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. 


Properties Available 115 properties available
Coconuts Gulf View #117 by AMI Locals 100 73rd St, Unit #117 Holmes Beach, Florida VRC21-000176 Get ready for an epic friends' getaway at Coconuts Gulf View #117! This two-bedroom, two-bath condo in the beachfront Coconuts complex is all about beach vibes and Florida charm. Plus, it's right next to the Anna Maria Island trolley, making it super eas
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Coconuts Gulf View #117
Holmes Beach
Bedrooms 2 BR
Bathrooms 2 BA
Guests 6 guests
Rating 5 (25)
Banana Cabana by Anna Maria Island Accommodations 318 64th St Holmes Beach, FL 34217 Relaxation awaits at Banana Cabana, a three-bedroom and two-bath Anna Maria Island vacation rental! This home is within a ten-minute walk of the soft, powdery beaches, restaurants, and Holmes Beach parks. So pack your bags lets get this vacation started! Highlight
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Banana Cabana
Holmes Beach
Bedrooms 3 BR
Bathrooms 2 BA
Guests 6 guests
Rating 5 (20)
Two Pina Coladas123 46th StHolmes Beach, FL 342171 Block to BeachWelcome to the ultimate in large family luxury vacation homes, with peeks of the Gulf of Mexico from the balconies! Newly renovated in January of 2019, this 6 bedroom/4.5 bath beauty features a large, private, tropically landscaped backyard with heated pool and hot tub, gas grill, swi
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Two Pina Coladas
Holmes Beach
Bedrooms 6 BR
Bathrooms 4 BA
Bathrooms 1 Half Bath
Guests 12 guests
Rating 5 (23)
Highlights• Newly renovated • Less than a 5-minute walk to the beach• Private pool• 2-minute walk to the trolley stop• Covered patio with seating and grillTake Me Away by AMI Locals214 69th Street Holmes Beach, FL 34217VRC20-000170Welcome to Take Me Away, a lovely, recently renovated vacation home with a private pool and an awesome outdoor space p
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Take Me Away
Holmes Beach
Bedrooms 4 BR
Bathrooms 4 BA
Guests 8 guests
Rating 5 (16)
The Palace by Anna Maria Island Accommodations 303 56th St Holmes Beach, Florida Welcome to The Palace! This extraordinary seven-bedroom, seven-and-a-half-bath, multi-level vacation rental is designed for the ultimate luxury getaway. Nestled in the heart of Holmes Beach, this stunning home is just a short walk from the Gulf of Mexico, local restaur
Hot HOT 24
The Palace
Holmes Beach Pet Friendly
Bedrooms 7 BR
Bathrooms 7 BA
Bathrooms 1 Half Bath
Guests 14 guests
Highlights• 2-minute walk to the beach• Dog Friendly • Shared Pool• Close to restaurants and grocery stores• BBQ grillVilla #1 Sailfish by AMI Locals3605 Gulf Dr #1 Holmes Beach, FL 34217Welcome to Villa #1 Sailfish, an adorable two-bedroom and two-bath poolside villa. Island West Resort is a beautiful resort with unique villas located two minutes
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Villa #1 Sailfish
Holmes Beach Pet Friendly
Bedrooms 2 BR
Bathrooms 2 BA
Guests 6 guests
Rating 4.9 (71)
Highlights• 2-minute walk from the Beach• Private Pool • Outdoor Shower• Dog-friendly with host approval plus pet feeCoconut Cottage #4 by AMI Locals108 39th St, Unit #4 Holmes BeachVRC 18-000072Welcome to Coconut Cottage #4, an inviting ground-level condo just a two-minute walk from the beach! With two bedrooms and two bathrooms, this vacation ren
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Coconut Cottage #4
Holmes Beach Pet Friendly
Bedrooms 2 BR
Bathrooms 2 BA
Guests 6 guests
Rating 5 (65)
Beach Haven by AMI Locals5501 Holmes Blvd Holmes Beach, FloridaVRC18-000066 Welcome to Beach Haven, a stunning eight-bedroom and seven-and-a-half-bath luxury home just a five-minute walk from the beach! Your friends and family will love the amenities this home has to offer, including a spectacular backyard with a private pool that has a waterslide
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Beach Haven
Holmes Beach Pet Friendly
Bedrooms 8 BR
Bathrooms 7 BA
Bathrooms 1 Half Bath
Guests 16 guests
Rating 5 (53)
Villa #8 AMI Lemon Fish by AMI Locals3605 Gulf Dr, Unit #8 Holmes Beach, FloridaWelcome to Villa #8 AMI Lemon Fish, a fun two-bedroom, two-bathroom villa at the welcoming Island West Resort. Perfectly blending fun and comfort, this beach-themed oasis is just two minutes from the breathtaking Gulf of Mexico, making it an ideal getaway for families,
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Villa #8 AMI Lemon Fish
Holmes Beach Pet Friendly
Bedrooms 2 BR
Bathrooms 2 BA
Guests 6 guests
Rating 5 (40)
Welcome to Surf View! This 8 bedroom, 6 bathroom home is perfect for large group vacations with friends and family. The open floor plan living area has a large gourmet kitchen with seating for 6 at the breakfast bar and seating for 10 at the dining table. The living room area has a big comfy couch with a sleeper sofa. The dining and living area
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Surf View (AMIL)
Holmes Beach Pet Friendly
Bedrooms 8 BR
Bathrooms 6 BA
Bathrooms 1 Half Bath
Guests 16 guests
Rating 5 (28)
Marmalade Sky by Anna Maria Island Accommodations 243 S Harbor Dr, Holmes Beach, FloridaWelcome to Marmalade Sky, an exquisite new construction home designed for luxury and comfort. This stunning property features four spacious bedrooms and four and a half pristine bathrooms, making it the perfect retreat for families or groups in search of a remar
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Marmalade Sky
Holmes Beach
Bedrooms 4 BR
Bathrooms 4 BA
Bathrooms 1 Half Bath
Guests 8 guests
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
Hot HOT 15
Island Breeze
Holmes Beach
Bedrooms 3 BR
Bathrooms 2 BA
Guests 6 guests
Rating 5 (4)

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