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Haines City Vacation Rentals & Cabin Rentals with Swimming Pool - 1298 Rentals Available.

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1,298 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

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(8)

1 / 17

Haines City Villa

  • 4
  • 10
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“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

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(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

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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

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(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

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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

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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

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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

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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

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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

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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

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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

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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

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(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

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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

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(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

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Your search has been expanded 18.7 miles to include more rentals

(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 2 minutes

$91.00

Excellent (3 reviews)

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from $91.00 / night

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(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

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(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

$98.00

Excellent (7 reviews)

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from $98.00 / night

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(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

$70.00

Excellent (12 reviews)

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from $70.00 / night

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(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

$189.00

Very Good (17 reviews)

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from $189.00 / night

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(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

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(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

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(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

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(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

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(3)

1 / 27

Kissimmee Condo - 17.2 miles away

  • 3
  • 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“**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

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(9)

1 / 45

Kissimmee House - 15.5 miles away

  • 4
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“All around great stay. Bob and Diane were extremely helpful. Would highly recommend them for your vacation needs...”
- Review left on 07/29/2018

$114.00

Very Good (9 reviews)

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from $114.00 / night

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1 / 34

Davenport Villa - 4.4 miles away

  • 9
  • 24
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 2 hours 20 minutes

$343.00

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from $343.00 / night

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(2)

1 / 30

Davenport Condo - 11.2 miles away

  • 2
  • 4
  • 1 night min
  • Beach/lakeside relaxation
  • 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

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(52)

1 / 26

Four Corners Villa - 15.8 miles away

  • 4
  • 10
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 90 mi
  • Swimming pool
“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

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(3)

1 / 43

ChampionsGate Townhouse - 10.7 miles away

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

Responds fast! Avg. 3 hours 13 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

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(5)

1 / 50

Kissimmee House - 18.5 miles away

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

Responds fast! Avg. 3 hours 13 minutes

$233.00

Excellent (5 reviews)

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from $233.00 / night

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1 / 40

ChampionsGate Townhouse - 10.7 miles away

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

Responds fast! Avg. 3 hours 13 minutes

$147.00

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from $147.00 / night

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1 / 52

Kissimmee Townhouse - 18.7 miles away

  • 4
  • 10
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 97 mi
  • Swimming pool

$98.00

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from $98.00 / night

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1 / 40

Kissimmee Townhouse - 17.7 miles away

  • 4
  • 10
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 97 mi
  • Swimming pool

$98.00

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from $98.00 / night

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1 / 52

Kissimmee Townhouse - 18.7 miles away

  • 4
  • 10
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 97 mi
  • Swimming pool

$75.00

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from $75.00 / night

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1 / 43

Kissimmee Townhouse - 17.7 miles away

  • 4
  • 10
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 97 mi
  • Swimming pool

$75.00

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from $75.00 / night

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1 / 61

Kissimmee Townhouse - 18.7 miles away

  • 4
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$98.00

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from $98.00 / night

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1 / 17

Kissimmee Townhouse - 18.7 miles away

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

$69.00

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from $69.00 / night

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1 / 51

Davenport Villa - 3.8 miles away

  • 7
  • 14
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 97 mi
  • Swimming pool

$189.00

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from $189.00 / night

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