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Haines City Vacation Rentals & Cabin Rentals with Swimming Pool - 2344 Rentals Available.

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2,344 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
  • 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

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(15)

Certificate of Excellence

1 / 25

Haines City House

  • 3
  • 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 50 mi
  • Swimming pool

Responds fast! Avg. 3 hours 28 minutes

Travelers’ Choice award

“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

$58.00

Very Good (15 reviews)

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from $58.00 / night

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1 / 14

Haines City Condo

  • 2
  • 4
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$69.00

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from $69.00 / night

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(6)

1 / 49

Haines City House

  • 4
  • 8
  • 5 nights min
  • Nearest beach 91 mi
  • Swimming pool
  • Child friendly
“Nothing but luxury here at this beautiful home. This home expresses a designer's touch in each and every room. All bedrooms are made for comfort and welcome every guest. This property includes all the amenities of home and much much more. We will...”
- Review left on 01/06/2015

$155.00

Excellent (6 reviews)

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from $155.00 / 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 / 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 / 19

Haines City House

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

$163.00

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from $163.00 / 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 / 32

Haines City House

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

$119.00

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from $119.00 / 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 / 26

Haines City House

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

$143.00

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from $143.00 / 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 / 35

Haines City House

  • 5
  • 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 / 27

Haines City House

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

$143.00

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from $143.00 / night

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1 / 18

Haines City House

  • 4
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$119.00

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from $119.00 / night

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1 / 26

Haines City House

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

$143.00

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from $143.00 / 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 / 6

Haines City House

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

$135.00

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from $135.00 / night

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1 / 28

Haines City House

  • 5
  • 12
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$145.00

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from $145.00 / night

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1 / 31

Haines City House

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$106.00

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from $106.00 / night

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1 / 30

Haines City House

  • 6
  • 14
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$209.00

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from $209.00 / 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 / 20

Haines City House

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

$153.00

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from $153.00 / 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 18.4 miles to include more rentals

(11)

1 / 42

Kissimmee Townhouse - 14.5 miles away

  • 3
  • 6
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“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

$114.00

Excellent (11 reviews)

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from $114.00 / night

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1 / 28

Four Corners Villa - 15.1 miles away

  • 7
  • 14
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 13 minutes

$321.00

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from $321.00 / night

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(3)

1 / 25

Davenport Villa - 13.2 miles away

  • 4
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“We have had a beautiful time in a nice place near the Disney Parks. All things you need are in the house or garage. Clean and quiet...”
- Review left on 12/17/2016

$123.00

Very Good (3 reviews)

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from $123.00 / night

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1 / 10

Davenport Villa - 15.1 miles away

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

$196.00

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from $196.00 / night

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(20)

1 / 17

Four Corners Villa - 18.4 miles away

  • 4
  • 8
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“The house was fantastic. The kitchen was well equipped with everything you would need to cook with. The pool was very nice. The community was quiet which was nice to sit out by the pool and read. All the beds were comfortable. Plenty of towels...”
- Review left on 07/14/2016

$144.00

Excellent (20 reviews)

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from $144.00 / night

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1 / 16

Old Town Townhouse - 17.7 miles away

  • 3
  • 8
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 15 minutes

$149.00

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from $149.00 / night

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(3)

1 / 26

Davenport House - 10.7 miles away

  • 8
  • 18
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“The house that we rented was by far more than what we expected. Champions Gates is a great community for visiting families. We had four different families stay within the home without anyone feeling like they were stepping on anyone toes. The...”
- Review left on 07/16/2015

$321.00

Excellent (3 reviews)

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from $321.00 / night

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(24)

1 / 37

Four Corners Villa - 15.8 miles away

  • 6
  • 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“Our family of 11 took a first time ever family vacation and through extensive internet searching found this awesome villa. It couldn't have been any nicer. Six kids, 4 girls & 2 boys & 5 adults. There was so much room for everyone to hang out. The...”
- Review left on 07/27/2016

$223.00

Excellent (24 reviews)

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from $223.00 / night

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(26)

1 / 20

Kissimmee Townhouse - 15.1 miles away

  • 3
  • 8
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“We really enjoyed our stay and everything was very clean and well taken care of. Only suggestion would be to maybe replace couches in living room as they are very worn out...”
- Review left on 01/13/2017

$98.00

Very Good (26 reviews)

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from $98.00 / night

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(6)

1 / 12

Kissimmee Condo - 16.6 miles away

  • 3
  • 8
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“the location was great, and being without steps was a plus, but I believe that it needs the kitchen to be up-dated. Over all, I really liked everything about the place, except I felt a little up-date for the kitchen would have been better...”
- Review left on 06/28/2015

$102.00

Very Good (6 reviews)

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from $102.00 / night

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