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Kissimmee 4+ bedroom Apartments, Vacation Rentals & More - 3283 Rentals Available.

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3,283 Vacation rentals

Filters applied: 4+ Bedrooms

(58)

1 / 51

Kissimmee Villa

  • 5
  • 10
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Great big house Excellent location for parks Very reasonable Owner gave great directions for when you show up Also pool really came in handy”
- Review left on 06/28/2018

$125.00

Excellent (58 reviews)

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from $125.00 / night

(42)

1 / 36

Kissimmee House

  • 4
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$150.00

Excellent (42 reviews)

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from $150.00 / 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

(6)

1 / 22

Kissimmee Villa

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

Responds fast! Avg. 1 hour 6 minutes

$195.00

Excellent (6 reviews)

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from $195.00 / night

(12)

1 / 26

Kissimmee House

  • 7
  • 16
  • min stay varies
  • 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

$150.00

Very Good (12 reviews)

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from $150.00 / night

(20)

1 / 16

Kissimmee Villa

  • 7
  • 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“The property itself was very nice with a few small problems. We had to purchase an HDMI cable in order to view the TV in the family room which we left on the set. The lamp in the family room was damaged by a previous renter and inoperable. Upstairs...”
- Review left on 04/15/2018

$143.00

Excellent (20 reviews)

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from $143.00 / night

(52)

1 / 41

Kissimmee House

  • 4
  • 8
  • min stay varies
  • Nearest beach 125 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 1 hour 9 minutes

“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

$119.00

Excellent (52 reviews)

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from $119.00 / night

(6)

1 / 37

Kissimmee Villa

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

Responds fast! Avg. 1 hour 5 minutes

$299.00

Excellent (6 reviews)

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from $299.00 / night

(1)

1 / 49

Kissimmee House

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

Responds fast! Avg. 3 hours 37 minutes

$250.00

Excellent (1 reviews)

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from $250.00 / night

(9)

1 / 43

Kissimmee House

  • 8
  • 18
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 45 minutes

“This vacation home is absolutely beautiful! It looks identical to the pictures on the website. We stayed at the Reunion Emperor in March 2017 for a total of 8 nights. Our group consisted of 6 adults and 7 children - three families all under one...”
- Review left on 01/20/2018

$280.00

Excellent (9 reviews)

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from $280.00 / night

(5)

Certificate of Excellence

1 / 27

Kissimmee Villa

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

Responds fast! Avg. 2 hours 29 minutes

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

(2)

1 / 18

Kissimmee House

  • 8
  • 19
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$199.00

Excellent (2 reviews)

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from $199.00 / night

(29)

1 / 19

Kissimmee House

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

Responds fast! Avg. 2 hours 24 minutes

“We had a last minute vacation opportunity and Sheryl was so accommodating and excellent and we loved her place! We had 5 kids and 2 adults and there was tons of space to relax and have private space. The pool was amazing!! It was the perfect temp and...”
- Review left on 07/07/2018

$119.00

Very Good (29 reviews)

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from $119.00 / night

1 / 86

Kissimmee Villa

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

Responds fast! Avg. 1 hour 30 minutes

$150.00

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from $150.00 / night

(9)

1 / 29

Kissimmee Villa

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

Responds fast! Avg. 54 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

$100.00

Excellent (9 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

(9)

1 / 33

Kissimmee House

  • 6
  • 15
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 54 minutes

“We've stayed in a lot of vacation homes in this area over the last 20 years and I have to say that this was one of the best equipped that we've ever stayed in. The house has been recently renovated and everything was very nice and clean. The pool is...”
- Review left on 03/11/2017

$189.00

Excellent (9 reviews)

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from $189.00 / night

(2)

1 / 4

Kissimmee Townhouse

  • 4
  • 8
  • 4 nights min
  • Nearest beach 120 mi
  • Child friendly
  • Air conditioning

Responds fast! Avg. 2 hours 55 minutes

“We had an amazing time spending our week here, we had a family of 7 who stayed here and it accommodated all of us very well.It was very well kept and very clean. Its not to far from all attractions and grocery stores etc. We had an amazing time at...”
- Review left on 08/25/2015

$80.00

Excellent (2 reviews)

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from $80.00 / night

(19)

1 / 19

Kissimmee Villa

  • 4
  • 10
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 72 mi
  • Swimming pool

Responds fast! Avg. 35 minutes

“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

$68.00

Very Good (19 reviews)

