Vacation Rentals & Apartments in Holmes Beach

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165 apartments

A Pearl of a Beach Home - now with luxury Saltwater heated pool and hot tub

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Perfect Luxury” Our 5-week stay at this vacation rental was absolutely perfect. The house was everything you could ask for and more. We have stayed in many vacation rentals in the last 20 or so years that we have been coming to anna Maria Island and I have to say this one was right at the top of the list. The kitchen was outfitted with everything you could want. The beds were very comfortable. The neighborhood was nice and quiet. Short walk to the beach. The owners were very nice to deal with and always responded quickly and were very warm and helpful. Definitely can recommend this vacation rental.

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Price per night from

$476

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Price per night from

$229

Anna Maria Island Beach Paradise 10

Holmes Beach studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 20 minutes

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Price per night from

$227

Anna Maria Island Sunshine Kiss Villa

Holmes Beach studio

  • Studio
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

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Price per night from

$152

Anna Maria Island Edgewater Bungalow

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

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Price per night from

$297

Anna Maria Island Surfside Bungalow

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

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Price per night from

$355

Anna Maria Island Martinique On The Beach

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

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Price per night from

$779

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Walk to the beach, from this remodeled condo! Pool, WIFI, restaurants, shopping

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 16 minutes

1 of 2 match: Golf course on site or within 15 min walk, Microwave

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Price per night from

$139

Responds fast! avg. 16 minutes

1 of 2 match: Golf course on site or within 15 min walk, Microwave

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Price per night from

$232

Flip Flops Forever

Holmes Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Golf course on site or within 15 min walk, Microwave

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Price per night from

$419

House of the Sea

Holmes Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$251

Misty Beach

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$186

Gulf Beach Unit 03 on Beach side, gorgeous interior, miles of beach, Anna Maria

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$401

Piece of Paradise on Beautiful Anna Maria Island VRC 20-000087

Holmes Beach villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$148

Steps to the Beach

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$164

Mangroves

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$115

Beach Escape

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$134

Hidden Cove Unit 2

Holmes Beach condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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Price per night from

$352

L'Oasis West

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$186

Tropical Sunset 1

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$249

Rum Dog

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$173

Kokomo

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$234

Luum at the Shore

Holmes Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$572

Surfer's Dream

Holmes Beach house

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

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Price per night from

$636

Sea Dreams

Holmes Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$264

Dream Weaver

Holmes Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$407

Seas the Day

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$181

Island Retreat

Holmes Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$119

Hidden Cove Unit 5

Holmes Beach condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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Price per night from

$352

Last Mango

Holmes Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$202

Hidden Cove Unit 1

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$391

Beach Bellini

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$332

L'Oasis East

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$186

The Cozzi Cottage

Holmes Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Microwave

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Price per night from

$197

Castnetter Beach Resort 6

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$315

Lifestyle on the island

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Golf course on site or within 15 min walk, Microwave

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Price per night from

$172

Anna Maria Island Vacation Rental

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Island Paradise” The moment we arrived, exhausted after many delays and problems, the Thomas' home became our home. The condo is well appointed, with comfortable beds, a wonderful kitchen and a fully stocked linen closet, right down to beach towels. Laine, Kevin and Howard are so responsive and saw to all of our needs. Location was prime. We walked to get groceries, eat and do other shopping. There were 7 miles of beaches to explore and the quaint villages of anna Maria and Cortez and Bridge Street kept us occupied when we weren't soaking up the sun. The lanai was my favorite place to drink my coffee and check out the action at the pool each morning . We ate the majority of our meals there, under the twinkling lights. It was a wonderful month!

1 of 2 match: Golf course on site or within 15 min walk, Microwave

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Price per night from

$166

ISLAND TOWNHOUSE - 200 Steps to the BEACH

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 43 minutes

1 of 2 match: Golf course on site or within 15 min walk, Microwave

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Price per night from

$206

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rentals in Holmes Beach

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