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Kissimmee 4+ bedroom Apartments, Vacation Rentals & More - 1801 Rentals Available.

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1,801 Vacation rentals

Filters applied: 4+ Bedrooms

(11)

1 / 33

Kissimmee House

  • 8
  • 22
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 39 minutes

“We loved this home and would definitely book it again when traveling with a large group. Whether you have a toddler or a teenager in your group, this house has everything you?ll need. The pool is awesome and the house was very clean. The location is...”
- Review left on 10/13/2019

$264.00

Excellent (11 reviews)

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from $264.00 / night

(76)

1 / 51

Kissimmee Villa

  • 5
  • 10
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“This home was perfect for us just as it has been for previous stays. We keep coming back to this wonderful home because it accommodates us so well. Thank you again for letting us call this house home for another week...”
- Review left on 02/18/2019

$144.00

Excellent (76 reviews)

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from $144.00 / night

(5)

1 / 29

Kissimmee Villa

  • 6
  • 14
  • 2 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Responds fast! Avg. 51 minutes

“This home was beautiful and clean better than what we thought. The home was conveniently located near shopping centers...”
- Review left on 12/29/2019

$224.00

Very Good (5 reviews)

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from $224.00 / night

(43)

1 / 43

Kissimmee House

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

Responds fast! Avg. 2 hours 42 minutes

“Great location. Near Disney and shops. The owner were very nice ? called to see if everything is o.k, and agreed to a late departure. The view of the lake is wonderful and the pool is great. The kids rooms upstairs was the one thing I liked less....”
- Review left on 10/17/2018

$180.00

Excellent (43 reviews)

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from $180.00 / night

(5)

1 / 50

Kissimmee House

  • 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

(14)

1 / 40

Kissimmee Apartment

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

Responds fast! Avg. 1 hour 4 minutes

“Great value for your money. The condo was very clean. I was really impressed with the unit. There was plenty of space for everyone to spread out and enjoy themselves. It was well stocked with linen. The washer and dryer worked great. Unit has a...”
- Review left on 04/30/2015

$104.00

Very Good (14 reviews)

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from $104.00 / night

(9)

1 / 45

Kissimmee House

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

(22)

1 / 48

Kissimmee Villa

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

Responds fast! Avg. 1 hour 43 minutes

“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

$228.00

Excellent (22 reviews)

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from $228.00 / night

(4)

1 / 50

Kissimmee Villa

  • 7
  • 16
  • 3 nights min
  • Nearest beach 97 mi
  • Swimming pool
  • Child friendly
“The location is great. Close to all the parks. Restaurants and grocery right up the street. The house was fabulous. We had 14 people stay in the house, plenty of room. The pool and hot tub were used every night...”
- Review left on 11/25/2014

$115.00

Excellent (4 reviews)

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from $115.00 / night

(1)

1 / 47

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

$188.00

Excellent (1 reviews)

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from $188.00 / night

(17)

1 / 38

Kissimmee Villa

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

Responds fast! Avg. 3 hours 20 minutes

$109.00

Excellent (17 reviews)

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from $109.00 / night

(4)

1 / 23

Kissimmee Villa

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

Responds fast! Avg. 1 hour 52 minutes

“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

$129.00

Average (4 reviews)

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from $129.00 / night

1 / 94

Kissimmee Villa

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

Responds fast! Avg. 3 hours 20 minutes

$172.00

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from $172.00 / night

(13)

1 / 26

Kissimmee House

  • 7
  • 12
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Our stay was just breathtaking. The best stay ever! For most of us it was our first time experiencing a Vacation home and they definitely suggest to come back again! Everything was in place , everything was clean and well taken care of, the pool was...”
- Review left on 09/12/2017

$252.00

Very Good (13 reviews)

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from $252.00 / night

(27)

1 / 64

Kissimmee Villa

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

$147.00

Excellent (27 reviews)

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from $147.00 / night

(2)

1 / 56

Kissimmee Villa

  • 8
  • 18
  • 3 nights min
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
“We had the best vacation ever and this property was everything a family my size needed and more.. I will recommend this to anyone that I come in contact with because it was so comfortable,convenient,spacious,nicely decorated and it was not far from...”
- Review left on 04/07/2016

$306.00

Average (2 reviews)

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from $306.00 / night

(4)

1 / 27

Kissimmee Villa

  • 5
  • 11
  • min stay varies
  • Nearest beach 115 mi
  • Swimming pool
  • Child friendly

$149.00

Very Good (4 reviews)

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from $149.00 / night

(10)

1 / 40

Kissimmee Villa

  • 6
  • 12
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 120 mi
  • Swimming pool

Responds fast! Avg. 19 minutes

“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

$229.00

Excellent (10 reviews)

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from $229.00 / night

(15)

1 / 59

Kissimmee Villa

  • 4
  • 10
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

Responds fast! Avg. 3 hours 49 minutes

$92.00

Very Good (15 reviews)

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from $92.00 / night

(60)

1 / 41

Kissimmee House

  • 4
  • 8
  • 3 nights min
  • Nearest beach 125 mi
  • Swimming pool
  • Child friendly
“A well equipped, well maintained vacation home. Plenty of room for our group of 4 adults and 3 children. The private pool was great. This was our first experience renting a whole house. We enjoyed our stay...”
- Review left on 03/31/2018