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from $68.00 / night

(2)

1 / 20

Kissimmee Villa

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

Responds fast! Avg. 33 minutes

“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

(22)

1 / 41

Kissimmee Villa

  • 7
  • 16
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Our family had a wonderful time for our 1st Thanksgiving getaway. We had enough room for our family. Close to a Walmart and had lots of stores to chose from for Black Friday. Thanks Again...”
- Review left on 12/01/2015

$203.00

Very Good (22 reviews)

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from $203.00 / night

(43)

1 / 57

Kissimmee House

  • 6
  • 12
  • 4 nights min
  • Nearest beach 113 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 3 hours 19 minutes

$220.00

Excellent (43 reviews)

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from $220.00 / night

(14)

Certificate of Excellence

1 / 12

Kissimmee House

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

Certificate of Excellence

“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

$80.00

Excellent (14 reviews)

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from $80.00 / night

(2)

1 / 39

Kissimmee Villa

  • 7
  • 18
  • min stay varies
  • 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

$131.00

Excellent (2 reviews)

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from $131.00 / night

(14)

1 / 33

Kissimmee Apartment

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

Responds fast! Avg. 3 hours 37 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

$80.00

Very Good (14 reviews)

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from $80.00 / night

(2)

1 / 51

Kissimmee Villa

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

$50.00

Average (2 reviews)

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from $50.00 / night

(15)

1 / 59

Kissimmee Villa

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

Responds fast! Avg. 1 hour 58 minutes

$70.00

Very Good (15 reviews)

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from $70.00 / night

(56)

1 / 64

Kissimmee House

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“My grandson was invited to Select 30 at ESPN. Graham told me this house was only 15 minutes away. This house is a perfect location for Disney facilities. Once out of the subdivision, you make one turn and you are at Disney. We enjoyed the pool at...”
- Review left on 08/31/2017

$114.00

Excellent (56 reviews)

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from $114.00 / night

(17)

1 / 32

Kissimmee Villa

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

Responds fast! Avg. 2 hours 14 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

$200.00

Excellent (17 reviews)

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from $200.00 / 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

(2)

1 / 23

Kissimmee Villa

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

Responds fast! Avg. 56 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

$95.00

Very Good (2 reviews)

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from $95.00 / night

1 / 18

Kissimmee House

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

$230.00

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from $230.00 / night

(41)

Certificate of Excellence

1 / 75

Kissimmee House

  • 4
  • 8
  • min stay varies
  • Nearest beach 72 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 1 hour 32 minutes

Certificate of Excellence

“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

$130.00

Excellent (41 reviews)

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from $130.00 / night

(4)

1 / 29

Kissimmee Villa

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

Responds fast! Avg. 1 hour 5 minutes

“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

(9)

1 / 47

Kissimmee House

  • 4
  • 8
  • 4 nights min
  • Nearest beach 122 mi
  • Swimming pool
  • Child friendly
“We really enjoyed this home. It was a nice break from the busyness of the Disney parks. We loved having an entire house to relax in rather than a hotel room, especially since we are a family of 6. The pool was nice as well, we loved having it all...”
- Review left on 11/30/2016

$130.00

Very Good (9 reviews)

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from $130.00 / night

(1)

1 / 25

Kissimmee House

  • 6
  • 12
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“The house was beautiful. It was clean when we arrived and in very good condition. Everyone enjoyed the playroom. The house is very spacious. I would love to visit this house again when I come back to the area. Would love to see a larger television...”
- Review left on 12/04/2013

$183.00

Very Good (1 reviews)

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from $183.00 / night

(2)

1 / 66

Kissimmee House

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

$395.00

Excellent (2 reviews)

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from $395.00 / night

(9)

1 / 19

Kissimmee House

  • 5
  • 12
  • 3 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

$120.00

Very Good (9 reviews)

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from $120.00 / night

(7)

1 / 52

Kissimmee Townhouse

  • 4
  • 8
  • min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
“What an amazing home, comfort and just a home away from home. Kids thoroughly enjoyed the splash pool and took advantage of it numerous times and thought they had died and gone to heaven in this very comfortable home. We have recommended it to many...”
- Review left on 05/03/2012

$59.00

Excellent (7 reviews)

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from $59.00 / night

(1)

1 / 60

Kissimmee Villa

  • 7
  • 14
  • min stay varies
  • 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

$131.00

Excellent (1 reviews)

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from $131.00 / night