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Holmes Beach Vacation Rentals & House Rentals with Swimming Pool - 160 Rentals Available.

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160 Vacation rentals

Filters applied: Swimming pool

1 / 53

Holmes Beach House

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

$699.00

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from $699.00 / night

(2)

1 / 25

Holmes Beach Townhouse

  • 4
  • 8
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$299.00

Excellent (2 reviews)

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from $299.00 / night

1 / 34

Holmes Beach House

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

$399.00

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from $399.00 / night

(2)

1 / 19

Holmes Beach House

  • 5
  • 12
  • 4 nights min
  • Nearest beach 0.02 mi
  • Swimming pool
  • Child friendly

$800.00

Excellent (2 reviews)

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from $800.00 / night

1 / 19

Holmes Beach Townhouse

  • 3
  • 8
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$500.00

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from $500.00 / night

(7)

1 / 16

Holmes Beach Villa

  • 3
  • 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Five of us and two dogs spent last week of July here, Great location, 8 iron golf shot to the beach from front yard, fantastic pool in back yard complete with all the toys you need for the beach or pool in garage, also refrigerator in garage to save...”
- Review left on 08/27/2015

$287.00

Very Good (7 reviews)

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from $287.00 / night

(2)

1 / 20

Holmes Beach Townhouse

  • 3
  • 8
  • 7 nights min
  • 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

$500.00

Excellent (2 reviews)

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from $500.00 / night

1 / 24

Holmes Beach House

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

$750.00

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from $750.00 / night

(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

$172.00

Very Good (21 reviews)

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from $172.00 / night

1 / 24

Holmes Beach House

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$700.00

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from $700.00 / night

1 / 19

Holmes Beach House

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$600.00

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from $600.00 / night

1 / 18

Holmes Beach House

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

$499.00

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from $499.00 / night

(1)

1 / 49

Holmes Beach House

  • 6
  • 12
  • min stay varies
  • Nearest beach 0.01 mi
  • Swimming pool
  • Child friendly

$749.00

Excellent (1 reviews)

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from $749.00 / night

1 / 33

Holmes Beach House

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$200.00

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from $200.00 / night

(5)

1 / 27

Holmes Beach House

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$165.00

Excellent (5 reviews)

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from $165.00 / night

1 / 27

Holmes Beach House

  • 2
  • 4
  • 14 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$215.00

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from $215.00 / night

1 / 21

Holmes Beach House

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$129.00

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from $129.00 / night

1 / 33

Holmes Beach House

  • 1
  • 2
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$125.00

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from $125.00 / night

Your search has been expanded 19.1 miles to include more rentals

(4)

1 / 19

Bradenton Villa - 16.1 miles away

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“House was a great location for our Needs. Very Clean and spacious. Heated Pool was a great asset.. Would have liked a bigger more useable grill...”
- Review left on 02/23/2017

$180.00

Excellent (4 reviews)

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from $180.00 / night

(8)

1 / 38

Siesta Key House - 19.1 miles away

  • 5
  • 13
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

$516.00

Excellent (8 reviews)

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from $516.00 / night

(25)

1 / 24

Bradenton House - 12.9 miles away

  • 4
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 15 mi
  • Swimming pool

Responds fast! Avg. 1 hour 39 minutes

“The location of this house is really outstanding. We enjoyed being on the river, watching the beautiful sunsets daily, watching birds come and go into the inlets. It is a private place within a lovely subdivision with lakes and riverfront. We also...”
- Review left on 02/02/2017

$150.00

Excellent (25 reviews)

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from $150.00 / night

(12)

1 / 23

Bradenton House - 15.4 miles away

  • 3
  • 6
  • 14 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“My stay was from July 2- July 16 and I absolutely loved it. The rooms and bathrooms were super clean. Kitchen has all the appliances you needed it, home came with shower towels and amazing air conditioning through the vents. The neighborhood was...”
- Review left on 07/17/2016

$279.00

Excellent (12 reviews)

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from $279.00 / night

(31)

