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Haines City Vacation Rentals & Cabin Rentals with Swimming Pool - 454 Rentals Available.

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454 Vacation rentals

Filters applied: Swimming pool

(3)

1 / 42

Haines City Villa

  • 6
  • 12
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“Wonderful home in pristine condition. A few things already broken/needing repair but call to management company was handled quickly. The home could use more towels, etc. but otherwise great house! Pool heat a MUST in Spring...”
- Review left on 04/12/2016

$205.00

Very Good (3 reviews)

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from $205.00 / night

(15)

1 / 25

Haines City House

  • 3
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 50 mi
  • Swimming pool

Responds fast! Avg. 2 hours 44 minutes

“We rented the home for a week while visiting our family. The house was clean and welcoming upon arrival. It had sufficient rooms and beds for our group. The community itself, is secured, quiet and has good amenities, such as the pool and jacuzzi. All...”
- Review left on 01/06/2016

$115.00

Very Good (15 reviews)

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from $115.00 / night

Your search has been expanded 18.7 miles to include more rentals

(22)

1 / 30

Kissimmee Apartment - 15.4 miles away

  • 4
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 97 mi
  • Swimming pool

Responds fast! Avg. 1 hour 56 minutes

“Our family recently got together for a Walt Disney World vacation and chose this property for our base of operations in Kissimee, Fl. We could not have been happier. The owner and rental company were easy to communicate and deal with. The house was...”
- Review left on 07/26/2016

$137.00

Very Good (22 reviews)

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from $137.00 / night

(13)

1 / 26

Davenport Apartment - 14.6 miles away

  • 4
  • 10
  • min stay varies
  • Nearest beach 97 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 1 hour 56 minutes

“We really enjoyed our vacation here. Fantastic location, the Town home was ideal for our family with ample space for all of us, all the cooking utensils are provided for family meals. The pool area was fantastic and the kids loved the games room....”
- Review left on 04/11/2015

$126.00

Very Good (13 reviews)

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from $126.00 / night

(13)

1 / 27

Kissimmee Apartment - 17.6 miles away

  • 5
  • 10
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 97 mi
  • Swimming pool

Responds fast! Avg. 1 hour 56 minutes

$148.00

Very Good (13 reviews)

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from $148.00 / night

(91)

1 / 24

Kissimmee Apartment - 16.3 miles away

  • 4
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 97 mi
  • Swimming pool

Responds fast! Avg. 1 hour 56 minutes

“House was as described. Great view. Management company was pleasant and responsive. Close to parks and shopping. We would definitely stay here again...”
- Review left on 03/09/2017

$126.00

Very Good (91 reviews)

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from $126.00 / night

(33)

1 / 26

Kissimmee House - 17.7 miles away

  • 5
  • 10
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 97 mi
  • Swimming pool

Responds fast! Avg. 1 hour 56 minutes

“I had a beautiful time, house was all that expected and some, everything was well accommodating, I will and am gonna stay again”
- Review left on 01/03/2017

$149.00

Very Good (33 reviews)

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from $149.00 / night

(8)

1 / 19

Reunion Apartment - 11.3 miles away

  • 3
  • 6
  • 4 nights min
  • Swimming pool
  • Air conditioning

$175.00

Very Good (8 reviews)

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from $175.00 / night

1 / 94

Kissimmee Villa - 15 miles away

  • 7
  • 16
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 113 mi
  • Swimming pool

Responds fast! Avg. 2 hours 58 minutes

$172.00

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from $172.00 / night

(19)

1 / 40

Orlando Villa - 12.5 miles away

  • 6
  • 16
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 95 mi
  • Swimming pool

Responds fast! Avg. 2 hours 40 minutes

“We spent our vacation at 630 Solana Circle and had the greatest time possible. The home is beautiful and well cared for. The resort and facilities made us feel safe and secure. The staff at the resort was friendly and very helpful. The home itself...”
- Review left on 07/12/2016

$201.00

Very Good (19 reviews)

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from $201.00 / night

(12)

1 / 23

Orlando Villa - 16.9 miles away

  • 4
  • 10
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 85 mi
  • Swimming pool

Responds fast! Avg. 2 hours 40 minutes

“From beginning to end the owner was great and the house was clean and in order. Booking was super easy and the information for our vacation was sent with enough time for us to plan our route...”
- Review left on 08/15/2016

$138.00

Very Good (12 reviews)

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from $138.00 / night

(12)

1 / 25

Kissimmee Townhouse - 15.2 miles away

  • 3
  • 7
  • 3 nights min
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
“Will recommended to friends when they are planning to go Orlando in July/August.Closed to Disney world, shopping centres, etc...”
- Review left on 04/18/2016

$93.00

Excellent (12 reviews)

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from $93.00 / night

(8)

1 / 25

Kissimmee Townhouse - 18.7 miles away

  • 3
  • 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 90 mi
  • Swimming pool
“This was a nice, spacious townhouse style condo. We were happy and comfortable. It was as advertised. Would stay there again...”
- Review left on 06/25/2016

$93.00

Very Good (8 reviews)

