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Kissimmee 4+ bedroom Apartments, Vacation Rentals & More - 323 Rentals Available.

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323 Vacation rentals

Filters applied: 4 Bedrooms

(31)

1 / 75

Kissimmee House

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

$140

Excellent (31 reviews)

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from $140 / night

(43)

1 / 64

Kissimmee House

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

$122

Excellent (43 reviews)

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from $122 / night

(13)

1 / 38

Kissimmee Villa

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

$95

Excellent (13 reviews)

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from $95 / night

(5)

1 / 98

Kissimmee House

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

$49

Excellent (5 reviews)

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from $49 / night

(25)

1 / 12

Kissimmee Villa

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

$110

Very Good (25 reviews)

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from $110 / night

1 / 57

Kissimmee House

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

$122

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from $122 / night

(13)

1 / 59

Kissimmee Villa

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

$69

Very Good (13 reviews)

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from $69 / night

(41)

1 / 36

Kissimmee House

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

$150

Excellent (41 reviews)

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from $150 / night

(3)

1 / 62

Kissimmee House

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

$39

Excellent (3 reviews)

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from $39 / night

(2)

1 / 20

Kissimmee House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“The Kennedy 1 has everything you need to enjoy a family vacation. Bob and Diane were easy to book with and to get in contact with during our stay. The house comes equipped with everything you need and is a 10 minutes drive away from restaurants...”
- Review left on 08/06/2016

$75

Excellent (2 reviews)

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from $75 / night

(27)

1 / 21

Kissimmee Villa

  • 4
  • 10
  • 1 night min
  • Swimming pool
  • Ask about children
  • Air conditioning
“This house was absolutely perfect! It was clean and comfortable. We loved having everything on the main floor it was so convenient. Perfect location...”
- Review left on 05/16/2016

$115

Very Good (27 reviews)

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from $115 / night

(13)

1 / 33

Kissimmee Apartment

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

Very Good (13 reviews)

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from $80 / night

(46)

1 / 41

Kissimmee House

  • 4
  • 8
  • 4 nights min
  • Nearest beach 125 mi
  • Swimming pool
  • Ask about children
“Had a wonderful vacation week. The vacation home is very clean and has everything needed for a great vacation. Next time we visit the Orlando area, we would definitely want to stay at Debbie's Florida Retreat. Thank you again...”
- Review left on 03/15/2017

$125

Excellent (46 reviews)

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from $125 / night

1 / 21

Kissimmee Townhouse

  • 4
  • 10
  • Min stay varies
  • Child friendly
  • Air conditioning

$39

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from $39 / night

(26)

1 / 17

Kissimmee Townhouse

  • 4
  • 8
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“This place was beyond what we expected, have stayed in other rental places and this has been the best one yet”
- Review left on 02/06/2017

$94

Excellent (26 reviews)

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from $94 / night

(3)

1 / 11

Kissimmee Villa

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“We enjoyed really enjoyed our time at this house. We are a retired couple who usually stay close to the beach but decided to go central for a change. From the initial contact with Angela everything went smoothly. Jane and Mark who look after your...”
- Review left on 04/08/2015

$110

Very Good (3 reviews)

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from $110 / night

(4)

1 / 24

Kissimmee House

  • 4
  • 8
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“The home upon arrival shows well and located in a good neighbourhod. The rooms are clean and well maintained. I would book again without hesitation...”
- Review left on 02/09/2017

$135

Excellent (4 reviews)

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from $135 / night

(20)

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

$120

Excellent (20 reviews)

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from $120 / night

1 / 10

Kissimmee Villa

  • 4
  • 8
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$125

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from $125 / night

(5)

1 / 12

Kissimmee Townhouse

  • 4
  • 8
  • Min stay varies
  • Ask about children
  • Air conditioning
“Just wanted to say THANK YOU so much for an awesome experience with your property. The house was beautiful and made us feel right at home. After receiving assistance with turning the jacuzzi on and off we wish we had thought to pay additional for...”
- Review left on 03/29/2011

$79

Excellent (5 reviews)

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from $79 / night

(1)

1 / 42

Kissimmee Apartment

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

$99

Excellent (1 reviews)

