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Kissimmee Villa Rentals - 242 Rentals Available.

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242 Vacation rentals

Filters applied: Villa

(29)

1 / 105

Kissimmee Villa

  • 7
  • 20
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Went to Disney for six days, adults and kids had a blast. The house was in fine condition and the amenities were great. Plenty of room for the 12 of us...”
- Review left on 05/31/2018

$180.00

Very Good (29 reviews)

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from $180.00 / night

(16)

1 / 38

Kissimmee Villa

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

$95.00

Excellent (16 reviews)

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from $95.00 / night

(5)

1 / 22

Kissimmee Villa

  • 6
  • 13
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$195.00

Excellent (5 reviews)

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from $195.00 / night

(30)

Certificate of Excellence

1 / 12

Kissimmee Villa

  • 4
  • 8
  • 4 nights min
  • Nearest beach 105 mi
  • Swimming pool
  • Child friendly

Certificate of Excellence

“We had an awesome time and the owner was a pleasure also the property manager was awesome and prompt. Beautiful home spacious and clean. Convienant to all atractions”
- Review left on 12/20/2016

$100.00

Very Good (30 reviews)

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from $100.00 / night

(1)

1 / 33

Kissimmee Villa

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$100.00

Excellent (1 reviews)

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from $100.00 / night

(2)

1 / 23

Kissimmee Villa

  • 4
  • 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“From the time we viewed this beautiful home on the website, we knew this was the place we wanted to celebrate our 2nd. Anniversary here. This place is decorated with a touch of sophistication and elegance yet it made you feel at home once you walked...”
- Review left on 10/07/2015

$95.00

Very Good (2 reviews)

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from $95.00 / night

(1)

1 / 52

Kissimmee Villa

  • 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

$164.00

Excellent (1 reviews)

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from $164.00 / night

(55)

1 / 51

Kissimmee Villa

  • 5
  • 10
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Thank you for allowing us to stay at your beautiful home this week! Everything was perfect! It was clean, had everything we needed and was convenient to every place we needed to go. Would definitely recommend to anyone needing a place to stay close...”
- Review left on 06/24/2017

$125.00

Excellent (55 reviews)

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from $125.00 / night

(2)

1 / 94

Kissimmee Villa

  • 7
  • 18
  • 3 nights min
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
“This is a big house! Three families would have no problems here and plently of space not to be under each others feet. Close to Disney and main route to all the normal popular attractions. House was clean and tidy, kitchen had everything should you...”
- Review left on 04/20/2015

$164.00

Excellent (2 reviews)

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from $164.00 / night

(3)

1 / 20

Kissimmee Villa

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

$109.00

Very Good (3 reviews)

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from $109.00 / night

(10)

1 / 19

Kissimmee Villa

  • 4
  • 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Accommodation was perfect. We wanted a relaxing weekend getaway and this home more than exceeded our expectations. We will definitely book this house again...”
- Review left on 09/19/2017

$100.00

Very Good (10 reviews)

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from $100.00 / night

(3)

1 / 22

Kissimmee Villa

  • 5
  • 12
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“10 of my family stayed at this Villa. It was perfect so much space. The villa is very well equipped with everything you could possibly need Thank you for a wonderful holiday”
- Review left on 07/11/2016

$165.00

Excellent (3 reviews)

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from $165.00 / night

(17)

1 / 34

Kissimmee Villa

  • 7
  • 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“the home was all that and more, the only dissatisfaction was the games were not working but the kids were still enterained”
- Review left on 08/11/2016

$250.00

Excellent (17 reviews)

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from $250.00 / night

(17)

1 / 18

Kissimmee Villa

  • 4
  • 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“We used the home for 4 days during the Halloween season. It was very clean and well maintained. Easy access to all of the area attractions made this the perfect location for our needs. I would highly recommend this property...”
- Review left on 10/21/2015

$110.00

Very Good (17 reviews)

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from $110.00 / night

1 / 25

Kissimmee Villa

  • 6
  • 14
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$169.00

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from $169.00 / night

(24)

Certificate of Excellence

1 / 64

Kissimmee Villa

  • 4
  • 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Certificate of Excellence

“My wife and I had an enjoyable, relaxing 8 week stay at the villa this past winter and were impressed with the cleanliness while the neighborhood itself is quiet and serene. We were close to a local park with basketball and tennis courts along with...”
- Review left on 03/28/2016

$120.00

Excellent (24 reviews)

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from $120.00 / night

(4)

1 / 29

Kissimmee Villa

  • 6
  • 14
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“We had a wonderful time at this home. The house is spotless and the bedrooms are all very comfortable. The pool is lovely and we also took advantage of having access to the huge clubhouse pool . The commute to Disney was easy and quick. The owner...”
- Review left on 05/16/2016

$195.00

Very Good (4 reviews)

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from $195.00 / night

(15)

Certificate of Excellence

1 / 38

Kissimmee Villa

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

Certificate of Excellence

“This house is everything the ad states and more!! The location is perfect and is so conveniently located to Disney, fantastic mini putts, a beautiful golf course, and restaurants. The lay out of the house is fantastic allowing everyone in your party...”
- Review left on 03/05/2018

$185.00

Excellent (15 reviews)

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from $185.00 / night

(14)

1 / 59

Kissimmee Villa

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

$70.00

Very Good (14 reviews)

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from $70.00 / night

1 / 9

Kissimmee Villa

  • 6
  • 14
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$240.00

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from $240.00 / night

(14)