$194.00

Excellent (60 reviews)

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from $194.00 / night

(12)

1 / 19

Kissimmee Villa

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

Responds fast! Avg. 1 hour 42 minutes

“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

$115.00

Very Good (12 reviews)

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from $115.00 / night

(50)

1 / 75

Kissimmee House

  • 4
  • 8
  • 5 nights min
  • Nearest beach 72 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 1 hour 54 minutes

“This house was the perfect setting for our Disney vacation! Each young person in our group of 5 enjoyed having the privacy of having their own bedroom and bathroom. The house was extremely clean, well-equipped and convenient to all! Although we...”
- Review left on 07/13/2018

$172.00

Excellent (50 reviews)

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from $172.00 / night

(15)

1 / 28

Kissimmee House

  • 4
  • 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“The property is perfect. The pictures don't do the pool justice. It is one of the nicest pools you'll see on a vacation property. We had 3 children all 3 and under and it was no problem at all. The drive to Disney was a very quick and easy drive and...”
- Review left on 12/02/2017

$104.00

Excellent (15 reviews)

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from $104.00 / night

(3)

1 / 41

Kissimmee House

  • 6
  • 16
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$401.00

Excellent (3 reviews)

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from $401.00 / night

(6)

1 / 19

Kissimmee House

  • 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

$114.00

Excellent (6 reviews)

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from $114.00 / night

(5)

1 / 84

Kissimmee House

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

Responds fast! Avg. 3 hours 49 minutes

$92.00

Excellent (5 reviews)

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from $92.00 / night

(9)

1 / 19

Kissimmee House

  • 5
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“The house the perfect size for my family. The pool was great. The game room was awesome and had great games. Overall one of the best rental homes you can get...”
- Review left on 11/25/2017

$229.00

Very Good (9 reviews)

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from $229.00 / night

(3)

1 / 41

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

$188.00

Excellent (3 reviews)

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from $188.00 / night

(3)

1 / 63

Kissimmee House

  • 8
  • 20
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 4 minutes

$298.00

Very Good (3 reviews)

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from $298.00 / night

(17)

1 / 31

Kissimmee Villa

  • 7
  • 15
  • 4 nights min
  • Nearest beach 112 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 2 hours 23 minutes

“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

$258.00

Excellent (17 reviews)

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from $258.00 / night

(10)

1 / 108

Kissimmee Villa

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

$207.00

Very Good (10 reviews)

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from $207.00 / night

(6)

1 / 110

Kissimmee House

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

Responds fast! Avg. 3 hours 49 minutes

$92.00

Excellent (6 reviews)

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from $92.00 / night

(28)

1 / 47

Kissimmee Townhouse

  • 4
  • 10
  • min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
“Bom condom?nio, bem localizado e organizado. As casas s?o todas iguais, apenas com um quarto a mais nas maiores. S? n?o dei 5 estrelas devido a cobran?a de U$5 por pacote entregue. Muitas vezes s? descobrimos o n?mero da casa que vamos ficar no dia...”
- Review left on 02/24/2016

$94.00

Very Good (28 reviews)

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from $94.00 / night

(17)

1 / 18

Kissimmee Villa

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

Responds fast! Avg. 3 hours 33 minutes

“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

$138.00

Very Good (17 reviews)

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from $138.00 / night

(4)

1 / 48

Kissimmee Townhouse

  • 4
  • 10
  • min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
“I and my family members had a great time staying at this location and will stay here again in the future. I read reviews and agree that the location to Disney parks and nearby shopping centers is what gave us a wonderful vacation. Lynda, owner of...”
- Review left on 09/14/2016

$94.00

Very Good (4 reviews)

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from $94.00 / night

(13)

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

$240.00

Very Good (13 reviews)

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from $240.00 / night

(10)

1 / 32

Kissimmee House

  • 8
  • 22
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“We absolutely loved this vacation home and would definitely go back! All adult rooms had king size beds and were very comfortable. The variety of different themed rooms were so fun and well thought out with so many things in each room to do....”
- Review left on 06/15/2016

$457.00

Excellent (10 reviews)

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from $457.00 / night

(5)

1 / 51

Kissimmee Villa

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

Responds fast! Avg. 18 minutes

“Spent 5 days here and loved that it was in a gated community, made it for a worry free stay. We didn't get to experience much of the amenities at the community but did see there was multiple pools, a tennis court and volleyball area as well as...”
- Review left on 11/30/2019

$81.00

Very Good (5 reviews)

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from $81.00 / night

(14)

1 / 40

Kissimmee House

  • 8
  • 22
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“The whole experience from start to finish was stellar! The sweet young lady on the phone setting everything up was very helpful and accommodating. The house had sooooo many very cool details everywhere. We will definitely be back if they have us...”
- Review left on 11/08/2016

$686.00

Excellent (14 reviews)

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from $686.00 / night

(3)

1 / 24

Kissimmee Villa

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

Responds fast! Avg. 3 hours 45 minutes

$137.00

Very Good (3 reviews)

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from $137.00 / night