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from $99 / night

(2)

1 / 71

Kissimmee House

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

$29

Average (2 reviews)

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from $29 / night

(9)

1 / 39

Kissimmee House

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

$100

Very Good (9 reviews)

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from $100 / night

(7)

1 / 12

Kissimmee House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“We had an amazing time at this home on our vacation. Very clean and comfortable, loved the pool and hot tub. Highly recommend. The owners were so nice and easy to reach”
- Review left on 11/28/2016

$75

Excellent (7 reviews)

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from $75 / night

1 / 18

Kissimmee Villa

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $164 / night

(7)

1 / 27

Kissimmee Townhouse

  • 4
  • 8
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet 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

$82

Excellent (7 reviews)

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from $82 / night

(2)

1 / 52

Kissimmee House

  • 4
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$165

Excellent (2 reviews)

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from $165 / night

(18)

1 / 19

Kissimmee Villa

  • 4
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 72 mi
  • Child friendly
“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

$73

Very Good (18 reviews)

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from $73 / night

(6)

1 / 19

Kissimmee Villa

  • 4
  • 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“This place was more than enough room for the 6 of us. House had everything needed for a weeks stay, from linen to appliances to to prepare and make nightly meals. If I had to change anything I would equipped the smaller three bedrooms with overhead...”
- Review left on 07/20/2016

$100

Excellent (6 reviews)

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from $100 / night

(7)

1 / 33

Kissimmee Villa

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“Stayed here recently and was very impressed with the cleanliness of the townhouse we rented, the amenities, safety and proximity to Disney, grocery, pharmacy etc Was exactly as described and really appreciated the keyless entry do didn't have to deal...”
- Review left on 02/25/2016

$105

Very Good (7 reviews)

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from $105 / night

(1)

1 / 100

Kissimmee Villa

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

$29

Very Good (1 reviews)

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from $29 / night

(27)

1 / 24

Kissimmee Villa

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“I loved this place and the owner, Sam, was awesome to deal with. We played in the pool, played in the garage where they had a pool table and a dart board, and the dogs played in the small fenced in yard. The bedrooms are huge and each of us had our...”
- Review left on 09/12/2016

$100

Very Good (27 reviews)

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from $100 / night

(1)

1 / 13

Kissimmee Villa

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“Linda and Laurie were wonderful to deal with. Very accommodating. We were 2 families who shared this property which had all of the amenities of home. Two of the bedrooms had their own ensuite which made it very practical for the adults. We had...”
- Review left on 03/16/2012

$100

Excellent (1 reviews)

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from $100 / night

(2)

1 / 15

Kissimmee Villa

  • 4
  • 8
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“Hello, I have stayed myself and my family in this beautiful villa for almost week week. We have very much enjoyed our stay using all the amenities a specialy the pool and the spa. I will go back every year. I strongly recommend this villa to whom...”
- Review left on 03/25/2016

$115

Excellent (2 reviews)

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from $115 / night

(11)

1 / 28

Kissimmee House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“nice layout. well stocked kitchen. pool needed a little more attention. property manager very responsive...”
- Review left on 02/27/2017

$125

Excellent (11 reviews)

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from $125 / night

1 / 19

Kissimmee Condo

  • 4
  • 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

$95

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from $95 / night

1 / 14

Kissimmee House

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

$110

Book

from $110 / night

(17)

1 / 18

Kissimmee Villa

  • 4
  • 8
  • Min stay varies
  • 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

$100

Very Good (17 reviews)

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from $100 / night

(3)

1 / 30

Kissimmee House

  • 4
  • 10
  • 3 nights min
  • Nearest beach 72 mi
  • Swimming pool
  • Child friendly
“This home is both beautiful and clean with plenty to do. It was so nice to relax while the children played pool and air hockey. We all loved the pool and hot tub! It was also nice having two bedrooms with bathrooms in them! The other two bedrooms...”
- Review left on 09/03/2015

$105

Very Good (3 reviews)

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from $105 / night

(28)

1 / 35

Kissimmee Townhouse

  • 4
  • 10
  • 3 nights min
  • Ask about children
  • Air conditioning
  • Pet 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

$82

Very Good (28 reviews)

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from $82 / night