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Haines City Vacation Rentals & Cabin Rentals with Swimming Pool - 1327 Rentals Available.

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1,327 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

(8)

1 / 17

Haines City Villa

  • 4
  • 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“A fine place near Southern Dunes Golf Course. Backs up to an orange grove so is peaceful and quite. Nice floor plan. Pool and lanai were great. Owner replace pool heater when I arrived. comfortable for a good size group. May rent again next year”
- Review left on 04/03/2016

$109.00

Very Good (8 reviews)

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from $109.00 / night

(15)

1 / 25

Haines City House

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

Responds fast! Avg. 1 hour 31 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

$63.00

Very Good (15 reviews)

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from $63.00 / night

1 / 21

Haines City House

  • 6
  • 12
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$195.00

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from $195.00 / night

(1)

1 / 17

Haines City House

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

$140.00

Excellent (1 reviews)

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from $140.00 / night

1 / 32

Haines City House

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

$140.00

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from $140.00 / night

1 / 17

Haines City House

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

$149.00

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from $149.00 / night

1 / 26

Haines City House

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

$140.00

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from $140.00 / night

1 / 25

Haines City House

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

$140.00

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from $140.00 / night

1 / 10

Haines City House

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

$150.00

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from $150.00 / night

1 / 20

Haines City House

  • 6
  • 12
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$159.00

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from $159.00 / night

1 / 25

Haines City House

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

$157.00

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from $157.00 / night

1 / 28

Haines City House

  • 5
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$145.00

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from $145.00 / night

(1)

1 / 40

Haines City House

  • 6
  • 12
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$180.00

Very Good (1 reviews)

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from $180.00 / night

1 / 9

Haines City House

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

$163.00

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from $163.00 / night

(2)

1 / 27

Haines City House

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

$140.00

Average (2 reviews)

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from $140.00 / night

Your search has been expanded 18.7 miles to include more rentals

(20)

1 / 17

Four Corners Villa - 18.4 miles away

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

$144.00

Excellent (20 reviews)

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from $144.00 / night

(5)

1 / 50

Kissimmee House - 18.5 miles away

  • 5
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 34 minutes

$233.00

Excellent (5 reviews)

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from $233.00 / night

(3)

1 / 43

ChampionsGate Townhouse - 10.7 miles away

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

Responds fast! Avg. 2 hours 53 minutes

“Very nice house (same as in the pictures) in a beautiful condo. House was very clean with brand new furniture and bed linen. Near to Disney and Vineland outlet, a bit far from Universal and Mall at Millenia but not a problem, since the condominium is...”
- Review left on 02/01/2018

$147.00

Excellent (3 reviews)

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from $147.00 / 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

(14)

1 / 42

Davenport Villa - 14.2 miles away

  • 4
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“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

$149.00

Excellent (14 reviews)

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from $149.00 / night

(4)

1 / 44

Kissimmee Villa - 18.7 miles away

  • 7
  • 17
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Responds fast! Avg. 3 hours 15 minutes

$281.00

Average (4 reviews)

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from $281.00 / night

(3)

1 / 27

Kissimmee Condo - 17.2 miles away

  • 3
  • 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“**I made the contact and found this condo for my daughter that is active duty Military, the following were her comments on the the rental: Lots of room, owner was very helpful with information, answered emails quickly. Easy deal on short notice....”
- Review left on 09/27/2016

$86.00

Excellent (3 reviews)

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from $86.00 / night

(3)

1 / 23

Kissimmee Apartment - 14.3 miles away

  • 3
  • 8
  • 3 nights min
  • Nearest beach 72 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 3 hours 42 minutes

$91.00

Excellent (3 reviews)

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from $91.00 / night

1 / 35

Davenport Villa - 13.7 miles away

  • 5
  • 10
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$184.00

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from $184.00 / night

(4)

1 / 12

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

1 / 51

Davenport Villa - 3.8 miles away

  • 7
  • 14
  • 3 nights min
  • Nearest beach 97 mi
  • Swimming pool
  • Child friendly

$189.00

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from $189.00 / night

(17)

1 / 60

Davenport Villa - 3.8 miles away

  • 7
  • 14
  • 3 nights min
  • Nearest beach 128 mi
  • Swimming pool
  • Child friendly
“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

$189.00

Very Good (17 reviews)

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from $189.00 / night

(1)

1 / 47

Kissimmee Villa - 18.7 miles away

  • 7
  • 14
  • 3 nights min
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
“Location, location, location! This well- equipped neat, spacious and cozy luxury home is close to everything you'd ever want to do in Orlando,Florida. Children open the patio doors and they are in their own pool, while the family relax in or out of...”
- Review left on 03/22/2016

$188.00

Excellent (1 reviews)

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from $188.00 / night

1 / 53

Kissimmee Villa - 18.7 miles away

  • 7
  • 14
  • 3 nights min
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly

$115.00

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from $115.00 / night

1 / 13

Reunion House - 14.7 miles away

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

$219.00

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from $219.00 / 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

$83.00

Excellent (4 reviews)

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from $83.00 / night

1 / 28

Kissimmee Condo - 16.2 miles away

  • 3
  • 6
  • min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly

$69.00

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from $69.00 / 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

(6)

1 / 19

Kissimmee House - 15.4 miles away

  • 4
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“This vacation was a winner and Bob and Dianne provided us with a fantastic and welcoming vacation home rental. It was so peaceful and relaxing. The home was very clean and well maintained. I would strongly recommend this property to anyone visiting...”
- Review left on 05/13/2018

$114.00

Excellent (6 reviews)

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from $114.00 / night

(52)

1 / 26

Four Corners Villa - 15.8 miles away

  • 4
  • 10
  • 5 nights min
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
“We thoroughly enjoyed our stay at this home. Quick drive to all parks. We paid extra for pool heat and it was So worth it!! House has Lots of towels for guests and most everything u could need. House and pool very clean and neighborhood very quiet....”
- Review left on 12/18/2016

$161.00

Excellent (52 reviews)

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from $161.00 / night

1 / 9

Davenport Villa - 10 miles away

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

Responds fast! Avg. 3 hours 50 minutes

$183.00

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from $183.00 / night

(2)

1 / 30

Davenport Condo - 11.2 miles away

  • 2
  • 4
  • 1 night min
  • Swimming pool
  • Air conditioning
“Clean, comfortable and very well equipped with everything we needed for our 3 month stay. Great location - close to major highways, shopping, good restaurants and area attractions. A very nice pool area complete with a poolside bar and grill which...”
- Review left on 04/14/2018

$172.00

Excellent (2 reviews)

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from $172.00 / night

(3)

1 / 24

Kissimmee Villa - 14.8 miles away

  • 4
  • 8
  • 3 nights min
  • Nearest beach 72 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 3 hours 3 minutes

$137.00

Very Good (3 reviews)

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from $137.00 / night

(6)

1 / 30

Davenport House - 8.3 miles away

  • 5
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 2 hours 52 minutes

“We really enjoyed the stay. Really enjoyed the comfort of the home. Nice spacious rooms. Ready to book it for next year.Hopefully we can get the same house. Looking forward vacation 2019...”
- Review left on 12/12/2018

$155.00

Excellent (6 reviews)

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from $155.00 / night