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Haines City Vacation Rentals & Cabin Rentals with Swimming Pool - 1589 Rentals Available.

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1,589 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)

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 / 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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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
  • 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)

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

(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

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(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

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(4)

1 / 12

Davenport Villa - 9.9 miles away

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

Responds fast! Avg. 2 hours 16 minutes

“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

$229.00

Excellent (4 reviews)

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from $229.00 / night

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(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. 2 hours 22 minutes

$91.00

Excellent (3 reviews)

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from $91.00 / 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. 1 hour 34 minutes

$233.00

Excellent (5 reviews)

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from $233.00 / night

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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

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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. 2 hours 27 minutes

$147.00

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from $147.00 / night

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(10)

1 / 17

Davenport Villa - 12.5 miles away

  • 4
  • 8
  • 5 nights min
  • Nearest beach 100 mi
  • Swimming pool
  • Ask about children
“From the moment I made an enquiry regarding the villa, the owners responded immediately to any questions I asked and when it came to us going on holiday we were given all the information we needed on how to get to the villa to how to get to...”
- Review left on 03/01/2015

$115.00

Very Good (10 reviews)

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from $115.00 / 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. 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

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(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

$98.00

Excellent (6 reviews)

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from $98.00 / 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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1 / 42

Four Corners Villa - 15.2 miles away

  • 7
  • 16
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$172.00

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from $172.00 / night

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(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

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(23)

1 / 27

Davenport House - 10.3 miles away

  • 4
  • 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 77 mi
  • Swimming pool
“better than we expected. Nice quiet house, very clean. Great house for kids with pool and BBQ, peaceful surroundings, everything worked great, lots of kitchen wear and linens, nice to have tvs in bedrooms too. highly recommend this house...”
- Review left on 05/14/2016

$144.00

Excellent (23 reviews)

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from $144.00 / night

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(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

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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

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(1)

1 / 21

Kissimmee Townhouse - 18.2 miles away

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

$91.00

Very Good (1 reviews)

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from $91.00 / night

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1 / 5

Davenport Villa - 10 miles away

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

$176.00

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from $176.00 / night

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(4)

1 / 31

Kissimmee House - 14.7 miles away

  • 4
  • 10
  • 3 nights min
  • Nearest beach 72 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 3 hours 11 minutes

“This home is both beautiful and clean with plenty to do. It was so nice to relax while the children played pool and air hockey. We all loved the pool and hot tub! It was also nice having two bedrooms with bathrooms in them! The other two bedrooms...”
- Review left on 09/03/2015

$137.00

Very Good (4 reviews)

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from $137.00 / night

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(3)

1 / 24

Kissimmee Villa - 14.8 miles away

  • 4
  • 10
  • 3 nights min
  • Nearest beach 72 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 3 hours 11 minutes

$137.00

Very Good (3 reviews)

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from $137.00 / night

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(18)

1 / 27

Four Corners Villa - 14.7 miles away

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

Responds fast! Avg. 54 minutes

“The house was extremely clean, very comfortable and perfect for our family. It was ready when we got to Florida and it had everything we needed while we were on vacation. I received my deposit back as soon as I got home and the owner was very nice...”
- Review left on 02/17/2017

$149.00

Excellent (18 reviews)

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from $149.00 / night

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(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

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1 / 13

Reunion House - 14.7 miles away

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

$219.00

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from $219.00 / night

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