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from $93.00 / night

(22)

1 / 23

Kissimmee Townhouse - 18.7 miles away

  • 3
  • 7
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 90 mi
  • Swimming pool
“We had a very nice time, the house was located to anything we needed. Very close to shopping centers and theme parks. The house was clean and confortable and well equipped. We had a great time...”
- Review left on 01/31/2017

$93.00

Excellent (22 reviews)

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from $93.00 / night

(7)

1 / 61

Kissimmee Townhouse - 18.7 miles away

  • 4
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“What an amazing home, comfort and just a home away from home. Kids thoroughly enjoyed the splash pool and took advantage of it numerous times and thought they had died and gone to heaven in this very comfortable home. We have recommended it to many...”
- Review left on 05/03/2012

$117.00

Excellent (7 reviews)

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from $117.00 / night

(60)

1 / 41

Kissimmee House - 12 miles away

  • 4
  • 8
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 125 mi
  • Swimming pool
“A well equipped, well maintained vacation home. Plenty of room for our group of 4 adults and 3 children. The private pool was great. This was our first experience renting a whole house. We enjoyed our stay...”
- Review left on 03/31/2018

$217.00

Excellent (60 reviews)

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from $217.00 / night

(5)

1 / 39

Kissimmee Villa - 14.9 miles away

  • 5
  • 10
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 77 mi
  • Swimming pool

Responds fast! Avg. 17 minutes

“The house was wonderful! The home was is in great condition, very clean. Had all the amenities to keep the family busy. The pool was fantastic, with lots of toys for the kiddos, as well as separate pool towels. Lots of extras such as blankets, towels...”
- Review left on 04/03/2014

$139.00

Very Good (5 reviews)

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from $139.00 / night

(17)

1 / 60

Davenport Villa - 3.8 miles away

  • 7
  • 14
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 128 mi
  • Swimming pool
“I went with my parents and family in December, the house was good, only needs some maintenance in some furniture...”
- Review left on 12/27/2016

$207.00

Very Good (17 reviews)

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from $207.00 / night

(14)

1 / 42

Davenport Villa - 14.2 miles away

  • 4
  • 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“The villa offers a plethora of amenities with convenience stores located nearby. It is fully furnished, well maintained and in a golf community. No complains, 5 stars...”
- Review left on 06/01/2016

$172.00

Excellent (14 reviews)

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from $172.00 / night

(4)

1 / 49

Kissimmee Townhouse - 18.7 miles away

  • 4
  • 10
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 90 mi
  • Swimming pool
“I and my family members had a great time staying at this location and will stay here again in the future. I read reviews and agree that the location to Disney parks and nearby shopping centers is what gave us a wonderful vacation. Lynda, owner of...”
- Review left on 09/14/2016

$117.00

Very Good (4 reviews)

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from $117.00 / night

(4)

1 / 17

Kissimmee Townhouse - 18.7 miles away

  • 3
  • 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 97 mi
  • Swimming pool
“This was a great experience! There were a few things but they were reported once the service guy came out the same day that I called. I was celebrating my birthday and I enjoyed it immensely. Thank You...”
- Review left on 12/19/2015

$93.00

Very Good (4 reviews)

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from $93.00 / night

(2)

1 / 48

Kissimmee Townhouse - 18.7 miles away

  • 4
  • 10
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 90 mi
  • Swimming pool
“My family and I We stayed there from August 20-26 and We really enjoyed being there. The house is inside a gated comunity and it's very close to Disney, also Publix, Walmart and Sam's is close. The house is quiet and has everything you need to rest...”
- Review left on 08/29/2011

$117.00

Very Good (2 reviews)

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from $117.00 / night

(88)

1 / 39

Kissimmee Villa - 14.9 miles away

  • 5
  • 10
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 8 minutes

“This home was perfect for us just as it has been for previous stays. We keep coming back to this wonderful home because it accommodates us so well. Thank you again for letting us call this house home for another week...”
- Review left on 02/18/2019

$172.00

Excellent (88 reviews)

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from $172.00 / night

(4)

1 / 29

Kissimmee Condo - 16.2 miles away

  • 3
  • 6
  • min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
“We loved the location close to the Disney parks (By the way, the Disney park is not 2 miles away, but rather the highway TO the park is 2 miles away). We loved the decor and the general accommodations. The house was well supplied with every...”
- Review left on 04/14/2016

$101.00

Excellent (4 reviews)

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from $101.00 / night

(9)

1 / 24

Davenport Villa - 12.1 miles away

  • 4
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“The house was nice and clean ,the kitchen had everything we need ,the baby staff was so helpful with my little daughter .my kids enjoyed the pool it was interesting.i forget our passports in the house and I called the office and they send them to us...”
- Review left on 02/11/2016

$148.00

Excellent (9 reviews)

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from $148.00 / night

(12)

1 / 42

Kissimmee Townhouse - 14.5 miles away

  • 3
  • 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“What can we say? The home was clean, convenient to the parks, shopping, and restaurants. Having 3 bathrooms was a definite plus when getting ready to head out for the day. We would definitely come back...”
- Review left on 01/09/2017