1 / 10

Sarasota Guest house - 15.5 miles away

  • 1
  • 2
  • 7 nights min
  • Swimming pool
  • Car not necessary
  • Air conditioning
“My husband and I stayed in Joyce and Jeff's beautiful guest apartment for two weeks. Everything was perfect inside and out. The property was immaculate and the owners included extra touches that went above and beyond. While we spent most of our time...”
- Review left on 08/09/2017

$148.00

Excellent (31 reviews)

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from $148.00 / night

1 / 26

Bradenton House - 5.2 miles away

  • 4
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$158.00

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from $158.00 / night

(15)

1 / 57

Treasure Island Condo - 18.6 miles away

  • 1
  • 4
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 2 hours 11 minutes

“We really enjoyed our stay at Whispers very much.The pool was great and it's a short walk to the beach. The owner was very nice and the rental was nicely kept and clean. Lots of amenities and kindness. Thanks so much for a great time...”
- Review left on 03/15/2017

$92.00

Very Good (15 reviews)

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from $92.00 / night

(2)

1 / 13

Treasure Island Condo - 17.3 miles away

  • 1
  • 4
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

Responds fast! Avg. 3 hours 6 minutes

$92.00

Very Good (2 reviews)

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from $92.00 / night

(12)

1 / 23

Treasure Island Condo - 17.1 miles away

  • 1
  • 4
  • 7 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly
“My husband and I booked Florida last minute. Kevin was quick to respond to our emails and booking was easy. The day before we left I asked if we could have an early check in and it was no issue at all. We traveled to Florida from April 29-May 6/2016...”
- Review left on 05/14/2016

$83.00

Excellent (12 reviews)

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from $83.00 / night

(3)

1 / 16

Bradenton House - 15.4 miles away

  • 3
  • 6
  • min stay varies
  • Nearest beach 20 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 3 hours 50 minutes

“we rented this home for a week in July, the home is beautiful, it is equipped with every thing you could possibly need. the pool area was very relaxing and enjoyable. we loved the hone and would rent again...”
- Review left on 07/13/2014

$144.00

Excellent (3 reviews)

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from $144.00 / night

(2)

1 / 41

Siesta Key Condo - 19.1 miles away

  • 2
  • 5
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“Our stay at Siesta Palms was great. The condo was very clean and up to date. We enjoyed the beautiful pool and proximity to the beach. The owners couldn't have been kinder or more accommodating. I highly recommend this condo...”
- Review left on 04/15/2016

$311.00

Excellent (2 reviews)

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from $311.00 / night

1 / 18

Siesta Key House - 18.6 miles away

  • 3
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 27 minutes

$260.00

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from $260.00 / night

(7)

1 / 27

Sarasota House - 18.2 miles away

  • 4
  • 11
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 2 hours 25 minutes

“It doesn't get any better! We rented the property for a week of wedding adventures and it was lovely! Low key enough, beautifully maintained, clean, fresh and beach front! Easy to hang out on the property and cook your own meals, enjoy the hammock,...”
- Review left on 01/16/2015

$516.00

Excellent (7 reviews)

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from $516.00 / night

1 / 25

Bradenton House - 15.3 miles away

  • 4
  • 8
  • 14 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$315.00

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from $315.00 / night

(1)

1 / 13

St. Pete Beach Condo - 16.2 miles away

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$202.00

Very Good (1 reviews)

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from $202.00 / night

1 / 34

St. Petersburg Condo - 13.9 miles away

  • 2
  • 4
  • min stay varies
  • Nearest beach 4 mi
  • Swimming pool
  • Child friendly

$82.00

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from $82.00 / night

1 / 37

St. Petersburg Apartment - 14.1 miles away

  • 2
  • 4
  • min stay varies
  • Nearest beach 3 mi
  • Swimming pool
  • Child friendly

$72.00

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from $72.00 / night

(1)

1 / 38

St. Petersburg Apartment - 13.9 miles away

  • 2
  • 6
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool

$85.00

Excellent (1 reviews)

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from $85.00 / night