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Holmes Beach Vacation Rentals & House Rentals with Swimming Pool - 169 Rentals Available.

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169 Vacation rentals

Filters applied: Swimming pool

1 / 24

Holmes Beach House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$249.00

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from $249.00 / night

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(2)

1 / 19

Holmes Beach Townhouse

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$199.00

Excellent (2 reviews)

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from $199.00 / night

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(21)

1 / 11

Holmes Beach Townhouse

  • 2
  • 6
  • 7 nights min
  • Nearest beach 0.05 mi
  • Swimming pool
  • Child friendly
“This was my family's first visit to Anna Maria Island and it won't be our last. We loved the beaches, restaurants, and amazing sunsets. The Gulf View Townhouse was clean and centrally located, and it was an added bonus to have a pool on the...”
- Review left on 07/19/2016

$150.00

Very Good (21 reviews)

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from $150.00 / night

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(2)

1 / 46

Holmes Beach House

  • 5
  • 12
  • Min stay varies
  • Nearest beach 0.02 mi
  • Swimming pool
  • Child friendly

$399.00

Excellent (2 reviews)

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from $399.00 / night

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(1)

1 / 53

Holmes Beach House

  • 6
  • 14
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$449.00

Excellent (1 reviews)

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from $449.00 / night

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1 / 34

Holmes Beach House

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$640.00

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from $640.00 / night

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(2)

1 / 25

Holmes Beach Townhouse

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$425.00

Excellent (2 reviews)

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from $425.00 / night

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(3)

1 / 24

Holmes Beach Townhouse

  • 5
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Slept 13 comfortably. Great location and pool was a lifesaver with smaller children. I would highly recommend this property...”
- Review left on 07/21/2016

$399.00

Excellent (3 reviews)

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from $399.00 / night

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1 / 24

Holmes Beach House

  • 4
  • 10
  • 4 nights min
  • Nearest beach 0.01 mi
  • Swimming pool
  • Child friendly

$751.00

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from $751.00 / night

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(2)

1 / 20

Holmes Beach Townhouse

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“We enjoyed this house. It was just a short walk to the beach. It was the perfect size for our family of four. The decorations were very pretty and beachy! The pool and outside landscaping was gorgeous! It came supplied with a beach wagon which was a...”
- Review left on 04/21/2016

$225.00

Excellent (2 reviews)

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from $225.00 / night

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1 / 19

Holmes Beach House

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$249.00

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from $249.00 / night

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(1)

1 / 19

Holmes Beach Cottage

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“We couldn't have asked for a better AMI rental. I've stayed at others, but have finally found one I will stay at again (and again!) Don't worry about not being directly on the beach, because you are just a few steps away! It was wonderful to have our...”
- Review left on 04/07/2016

$300.00

Excellent (1 reviews)

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from $300.00 / night

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(5)

1 / 17

Holmes Beach House

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“I like to call the Coral Cottage our own little Shangri La, at least for the two weeks we were pleased to be its residents. From the lovely landscaping to the private HEATED pool in the enclosed backyard, to the well equipped kitchen, just about...”
- Review left on 04/01/2016

$189.00

Excellent (5 reviews)

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from $189.00 / night

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(1)

1 / 49

Holmes Beach House

  • 6
  • 12
  • Min stay varies
  • Nearest beach 0.01 mi
  • Swimming pool
  • Child friendly
“As beautiful as it looks in the photos, I actually think it's better in person. I literally want to live there. The house is so spacious, features a great open floor plan for family time, and offers 4 master bedrooms, spread out on 2 floors to...”
- Review left on 04/26/2016

$555.00

Excellent (1 reviews)

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from $555.00 / night

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(2)

1 / 18

Holmes Beach House

  • 3
  • 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary
“We had a wonderful vacation. Absolutely loved this rental home. Everything you need is there. My family loved the pool and having beach chairs & sand toys on hand was an added bonus. Can't wait to book our next vacation in the same home...”
- Review left on 05/04/2016

$199.00

Excellent (2 reviews)

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from $199.00 / night

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