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Kissimmee 4+ bedroom Apartments, Vacation Rentals & More - 418 Rentals Available.

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418 Vacation rentals

Filters applied: 4+ Bedrooms

(33)

1 / 75

Kissimmee House

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

$140

Excellent (33 reviews)

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from $140 / night

(4)

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 (4 reviews)

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from $75 / 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

(14)

1 / 38

Kissimmee Villa

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

$95

Excellent (14 reviews)

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from $95 / night

(6)

1 / 26

Kissimmee House

  • 7
  • 16
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Everything at the house was perfect. Clean and running properly. Kids were kept busy with game systems and pool tables. Wish there were more selection of bigger sauce pots. But other then that no complaints...”
- Review left on 08/11/2015

$180

Very Good (6 reviews)

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from $180 / night

(1)

1 / 45

Kissimmee House

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

$289

Excellent (1 reviews)

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from $289 / night

1 / 57

Kissimmee House

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

$122

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from $122 / night

(23)

1 / 44

Kissimmee House

  • 7
  • 15
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

$250

Excellent (23 reviews)

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from $250 / night

(1)

1 / 100

Kissimmee Villa

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

$64

Very Good (1 reviews)

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from $64 / 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

1 / 41

Kissimmee House

  • 6
  • 14
  • Min stay varies
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly

$150

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from $150 / 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

(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

(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

(12)

1 / 24

Kissimmee House

  • 5
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • 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

$109

Very Good (12 reviews)

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from $109 / night

(26)

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

$100

Very Good (26 reviews)

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from $100 / night

(5)

Certificate of Excellence

1 / 37

Kissimmee Villa

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

Certificate of Excellence

$299

Excellent (5 reviews)

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from $299 / night

(2)

1 / 37

Kissimmee House

  • 6
  • 14
  • Min stay varies
  • Nearest beach 114 mi
  • Swimming pool
  • Child friendly
“We loved our recent trip to Florida with family. Some flew in and some drove. We loved the nice and clean big house with lots of space for everyone to retreat to if they wanted. The pool was great and very well used for the 10 days we were there. We...”
- Review left on 03/24/2016

$245

Excellent (2 reviews)

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from $245 / night

(2)

1 / 29

Kissimmee Villa

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

$180

Very Good (2 reviews)

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from $180 / night

1 / 86

Kissimmee Villa

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

$150

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from $150 / night

(1)

1 / 41

Kissimmee Villa

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

$375

Excellent (1 reviews)

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from $375 / 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

1 / 41

Kissimmee House

  • 5
  • 11
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $200 / night

(2)

1 / 27

Kissimmee Villa

  • 5
  • 10
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“We were three moms with each two girls with ages ranging from 7-12. The house was very comfortable and close to all the attractions. On our off days we relaxed inside while the kids played in the pool. The house is big enough and no one got in each...”
- Review left on 08/09/2011

$122

Very Good (2 reviews)

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from $122 / night

(15)

1 / 34

Kissimmee Villa

  • 7
  • 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“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

$250

Excellent (15 reviews)

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from $250 / night

(7)

Certificate of Excellence

1 / 98

Kissimmee Villa

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

Certificate of Excellence

$150

Very Good (7 reviews)

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from $150 / night

(1)

1 / 52

Kissimmee Villa

  • 7
  • 14
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“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

Excellent (1 reviews)

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from $164 / 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

1 / 41

Kissimmee House

  • 6
  • 16
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $280 / night

1 / 18

Kissimmee House

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

$200

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from $200 / night

(9)

1 / 44

Kissimmee House

  • 8
  • 23
  • 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

$350

Excellent (9 reviews)

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from $350 / night

1 / 30

Kissimmee Villa

  • 7
  • 16
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$230

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from $230 / 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

(3)

1 / 44

Kissimmee Villa

  • 7
  • 14
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“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

$195

Excellent (3 reviews)

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from $195 / night

(2)

1 / 71

Kissimmee House

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

$64

Average (2 reviews)

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from $64 / night

(4)

1 / 29

Kissimmee Villa

  • 6
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“The home was very clean and beautiful, and exactly what was advertised. The rooms and amenities were all there as described. We were very happy with the home and the neighborhood. It was close to Disney, stores and major highways. If you are...”
- Review left on 06/11/2016

$185

Excellent (4 reviews)

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from $185 / 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

(10)

1 / 41

Kissimmee Villa

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

$175

Excellent (10 reviews)

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from $175 / night

(6)

1 / 49

Kissimmee Villa

  • 7
  • 14
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“We all had a great time and enjoyed the home. George was great to work with and was quick to respond to my emails when ever I had a question. Thanks...”
- Review left on 11/22/2016

$160

Excellent (6 reviews)

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from $160 / night

(35)

1 / 50

Kissimmee House

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“House really is only 5min from Disney parks and perfect for a family vacation. Pool and hot tub were perfect for mid day break and refresh from the park. Had an issue with the dryer on day 2, owner Simon promptly replaced it with a new one. He was...”
- Review left on 05/02/2016

$99

Very Good (35 reviews)

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from $99 / night