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Kissimmee 2-bedroom Apartments, Vacation Rentals & More - 3305 Rentals Available.

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3,305 Vacation rentals

Filters applied: 2+ Bedrooms

(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

(3)

1 / 23

Kissimmee Apartment

  • 3
  • 8
  • 3 nights min
  • Nearest beach 72 mi
  • Swimming pool
  • Child friendly

$69.00

Excellent (3 reviews)

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from $69.00 / night

(55)

1 / 51

Kissimmee Villa

  • 5
  • 10
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Thank you for allowing us to stay at your beautiful home this week! Everything was perfect! It was clean, had everything we needed and was convenient to every place we needed to go. Would definitely recommend to anyone needing a place to stay close...”
- Review left on 06/24/2017

$125.00

Excellent (55 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
“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

(8)

1 / 21

Kissimmee Townhouse

  • 3
  • 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

$101.00

Excellent (8 reviews)

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from $101.00 / night

(1)

1 / 47

Kissimmee Apartment

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$99.00

Excellent (1 reviews)

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from $99.00 / night

(14)

1 / 59

Kissimmee Villa

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

$70.00

Very Good (14 reviews)

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from $70.00 / night

(54)

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 (54 reviews)

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from $114.00 / night

(9)

1 / 33

Kissimmee House

  • 6
  • 15
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“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

(30)

Certificate of Excellence

1 / 12

Kissimmee Villa

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

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

$101.00

Very Good (30 reviews)

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from $101.00 / night

1 / 21

Kissimmee Townhouse

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

$39.00

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from $39.00 / 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

(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

(2)

1 / 51

Kissimmee Villa

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

$65.00

Average (2 reviews)

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from $65.00 / night

(10)

1 / 19

Kissimmee Villa

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

$101.00

Very Good (10 reviews)

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from $101.00 / night

(36)

1 / 50

Kissimmee House

  • 4
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 50 mi
  • Swimming pool
“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

$99.00

Very Good (36 reviews)

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from $99.00 / night

(3)

1 / 118

Kissimmee House

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

$70.00

Very Good (3 reviews)

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from $70.00 / night

(58)

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

$119.00

Excellent (58 reviews)

Inquire

from $119.00 / night

(3)

1 / 51

Kissimmee House

  • 8
  • 18
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“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

$408.00

Excellent (3 reviews)

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from $408.00 / night

(5)

1 / 84

Kissimmee House

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

$70.00

Excellent (5 reviews)

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from $70.00 / night

(17)

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

$250.00

Excellent (17 reviews)

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from $250.00 / night

1 / 86

Kissimmee Villa

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

$150.00

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from $150.00 / night

(7)

1 / 27

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

$69.00

Excellent (7 reviews)

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from $69.00 / night

(38)

Certificate of Excellence

1 / 75

Kissimmee House

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

Certificate of Excellence

$140.00

Excellent (38 reviews)

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from $140.00 / night

(7)

1 / 26

Kissimmee Townhouse

  • 3
  • 8
  • Min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
“Overall, our experience was good. Just be aware that you may get switched to a different unit than the pictured one that you select. We were switched twice before our arrival: once to a completely different community and again to a nearby unit. This...”
- Review left on 08/19/2017

$85.00

Very Good (7 reviews)

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from $85.00 / night

1 / 22

Kissimmee Apartment

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$69.00

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from $69.00 / night

1 / 35

Kissimmee House

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

$93.00

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from $93.00 / night

(6)

1 / 37

Kissimmee Villa

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

$299.00

Excellent (6 reviews)

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from $299.00 / night

(2)

1 / 15

Kissimmee Condo

  • 3
  • 6
  • 3 nights min
  • Child friendly
  • Air conditioning
“This place met our expectations. Clean, fully equipped, safe, close to the pool, theater room,gym and max of 10 minutes to the disney parks. Stores are like 5 minutes away. I am glad we choose this particular condo. The owners get back to you...”
- Review left on 06/03/2017

$85.00

Excellent (2 reviews)

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from $85.00 / night

(1)

1 / 23

Kissimmee House

  • 4
  • 12
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$102.00

Excellent (1 reviews)

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from $102.00 / night

(4)

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

$70.00

Excellent (4 reviews)

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from $70.00 / night

(6)

1 / 27

Kissimmee Villa

  • 5
  • 10
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“My family and I absolutely loved this beautiful home! I must say the property description and photos were accurate and I was very impressed when I arrived. The house appears to be well-maintained and was very clean including the pool and patio areas...”
- Review left on 08/13/2016

$140.00

Excellent (6 reviews)

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from $140.00 / night

(6)

1 / 22

Kissimmee Villa

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

$195.00

Excellent (6 reviews)

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from $195.00 / night

(7)

1 / 19

Kissimmee House

  • 5
  • 12
  • Min stay varies
  • 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

$140.00

Very Good (7 reviews)

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from $140.00 / 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

(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

(15)

1 / 17

Kissimmee Apartment

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$89.00

Excellent (15 reviews)

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from $89.00 / night

(16)

1 / 38

Kissimmee Villa

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

$95.00

Excellent (16 reviews)

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from $95.00 / night

(11)

1 / 42

Kissimmee Townhouse

  • 3
  • 6
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“What can we say? The home was clean, convenient to the parks, shopping, and restaurants. Having 3 bathrooms was a definite plus when getting ready to head out for the day. We would definitely come back...”
- Review left on 01/09/2017

$99.00

Excellent (11 reviews)

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from $99.00 / night

(2)

1 / 66

Kissimmee House

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

$375.00

Excellent (2 reviews)

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from $375.00 / night