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Gulf Coast Central Florida Vacation Rentals & Homes with Swimming Pool - 519 Rentals Available.

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519 Vacation rentals

Filters applied: Swimming pool

(1)

1 / 27

Madeira Beach Condo

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$172.00

Excellent (1 reviews)

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from $172.00 / night

1 / 38

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$380.00

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from $380.00 / night

(1)

1 / 16

Venice House

  • 2
  • 4
  • 5 nights min
  • Nearest beach 2 mi
  • Swimming pool
  • Child friendly
“If your are looking for a great place to stay with a beautiful pool, tropical landscape, friendly neighborhood, private beach access, walking distance to a park with trails and tennis courts, do I need to say more. We have stayed at other places in...”
- Review left on 07/11/2014

$99.00

Excellent (1 reviews)

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from $99.00 / night

(1)

1 / 22

Siesta Key House

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$170.00

Very Good (1 reviews)

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from $170.00 / night

(16)

1 / 24

St. Pete Beach Condo

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“The views from the patio are incredible! The sunsets are so beautiful and you can hang out and watch the dolphins go by. Only a short walk to the ocean. Paradise at St Pete Beach...”
- Review left on 03/16/2017

$185.00

Very Good (16 reviews)

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from $185.00 / night

(33)

1 / 24

Siesta Key Condo

  • 2
  • 4
  • 7 nights min
  • Nearest beach 0.25 mi
  • Swimming pool
  • Child friendly
“Excellent property with lot of parking, laundy on site and warm water in the pool, which was really appreciated on the cooler dates, speacially by the kids. Close walk to a white sandy beach was on asset. Condo was very spacious and full equipped. We...”
- Review left on 01/02/2013

$101.00

Excellent (33 reviews)

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from $101.00 / night

(3)

1 / 34

Siesta Key House

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Swimming pool

$200.00

Excellent (3 reviews)

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from $200.00 / night

(25)

1 / 24

Bradenton House

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

$130.00

Excellent (25 reviews)

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from $130.00 / night

(2)

1 / 20

Sarasota House

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“We had a great time once we knew all the logistics of the place. Great weather warm and sunny. My kind of time. Definitely will go again...”
- Review left on 10/16/2016

$170.00

Excellent (2 reviews)

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from $170.00 / night

1 / 39

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$380.00

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from $380.00 / night

(1)

1 / 25

Siesta Key House

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$380.00

Excellent (1 reviews)

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from $380.00 / night

1 / 19

Hudson Condo

  • 1
  • 3
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$100.00

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from $100.00 / night

1 / 35

Siesta Key House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$235.00

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from $235.00 / night

1 / 40

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$380.00

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from $380.00 / night

1 / 43

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$310.00

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from $310.00 / night

1 / 33

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$380.00

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from $380.00 / night

1 / 43

Sarasota House

  • 3
  • 10
  • 7 nights min
  • Nearest beach 11 mi
  • Swimming pool
  • Child friendly

$150.00

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from $150.00 / night

(11)

1 / 27

Tampa House

  • 4
  • 8
  • Min stay varies
  • Nearest beach 26 mi
  • Swimming pool
  • Child friendly

$250.00

Excellent (11 reviews)

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from $250.00 / night

(6)

1 / 49

Inverness Villa

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“We stayed two weeks in this beautiful villa. The villa is modern with three bedrooms, a cozy livingroom and two very nice bathrooms. Beautiful (heated) pool (the kids loved it) with plenty of space to sit outside for breakfast or dinner. The house is...”
- Review left on 08/25/2015

$130.00

Excellent (6 reviews)

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from $130.00 / night

1 / 31

Siesta Key House

  • 4
  • 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$380.00

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from $380.00 / night

1 / 52

Indian Rocks Beach House

  • 3
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$199.00

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from $199.00 / night

(13)

Certificate of Excellence

1 / 24

Venice House

  • 3
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool

Certificate of Excellence

“We stayed at this home for the month of March and were very happy with our stay. The home had everything we needed and the owner was very quick to respond to any of our questions both before and during our stay.The house is furnished in a bright...”
- Review left on 04/07/2015

$99.00

Excellent (13 reviews)

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from $99.00 / night

1 / 38

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$235.00

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from $235.00 / night

(1)

1 / 49

Holmes Beach House

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

$599.00

Excellent (1 reviews)

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from $599.00 / night

(5)

1 / 24

Siesta Key Condo

  • 2
  • 4
  • 7 nights min
  • Nearest beach 0.25 mi
  • Swimming pool
  • Child friendly
“Had an excellent time! Unit was clean and precisely as described. Great location on Siesta Key with a short walk for Groceries, Food and Libations. Beach was a 5min walk across the street (using the signaled crosswalk) through the beachside section...”
- Review left on 03/13/2017

$101.00

Excellent (5 reviews)

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from $101.00 / night

1 / 17

Siesta Key House

  • 3
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$240.00

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from $240.00 / night

(25)

1 / 24

Siesta Key Condo

  • 2
  • 6
  • 7 nights min
  • Nearest beach 0.1 mi
  • Swimming pool
  • Child friendly
“This was our first trip to Siesta Key, but not our last! We are already booking another stay at Siesta Breakers for next year. It is a great location on the Beach and great access to the mainland...”
- Review left on 07/14/2014

$147.00

Excellent (25 reviews)

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from $147.00 / night

1 / 29

Siesta Key House

  • 4
  • 13
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$270.00

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from $270.00 / night

1 / 43

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$380.00

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from $380.00 / night

1 / 26

Siesta Key House

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$170.00

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from $170.00 / night

(26)

1 / 10

Sarasota Guest house

  • 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

$100.00

Excellent (26 reviews)

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from $100.00 / night

(4)

1 / 29

Bradenton Condo

  • 2
  • 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$110.00

Excellent (4 reviews)

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from $110.00 / night

(12)

1 / 26

Treasure Island Condo

  • 1
  • 3
  • 7 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Car not necessary
“My wife and I stayed in Sunset Cove for 9 nights in December. It was the perfect home away from home with a VERY clean, neat condo just a 1 minute walk from the gorgeous Sunset Beach on Treasure Island. The location was perfect and the complex was...”
- Review left on 12/13/2016

$70.00

Excellent (12 reviews)

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from $70.00 / night

1 / 16

Siesta Key House

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

$240.00

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from $240.00 / night

(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

(36)

1 / 34

Clearwater Condo

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“The condo is a beautiful and an impeccable place at a prime and convenient location. My husband, 3 children, and my parents stayed here and have such high regards and compliments for this fabulous vacation spot! The owners were wonderful in...”
- Review left on 08/16/2017

$168.00

Excellent (36 reviews)

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from $168.00 / 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 / 51

Siesta Key House

  • 8
  • 24
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$713.00

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from $713.00 / night

1 / 49

Sarasota House

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

$310.00

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from $310.00 / night

1 / 29

Siesta Key House

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$170.00

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from $170.00 / night