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.

117 properties available

Highlights • Canal front with private dock• Less than a 10-minute walk to the beach• Private pool with in-ground spa• Poolside bar• ElevatorBayshores by Anna Maria Island Accommodations228 S Harbor DrHolmes Beach, FL 34217VRC18-000040Step into a slice of Old Florida at Bayshores, a charming three-bedroom, three-bathroom canal front retreat nestled

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Coconut Cottage by Anna Maria Island Accommodations Holmes Beach Vacation Home VRC16-000159Welcome to Coconut Cottage, a stunning coastal retreat just a quick stroll from the turquoise ocean of Holmes Beach! Perfect for families and groups seeking fun and relaxation. This three-bedroom, two and a half bath home offers a private heated pool, a game

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Island Breeze by Anna Maria Island Accommodations235 64th St. Holmes Beach, FL 34217Welcome to Island Breeze! This 3-bedroom, 2-bathroom townhome offers everything you need for a comfortable and convenient vacation, just a 2-minute stroll from the beautiful beaches. Located in a private community, Island Breeze has everything for those who value sp

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)

Blue Lagoon 6, By Anna Maria Island Accommodations215 67th Street, Holmes Beach, FLWelcome to Blue Lagoon 6, a charming two-bedroom, two-bath condo located in the heart of Holmes Beach on Anna Maria Island. Part of the intimate six-unit Blue Lagoon community, this dog-friendly retreat is just a short stroll from the soft white sands of the Gulf of

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Seabreeze D by Anna Maria Island Accommodations 403 39th St, Unit D Holmes Beach, FL 34217VRC16-000111Welcome to Seabreeze D! This second-level condo is perfect for couples or friends traveling together, featuring two bedrooms, each with its own bathroom. You'll love the short stroll to the Gulf of Mexico, where you can bask in the sunshine, and th

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Highlights • 2-minute walk from the beach • Private Pool • Elevator • Ping pong table Beach Retreat 208 72nd Street, Unit A Holmes Beach, FL 34217 VRC16-000857 Welcome to Beach Retreat, an amazing vacation home with a private pool that is just a two-minute walk from the white sugary sands of beautiful Holmes Beach! This four-bedroom, three-bathroo

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Highlights• 5-minute walk to the beach• Screened-in Balcony• Community Pool• Outdoor Shower• BBQ areaTwo Sisters by Anna Maria Island Accommodations6319 Gulf DrHolmes Beach. FL 34217Welcome to Two Sisters, an adorable three-bedroom and two-bath townhome nestled in the relaxed beach community of Holmes Beach just a quick walk to the breathtaking tur

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Beachfront Bungalow by AMI Locals Holmes Beach Gulf-Front Cottage with Private Pool and Spa VRC19-000270 Welcome to Beachfront Bungalow, a rare four-bedroom, three-and-a-half-bath coastal cottage located directly on the sandy shores of Holmes Beach on Anna Maria Island. With nothing but your private pool and spa between you and the Gulf of Mexico,

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Mango Tango by Anna Maria Island Accommodations Holmes Beach Family Retreat with Pool and Beach Access 145 50th Street, Holmes Beach, FloridaVRC20-000155Welcome to Mango Tango, a charming yellow beach haven just four minutes from Anna Maria Island’s pristine Holmes beaches. Perfect for families and groups, this four-bedroom, 3-bathroom, modern vaca

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Palm Gables 110 by Anna Maria Vacations Holmes Beach Beachfront Condo 110 36th St, Holmes Beach, FL 34217 Welcome to Palm Gables 110, a rare Gulf-front three-bedroom condo perfectly situated in the heart of Holmes Beach on beautiful Anna Maria Island. With bold tropical decor, stunning panoramic views of the Gulf of Mexico, and a private balcony th

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Highlights• 2-minute walk to the beach• Dog Friendly • Shared Pool• Close to restaurants and grocery stores• BBQ grillVilla #2 Shrimp by AMI Locals3605 Gulf Dr, Unit # 2 Holmes Beach, Florida Welcome to Villa #2 Shrimp, a vibrant, beautifully decorated studio. Island West Resort is a beautiful resort with unique villas located two minutes from the

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