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Haines City Vacation Rentals & Cabin Rentals with Swimming Pool - 2588 Rentals Available.

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2,588 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

(13)

1 / 14

Haines City Villa

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

Responds fast! Avg. 2 hours 6 minutes

“This is a very nice and well maintained Villa. The minute you walk into the door you will feel the luxury of a home away from home feeling.I had the pleasure of renting this unit while on vacation with my wife and kids to visit Disney World.The...”
- Review left on 07/29/2016

$141.00

Excellent (13 reviews)

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from $141.00 / 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)

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 38 minutes

Certificate of Excellence

“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

(4)

1 / 24

Haines City Villa

  • 5
  • 11
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“We stayed at this property for 3 weeks. This home is just as described, the pool area and games room were thoughly enjoyed by all of us. There is plenty of room throughout the villa and ideal for a large group. We were very lucky with the weather and...”
- Review left on 01/12/2016

$264.00

Average (4 reviews)

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from $264.00 / night

1 / 24

Haines City Villa

  • 6
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$189.00

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from $189.00 / night

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

(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

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 / 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 / 35

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 / 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

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 / 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

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 / 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

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 / 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

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

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

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

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 / 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

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

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

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

(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 / 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

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

1 / 34

Davenport Villa - 4.4 miles away

  • 9
  • 24
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 2 hours 56 minutes

$327.00

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from $327.00 / night

(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

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

(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 18 minutes

$281.00

Average (4 reviews)

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from $281.00 / night

(1)

1 / 27

Four Corners Villa - 18.1 miles away

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

Responds fast! Avg. 1 hour 22 minutes

“Beautifully clean house. Clean neighborhood. Close to Wal Mart. High ceilings, spacious feel. Private pool. Bring a bed topper if you need a plush mattress. All light switches were labeled, a wonderful help. Directions to the DVD player would have...”
- Review left on 08/16/2015

$183.00

Very Good (1 reviews)

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from $183.00 / night

(3)

1 / 21

Four Corners Apartment - 15.1 miles away

  • 2
  • 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 29 minutes

$102.00

Very Good (3 reviews)

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from $102.00 / night