1 / 18

Kissimmee Villa

  • 3
  • 7
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“We have stayed in several Chatham Park villas in the last 20 years. We have never been disappointed. All villas are clean and well equipped with everything we needed. The decor is always nice and we feel very much at home, only warmer. We are...”
- Review left on 03/26/2018

$135.00

Very Good (14 reviews)

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from $135.00 / night

1 / 86

Kissimmee Villa

  • 7
  • 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 113 mi
  • Swimming pool

$150.00

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from $150.00 / night

(8)

1 / 29

Kissimmee Villa

  • 6
  • 12
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 120 mi
  • Swimming pool
“We went with two families and everyone loved the place! It was close to Disney. Relaxing in the hot tub after a day a Disney was perfect...”
- Review left on 12/23/2017

$160.00

Excellent (8 reviews)

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from $160.00 / night

(1)

1 / 41

Kissimmee Villa

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

$376.00

Excellent (1 reviews)

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from $376.00 / night

(6)

1 / 37

Kissimmee Villa

  • 8
  • 18
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 138 mi
  • Swimming pool

$299.00

Excellent (6 reviews)

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from $299.00 / night

1 / 36

Kissimmee Villa

  • 8
  • 20
  • Min stay varies
  • Child friendly
  • Air conditioning

$299.00

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from $299.00 / night

(19)

1 / 19

Kissimmee Villa

  • 4
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 72 mi
  • Swimming pool
“Our Condo was clean and complete as advertised. The owner was responsive and we had no serious issues during our one month stay. I would do it again...”
- Review left on 03/01/2017

$77.00

Very Good (19 reviews)

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from $77.00 / night

1 / 42

Kissimmee Villa

  • 2
  • 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$147.00

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from $147.00 / night

(5)

Certificate of Excellence

1 / 27

Kissimmee Villa

  • 5
  • 10
  • 3 nights min
  • Nearest beach 77 mi
  • Swimming pool
  • Child friendly

Certificate of Excellence

“The house was wonderful! The home was is in great condition, very clean. Had all the amenities to keep the family busy. The pool was fantastic, with lots of toys for the kiddos, as well as separate pool towels. Lots of extras such as blankets, towels...”
- Review left on 04/03/2014

$121.00

Very Good (5 reviews)

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from $121.00 / night

(12)

1 / 28

Kissimmee Villa

  • 8
  • 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“My wife and I took all four of our children, their spouses and all three of our grandchildren on vacation and stayed in this house which was perfect. We could not have been happier with the home...”
- Review left on 03/14/2015

$209.00

Very Good (12 reviews)

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from $209.00 / night

(9)

1 / 98

Kissimmee Villa

  • 7
  • 16
  • Min stay varies
  • Nearest beach 81 mi
  • Swimming pool
  • Child friendly

$160.00

Very Good (9 reviews)

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from $160.00 / night

(2)

1 / 20

Kissimmee Villa

  • 6
  • 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Our family rented this home and it was exactly what we hoped for. It was spacious, clean and nice place to relax. Thanks Gina for everything...”
- Review left on 08/20/2015

$165.00

Very Good (2 reviews)

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from $165.00 / night

(6)

1 / 27

Kissimmee Villa

  • 5
  • 10
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“My family and I absolutely loved this beautiful home! I must say the property description and photos were accurate and I was very impressed when I arrived. The house appears to be well-maintained and was very clean including the pool and patio areas...”
- Review left on 08/13/2016

$140.00

Excellent (6 reviews)

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from $140.00 / night

(2)

1 / 51

Kissimmee Villa

  • 4
  • 10
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning

$65.00

Average (2 reviews)

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from $65.00 / night

(5)

1 / 14

Kissimmee Villa

  • 3
  • 8
  • 7 nights min
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
“The house was clean and very nice. The pool was so clean. The house has air conditioner, satellite dish 2 TVs. It was great .. And I will definitely stay in it next time I visit Orlando...”
- Review left on 08/24/2016

$90.00

Very Good (5 reviews)

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from $90.00 / night

(30)

1 / 30

Kissimmee Villa

  • 4
  • 8
  • 4 nights min
  • Nearest beach 125 mi
  • Swimming pool
  • Child friendly
“This home is located in a perfect location. We loved that Disney was so close. Our family had a wonderful time. The options are endless. The home has everything you need to enjoy your vacation. The private pool and excellent community centre were...”
- Review left on 02/11/2018

$130.00

Excellent (30 reviews)

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from $130.00 / night

(15)

1 / 24

Kissimmee Villa

  • 6
  • 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“My wife & I have rented homes in Europe ( not a good experience ) & once in USA. ( This one was not even what was advertised ). So you can imagine we were somewhat apprehensive as to what we were going to get for our 10 day stay. This is the real...”
- Review left on 03/13/2017

$143.00

Excellent (15 reviews)

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from $143.00 / night

(8)

1 / 23

Kissimmee Villa

  • 8
  • 19
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“this is a very nice home for big families and is very short drive to Disney world would stay there again”
- Review left on 12/05/2016

$199.00

Very Good (8 reviews)

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from $199.00 / night

(13)

1 / 25

Kissimmee Villa

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

$129.00

Excellent (13 reviews)

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from $129.00 / night

(3)

1 / 30

Kissimmee Villa

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

$260.00

Very Good (3 reviews)

Inquire

from $260.00 / night