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Kissimmee 4+ bedroom Apartments, Vacation Rentals & More - 2789 Rentals Available.

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2,789 Vacation rentals

Filters applied: 4+ Bedrooms

(4)

1 / 47

Kissimmee Townhouse

  • 4
  • 10
  • 3 nights min
  • 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

$79.00

Very Good (4 reviews)

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from $79.00 / night

(57)

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 (57 reviews)

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from $125.00 / night

(4)

1 / 29

Kissimmee Villa

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

Responds fast! Avg. 57 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

$196.00

Very Good (4 reviews)

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from $196.00 / 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

(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

(7)

1 / 51

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

$79.00

Excellent (7 reviews)

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from $79.00 / night

(5)

1 / 84

Kissimmee House

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

Responds fast! Avg. 2 hours 16 minutes

$70.00

Excellent (5 reviews)

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from $70.00 / night

1 / 35

Kissimmee House

  • 4
  • 11
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 23 minutes

$95.00

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from $95.00 / night

(15)

Certificate of Excellence

1 / 38

Kissimmee Villa

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

Responds fast! Avg. 3 hours 2 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

$199.00

Excellent (15 reviews)

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from $199.00 / 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

$200.00

Very Good (12 reviews)

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from $200.00 / night

(62)

1 / 38

Kissimmee House

  • 6
  • 19
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Renting this vacation rental home was the best choice our family could do. Since day 1st when we decide to start looking for a vacation rental the owner Mr. Beck, got back to me and made all the process so smooth and easy to handle. He is the most...”
- Review left on 01/19/2017

$99.00

Excellent (62 reviews)

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from $99.00 / night

(17)

1 / 38

Kissimmee Villa

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

Responds fast! Avg. 1 hour 19 minutes

$95.00

Excellent (17 reviews)

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from $95.00 / night

(51)

1 / 41

Kissimmee House

  • 4
  • 8
  • 3 nights min
  • Nearest beach 125 mi
  • Swimming pool
  • Child friendly

Responds fast! Avg. 1 hour 3 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

$115.00

Excellent (51 reviews)

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from $115.00 / 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

(4)

1 / 71

Kissimmee Villa

  • 7
  • 16
  • 3 nights min
  • 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

$183.00

Excellent (4 reviews)

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from $183.00 / night

(13)

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 (13 reviews)

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from $80.00 / night

(33)

Certificate of Excellence

1 / 12

Kissimmee Villa

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

Responds fast! Avg. 2 hours 4 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

$100.00

Very Good (33 reviews)

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from $100.00 / night

(2)

1 / 94

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

$164.00

Excellent (2 reviews)

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from $164.00 / night

(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

$179.00

Very Good (29 reviews)

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from $179.00 / night

(6)

1 / 22

Kissimmee Villa

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

Responds fast! Avg. 1 hour 15 minutes

$196.00

Excellent (6 reviews)

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from $196.00 / night

1 / 45

Kissimmee Villa

  • 10
  • 20
  • min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly

$526.00

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from $526.00 / night

(28)

1 / 19

Kissimmee House

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

Responds fast! Avg. 2 hours 27 minutes

“The property was beautiful. The amenities were awesome. The property was spacious and cozy. It could use a little carpet cleaning and a few more places to hang towels. The weather was too cool for us to enjoy the pool. Was located in a great...”
- Review left on 01/05/2017

$119.00

Very Good (28 reviews)

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from $119.00 / night

(8)

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

$160.00

Excellent (8 reviews)

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from $160.00 / night

(55)

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 (55 reviews)

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from $114.00 / night

(6)

1 / 110

Kissimmee House

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

Responds fast! Avg. 2 hours 16 minutes

$75.00

Excellent (6 reviews)

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from $75.00 / night

(1)

1 / 41

Kissimmee Villa

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

$395.00

Excellent (1 reviews)

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from $395.00 / night

1 / 86

Kissimmee Villa

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

Responds fast! Avg. 1 hour 19 minutes

$150.00

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from $150.00 / 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

(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

1 / 21

Kissimmee Townhouse

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

Responds fast! Avg. 1 hour 52 minutes

$39.00

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from $39.00 / 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

(14)

1 / 59

Kissimmee Villa

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

Responds fast! Avg. 2 hours 16 minutes

$70.00

Very Good (14 reviews)

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from $70.00 / 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

1 / 18

Kissimmee House

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

$230.00

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from $230.00 / 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

(40)

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

$140.00

Excellent (40 reviews)

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from $140.00 / night

(19)

1 / 19

Kissimmee Villa

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

Responds fast! Avg. 45 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

$77.00

Very Good (19 reviews)

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from $77.00 / 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 / 38

Kissimmee House

  • 6
  • 12
  • min stay varies
  • Child friendly

Responds fast! Avg. 1 hour 29 minutes

$160.00

Excellent (2 reviews)

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from $160.00 / night

(10)

1 / 19

Kissimmee Villa

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

Responds fast! Avg. 54 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

$100.00

Very Good (10 reviews)

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from $100.00 / night