$126.00

Excellent (12 reviews)

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from $126.00 / night

(41)

1 / 21

Kissimmee Villa - 14.6 miles away

  • 4
  • 8
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 125 mi
  • Swimming pool
“We have stayed at Windsor Palms twice before in a condo and it is a beautiful complex. With our family growing, we decided to look at a house and our family of 6 and stayed at the Warm Getaway villa for a week in April 2022. It was perfect. It was...”
- Review left on 05/02/2022

$190.00

Excellent (41 reviews)

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from $190.00 / night

(7)

1 / 33

Four Corners House - 15.1 miles away

  • 7
  • 17
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“The house was ideally located, within close proximity of the theme parks.We loved the home layout and the large pool which catered very well for the family members which totalled 8. We were able to meet the owners, whom we found to be extremely...”
- Review left on 10/15/2016

$458.00

Excellent (7 reviews)

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from $458.00 / night

(4)

1 / 77

Davenport Villa - 3.8 miles away

  • 8
  • 18
  • 3 nights min
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
“We had a really great time here, the house is beautiful and so comfortable, best place I rented, our kids loved it! It had everything we needed and more, loved the area and its close to theme parks (15 min) We would stay here again for sure...”
- Review left on 04/01/2016

$401.00

Excellent (4 reviews)

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from $401.00 / night

(1)

1 / 49

Kissimmee Villa - 18.7 miles away

  • 6
  • 14
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 97 mi
  • Swimming pool
“We stayed at a 5 bedroom villa in Paradise Palm. The staff was very nice and accommodating. We reported the phones not working but they were unable to fix it. But overall it was a lovely villa with a lot of space. Would definitely come back...”
- Review left on 07/29/2015

$265.00

Very Good (1 reviews)

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from $265.00 / night

(4)

1 / 14

Davenport Villa - 9.9 miles away

  • 4
  • 10
  • 30 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Our experience renting this home was great Al took great care of us from the first day. The house was very clean along with the pool and the house is huge pictures do not do a justice. We look forward to renting again in the future. Once again thank...”
- Review left on 03/28/2016

$111.00

Excellent (4 reviews)

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from $111.00 / night

(6)

1 / 30

Four Corners House - 15.1 miles away

  • 8
  • 18
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 9 mi
  • Swimming pool
“House was great. It held my whole softball team and our spouses. Plenty of space for everyone to bond and also have our own space. Everyone loved the ping pong table and pool. Couldn't have asked for anything more...”
- Review left on 09/21/2016

$228.00

Excellent (6 reviews)

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from $228.00 / night

1 / 16

Old Town Townhouse - 17.7 miles away

  • 3
  • 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 2 hours 24 minutes

$138.00

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from $138.00 / night

1 / 54

Kissimmee Villa - 16.9 miles away

  • 1
  • 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 3 hours 42 minutes

$226.00

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from $226.00 / night

(4)

1 / 50

Davenport Villa - 13.8 miles away

  • 12
  • 24
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 3 hours 42 minutes

“We sure had a fantastic stay, the private pool worked out perfect for our family! We sure had a great time and can recommend this to other families or group of friends...”
- Review left on 02/14/2017

$882.00

Excellent (4 reviews)

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from $882.00 / night

(17)

1 / 31

Kissimmee Villa - 15.3 miles away

  • 7
  • 15
  • 4 nights min
  • Nearest beach 112 mi
  • Swimming pool
  • Child friendly
“the home was all that and more, the only dissatisfaction was the games were not working but the kids were still enterained”
- Review left on 08/11/2016

$258.00

Excellent (17 reviews)

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from $258.00 / night

1 / 9

Davenport Villa - 10 miles away

  • 4
  • 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$161.00

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from $161.00 / night

(14)

1 / 93

Loughman Villa - 10.1 miles away

  • 4
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 126 mi
  • Swimming pool
“The villa is perfect for a family to stay in to make the most of their Orlando vacation. We loved having the freedom to be on our own schedule, to visit more attractions than just Disney, and to keep the food budget in check. Robert provides...”
- Review left on 02/16/2016

$183.00

Excellent (14 reviews)

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from $183.00 / night

(26)

1 / 31

Davenport Villa - 12.9 miles away

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

Responds fast! Avg. 1 hour 56 minutes

“We stayed in a beautiful 6 bedroom, 4.5 bath home in gated Solana Resort. Each family had their own bathroom and there was a half-bath on the 1st floor that all had access to. It was everything that we had hoped it would be. The home was clean and...”
- Review left on 03/20/2016

$205.00

Very Good (26 reviews)

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from $205.00 / night

(9)

1 / 100

Davenport Villa - 10.8 miles away

  • 8
  • 18
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“We visited this beautiful vacation home with 3 other families, it was 16 of us in total. There was more than enough room for everybody, the beds and rooms were very spacious. This house is new, everything is exceptionally clean. The pool, hot tub,...”
- Review left on 02/07/2015

$401.00

Excellent (9 reviews)

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from $401.00 / night