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Kissimmee 4+ bedroom Apartments, Vacation Rentals & More - 3079 Rentals Available.

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3,079 Vacation rentals

Filters applied: 4+ Bedrooms

(62)

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

$144.00

Excellent (62 reviews)

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from $144.00 / night

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(10)

1 / 33

Kissimmee House

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

Responds fast! Avg. 2 hours 8 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 (10 reviews)

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from $189.00 / night

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(4)

1 / 29

Kissimmee Villa

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

Responds fast! Avg. 49 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

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1 / 9

Kissimmee Villa

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

$287.00

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from $287.00 / night

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(14)

1 / 40

Kissimmee Apartment

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

Responds fast! Avg. 2 hours 3 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

$98.00

Very Good (14 reviews)

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from $98.00 / night

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(43)

1 / 36

Kissimmee House

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

$150.00

Excellent (43 reviews)

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from $150.00 / night

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(57)

1 / 64

Kissimmee House

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

Responds fast! Avg. 3 hours 5 minutes

“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

$131.00

Excellent (57 reviews)

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from $131.00 / night

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(8)

Certificate of Excellence

1 / 33

Kissimmee House

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

Certificate of Excellence

“All around great stay. Bob and Diane were extremely helpful. Would highly recommend them for your vacation needs...”
- Review left on 07/29/2018

$98.00

Excellent (8 reviews)

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from $98.00 / night

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(15)

1 / 43

Kissimmee House

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

Responds fast! Avg. 1 hour 31 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

$327.00

Excellent (15 reviews)

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from $327.00 / night

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(3)

1 / 23

Kissimmee Villa

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

Responds fast! Avg. 2 hours 11 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

$109.00

Average (3 reviews)

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from $109.00 / night

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(17)

1 / 38

Kissimmee Villa

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

Responds fast! Avg. 1 hour 19 minutes

$109.00

Excellent (17 reviews)

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from $109.00 / night

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(1)

1 / 63

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

$157.00

Excellent (1 reviews)

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from $157.00 / night

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1 / 86

Kissimmee Villa

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

Responds fast! Avg. 1 hour 19 minutes

$172.00

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from $172.00 / night

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1 / 18

Kissimmee House

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

$264.00

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from $264.00 / night

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(17)

Certificate of Excellence

1 / 38

Kissimmee Villa

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

Responds fast! Avg. 1 hour 21 minutes

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

$228.00

Excellent (17 reviews)

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from $228.00 / night

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(3)

1 / 18

Kissimmee House

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

$228.00

Excellent (3 reviews)

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from $228.00 / night

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(31)

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

$137.00

Very Good (31 reviews)

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from $137.00 / night

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(4)

1 / 30

Kissimmee Villa

  • 7
  • 16
  • min stay varies
  • Nearest beach 90 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

$164.00

Excellent (4 reviews)

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from $164.00 / night

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(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

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(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

$172.00

Very Good (12 reviews)

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from $172.00 / night

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(9)

Certificate of Excellence

1 / 29

Kissimmee Villa

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

Responds fast! Avg. 35 minutes

Certificate of Excellence

“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 (9 reviews)

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from $229.00 / night

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(6)

Certificate of Excellence

1 / 25

Kissimmee House

  • 4
  • 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 13 minutes

Certificate of Excellence

“We were quite happy with our stay. The house was clean and comfortable. The pool however was not cleaned prior to us coming so we were unable to use it out first week. They came and cleaned it after calling about it. The area was also quiet and...”
- Review left on 08/02/2018

$109.00

Very Good (6 reviews)

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from $109.00 / night

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(13)

1 / 20

Kissimmee House

  • 5
  • 12
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“This finely appointed home provided just the oasis we needed after busy days at the parks and shopping spots of Orlando. Home is spacious, clean, well decorated. The beds were super comfy, lots of linens at our disposal. The pool and hot tub...”
- Review left on 01/01/2017

$171.00

Very Good (13 reviews)

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from $171.00 / night

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(13)

1 / 25

Kissimmee Villa

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

$148.00

Excellent (13 reviews)

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from $148.00 / night

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(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

$228.00

Very Good (8 reviews)

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from $228.00 / night

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(55)

1 / 41

Kissimmee House

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

Responds fast! Avg. 2 hours 34 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

$137.00

Excellent (55 reviews)

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from $137.00 / night

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(15)

1 / 59

Kissimmee Villa

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

Responds fast! Avg. 47 minutes

$81.00

Very Good (15 reviews)

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from $81.00 / night

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(35)

Certificate of Excellence

1 / 12

Kissimmee Villa

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

Responds fast! Avg. 3 hours 23 minutes

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

$126.00

Very Good (35 reviews)

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from $126.00 / night

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(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

$92.00

Excellent (14 reviews)

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from $92.00 / night

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(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

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(9)

1 / 22

Kissimmee Villa

  • 6
  • 13
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 55 minutes

$224.00

Excellent (9 reviews)

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from $224.00 / night

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(24)

Certificate of Excellence

1 / 64

Kissimmee Villa

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

Responds fast! Avg. 2 hours 47 minutes

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

$126.00

Excellent (24 reviews)

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from $126.00 / night

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(2)

1 / 38

Kissimmee House

  • 6
  • 12
  • min stay varies
  • Child friendly

Responds fast! Avg. 1 hour 30 minutes

$184.00

Excellent (2 reviews)

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from $184.00 / night

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(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 27 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

$161.00

Excellent (41 reviews)

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from $161.00 / night

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(12)

Certificate of Excellence

1 / 19

Kissimmee Villa

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

Responds fast! Avg. 54 minutes

Certificate of Excellence

“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

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(4)

1 / 22

Kissimmee House

  • 6
  • 15
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“The house is extremely comfortable and accommodating. We had 6 adults and 3 children and there was plenty of room. The home is very clean overall and had lots of the essentials. For anything extra you may need there are tons of local shopping...”
- Review left on 11/17/2017

$172.00

Excellent (4 reviews)

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from $172.00 / night

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(4)

1 / 18

Kissimmee Villa

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

$125.00

Very Good (4 reviews)

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from $125.00 / night

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(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

$343.00

Excellent (6 reviews)

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from $343.00 / night

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(9)

Certificate of Excellence

1 / 19

Kissimmee House

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

Certificate of Excellence

“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

$121.00

Very Good (9 reviews)

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from $121.00 / night

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(5)

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

$92.00

Excellent (5 reviews)

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from $92.00 / night

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