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Gulf Coast Central Florida Vacation Rentals & Homes with Swimming Pool - 496 Rentals Available.

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496 Vacation rentals

Filters applied: Swimming pool

(1)

1 / 20

Sarasota House

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • 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

$146.00

Excellent (1 reviews)

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from $146.00 / night

(3)

1 / 70

Tampa House

  • 4
  • 13
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 41 mi
  • Swimming pool
“We came to have our wedding in st Petersburg on pass a grille beach July 8 we want a place to spend time with family as our families are coming together!! This home was PERFECT! The owners are AMAZING!! LOVED EVERY MOMENT THERE! Didn't want to leave...”
- Review left on 07/12/2016

$350.00

Very Good (3 reviews)

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from $350.00 / night

(11)

1 / 26

Anna Maria Island House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Gorgeous, beautiful home away from home. This home has everything you and your family will need. The granite kitchen is fully equipped and beautiful. I was able to make a full Thanksgiving dinner with everything that was supplied in the home! Our...”
- Review left on 11/30/2016

$440.00

Excellent (11 reviews)

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from $440.00 / 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

1 / 66

Siesta Key House

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

$712.00

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from $712.00 / 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

(1)

1 / 25

Siesta Key House

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$326.00

Excellent (1 reviews)

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from $326.00 / night

(1)

1 / 30

Belleair Beach Townhouse

  • 5
  • 12
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“To celebrate our 50th anniversary, we rented this home for our two sons, daughter, and their families. It was the BEST OF THE BEST vacations ever. The home was exactly as the pictures shown. We loved every minute. The grandkids were either at the...”
- Review left on 07/30/2015

$543.00

Excellent (1 reviews)

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from $543.00 / 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

(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

(2)

1 / 28

Clearwater Condo

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

$195.00

Excellent (2 reviews)

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from $195.00 / night

1 / 19

Holmes Beach Townhouse

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

$199.00

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from $199.00 / 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

$173.00

Excellent (25 reviews)

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from $173.00 / night

(1)

1 / 24

Siesta Key Condo

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

$180.00

Excellent (1 reviews)

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from $180.00 / night

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

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from $225.00 / night

1 / 20

Sarasota House

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$150.00

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from $150.00 / night

1 / 24

Siesta Key Condo

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$229.00

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from $229.00 / night

(19)

1 / 19

Clearwater House

  • 5
  • 6
  • 1 night min
  • Nearest beach 8 mi
  • Swimming pool
  • Child friendly
“Ellen was wonderful, her home beautiful, accommodations were comfortable and just what we needed! Ellen was helpful with suggestions for beaches and offered discounts for area attractions...”
- Review left on 04/20/2016

$85.00

Excellent (19 reviews)

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from $85.00 / night

(3)

1 / 26

Clearwater Apartment

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$143.00

Excellent (3 reviews)

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from $143.00 / night

(10)

1 / 21

Madeira Beach Cottage

  • 1
  • 4
  • 3 nights min
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly
“i stayed in this darling cottage for nearly 4 months and it felt like home. cottage is decorated with lots of color and beachy cheer, has a little porch, private yard and cute picket fence, with parking just outside the fence and a friendly coffee...”
- Review left on 01/31/2017

$85.00

Excellent (10 reviews)

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from $85.00 / night

(17)

1 / 16

Spring Hill House

  • 3
  • 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“A great place to rest and relax. Thank you for letting us rent your beautiful home. We enjoyed staying there and communicating with friends whom we haven't seen for a few years. Enjoyed all the new businesses to shop and the new highway on Rt. 50....”
- Review left on 09/09/2016

$100.00

Very Good (17 reviews)

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from $100.00 / night

1 / 21

Sarasota House

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

$206.00

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from $206.00 / night

(1)

1 / 24

Inverness Villa

  • 4
  • 8
  • 3 nights min
  • Nearest beach 30 mi
  • Swimming pool
  • Child friendly

