beach, FloridaDiscover the ultimate family getaway at Key Largo Cottage, a charming bungalow-style vacation rental perfectly situated along Anna Maria Island’s peaceful streets! This spacious home features three bedrooms, three modern bathrooms, and a private heated pool

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Salty Margarita by AMI Locals106 81st St Holmes Beach, Florida 34217Welcome to Salty Margarita, a stunning three-level coastal retreat just two houses from the white-sand shores of Holmes Beach! This luxury Anna Maria Island vacation rental features four king suites, a private heated pool and spa, elevator access, and a rooftop deck with breathtaki

Stormalong Bay by Anna Maria Island Accommodations 308 56th St, Unit A, Holmes Beach, FL 34217 Welcome to Stormalong Bay by Anna Maria Island Accommodations, a vibrant two bedroom, two and a half bath vacation home with a bonus room, just a five-minute walk from the pristine sands of Holmes Beach. Perfect for families and groups, this island retrea

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Anna Maria Wave by Anna Maria Island Accommodations 2806 Avenue E, Holmes Beach, FL 34217 Welcome to Anna Maria Wave by Anna Maria Island Accommodations, a spectacular four-bedroom, four-bathroom beachfront home that captures the essence of coastal luxury on beautiful Anna Maria Island. Perfect for families and groups, this contemporary retreat com

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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

Little Dream by Anna Maria Accommodations 203 64th St, Unit B, Holmes Beach, FL 34217VRC16-000139Welcome to Little Dream! A charming one-bedroom, one-bath getaway just steps from the stunning Anna Maria Beaches! Located in a vibrant gated community, this cozy home offers easy access to beautiful beaches, local shops, and all the local favorite rest

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