$102.00

Excellent (1 reviews)

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from $102.00 / night

(2)

1 / 11

Palm Harbor Condo

  • 1
  • 2
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“When we found this condo, it almost sounded too good to be true, but I have to say it exceeded our expectations! the Innisbrook Property is outstanding. Well maintained, excellent amenities and just a beautiful place to be for many activities. Our...”
- Review left on 03/06/2016

$129.00

Excellent (2 reviews)

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from $129.00 / night

(1)

1 / 24

Siesta Key Condo

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

$272.00

Excellent (1 reviews)

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from $272.00 / night

(15)

1 / 16

Indian Rocks Beach Condo

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Absolutely loved this place! Great week with four adults and 2 babies. Great accommodations! Clean, well stocked, wonderful views! Nice beach, not crowded, nice pool! Usually stay in SC. This was way better. Ocean calm, no jellyfish, white sand....”
- Review left on 08/22/2016

$128.00

Very Good (15 reviews)

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from $128.00 / 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

(11)

1 / 12

Indian Shores Condo

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“Let me begin by saying that I have never used a rent-by-owner program before. After this experience, I most definitely will, and hopefully to return to this lovely place. Jeannie was easy to communicate with, and everything was as expected when we...”
- Review left on 06/10/2015

$115.00

Very Good (11 reviews)

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from $115.00 / night

1 / 32

Sarasota House

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

$286.00

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from $286.00 / night

(2)

1 / 19

Clearwater Apartment

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

$285.00

Excellent (2 reviews)

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from $285.00 / night

(33)

1 / 46

St. Petersburg Manor house

  • 7
  • 21
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 9 mi
  • Swimming pool
“We invited our extended family to spend Christmas together this year at The Petro Mansion, hoping that the house looked as good in person as it did online. The house is just as beautiful, if not more so, in person! Alex had the house beautifully...”
- Review left on 01/02/2017

$700.00

Excellent (33 reviews)

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from $700.00 / night

(7)

1 / 22

Indian Rocks Beach Condo

  • 2
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“The condo was great....very modern and nicely decorated....it was very clean and we didn't even turn the air on with temps in the low to muddle 80's we just opened the windows and let the breeze blow thru. I absolutely loved the balcony sitting out...”
- Review left on 05/09/2016

$171.00

Very Good (7 reviews)

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from $171.00 / night

1 / 17

Indian Shores Condo

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

$158.00

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from $158.00 / night

(6)

1 / 26

Hernando Beach Apartment

  • 1
  • 2
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Pet friendly

$100.00

Very Good (6 reviews)

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from $100.00 / night

(1)

1 / 28

Siesta Key House

  • 2
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“My family and I had the best time! We enjoyed the house and the pool so much we didn't even go out. Spent 3 days of bliss. This was a last minute reservation and the management company and the owner were fantastic in dealing with my request. My...”
- Review left on 06/23/2016

$179.00

Excellent (1 reviews)

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from $179.00 / night

(1)

1 / 22

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 / 28

New Port Richey Cottage

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

$65.00

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from $65.00 / night

(5)

1 / 21

Siesta Key House

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“We really enjoyed our stay and would come back . The only reason I gave four stars is we had six people and the sleeper sofa was so bad that they slept on the floor. The rental was well equipped for cooking in and beach stuff( cart to haul chairs,...”
- Review left on 08/07/2016

$266.00

Very Good (5 reviews)

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from $266.00 / night

(27)

1 / 11

Bradenton House

  • 4
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“The home was a great place for our group to stay. It was clean and well maintained. The location was ideal, close to golf courses and shopping and many good restaurants. We would definitely stay there again. The owner, Larry was very good to work...”
- Review left on 02/01/2017

$210.00

Excellent (27 reviews)

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from $210.00 / night

(2)

1 / 23

Hudson Apartment

  • 1
  • 3
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Swimming pool

$125.00

Excellent (2 reviews)

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from $125.00 / night