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Kissimmee 2-bedroom Apartments, Vacation Rentals & More - 3206 Rentals Available.

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3,206 Vacation rentals

Filters applied: 2+ Bedrooms

(19)

1 / 34

Kissimmee Villa

  • 6
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“This is a very clean & well kept house, in a secure neighborhood. My children had great time in the covered swimming pool in the back yard. I will highly recommend this house to feel at home when you are away from your home...”
- Review left on 12/31/2016

$185.00

Excellent (19 reviews)

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from $185.00 / 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

(14)

Certificate of Excellence

1 / 59

Kissimmee Villa

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

Certificate of Excellence

$70.00

Very Good (14 reviews)

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from $70.00 / night

(49)

1 / 64

Kissimmee House

  • 4
  • 8
  • Min stay varies
  • 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 (49 reviews)

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from $114.00 / night

(53)

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 (53 reviews)

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from $125.00 / night

(17)

1 / 18

Kissimmee Villa

  • 4
  • 8
  • 3 nights min
  • 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

$100.00

Very Good (17 reviews)

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from $100.00 / night

(29)

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

$95.00

Very Good (29 reviews)

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from $95.00 / night

(10)

1 / 12

Kissimmee House

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

$75.00

Excellent (10 reviews)

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from $75.00 / night

(2)

1 / 118

Kissimmee House

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

$65.00

Excellent (2 reviews)

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from $65.00 / night

(15)

1 / 11

Kissimmee Apartment

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

$115.00

Excellent (15 reviews)

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from $115.00 / 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

(13)

1 / 25

Kissimmee Villa

  • 6
  • 12
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“The house was everytjing one could hope for, very close to attractions and dining. The layout was fantastic for 11 of us and the pool was so clean, relaxing and warm. I would strongly recommend this home to anyone looking in the Disney area...”
- Review left on 03/10/2016

$185.00

Excellent (13 reviews)

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from $185.00 / night

(1)

1 / 18

Kissimmee House

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

$199.00

Excellent (1 reviews)

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from $199.00 / night

(9)

1 / 28

Kissimmee Condo

  • 3
  • 6
  • Min stay varies
  • Nearest beach 101 mi
  • Swimming pool
  • Child friendly
“We spent 5 nights on our Disney vacation in this beautiful condo. It is tasefully decorated and immaculately clean. There was plenty of space for the 6 of us. Every detail was thought of down to games for the kids to play. It was located very close...”
- Review left on 04/01/2017

$89.00

Excellent (9 reviews)

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from $89.00 / night

(67)

1 / 23

Kissimmee Townhouse

  • 3
  • 8
  • Min stay varies
  • Child friendly
  • Air conditioning
“My Wife and I and Her Brother and his wife ( we are all in our mid sixties) stayed in this rental for the month of February. When we arrived everything was set up well for us from clean linens to the dining room table all set for a meal. The...”
- Review left on 03/08/2017

$59.00

Very Good (67 reviews)

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from $59.00 / night

(6)

1 / 29

Kissimmee Villa

  • 6
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 120 mi
  • Swimming pool
“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

$120.00

Excellent (6 reviews)

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from $120.00 / night

(16)

Certificate of Excellence

1 / 38

Kissimmee Villa

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

Certificate of Excellence

$95.00

Excellent (16 reviews)

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from $95.00 / night

(4)

1 / 84

Kissimmee House

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

$70.00

Excellent (4 reviews)

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from $70.00 / night

(8)

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

$100.00

Excellent (8 reviews)

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from $100.00 / night

(1)

1 / 41

Kissimmee Villa

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

$375.00

Excellent (1 reviews)

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from $375.00 / 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

(4)

1 / 71

Kissimmee Villa

  • 7
  • 16
  • 3 nights min
  • Swimming pool
  • Child friendly
  • 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

$185.00

Excellent (4 reviews)

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from $185.00 / night

(53)

Certificate of Excellence

1 / 30

Kissimmee Townhouse

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

Certificate of Excellence

“Clean, beautiful and all you need to feel in home, close to parks, restaurants and everything, I will stay here again, Thanks to Harish and Jaya...”
- Review left on 05/28/2017

$49.00

Very Good (53 reviews)

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from $49.00 / night

(8)

Certificate of Excellence

1 / 21

Kissimmee Townhouse

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

Certificate of Excellence

$100.00

Excellent (8 reviews)

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from $100.00 / night

(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

$142.00

Excellent (4 reviews)

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from $142.00 / 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

(11)

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

$180.00

Very Good (11 reviews)

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from $180.00 / night

(1)

1 / 15

Kissimmee Condo

  • 3
  • 8
  • 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 (1 reviews)

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from $85.00 / night

(9)

1 / 48

Kissimmee Villa

  • 5
  • 12
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 116 mi
  • Swimming pool
“Over all,This was a beautiful home. We had a great time visiting Fla. This home is very close to all the attractions we had planed to visit. All within 20 min. or so. Let me tell you about the home, I was very happy when I walked in the door. The...”
- Review left on 10/12/2016

$157.00

Very Good (9 reviews)

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from $157.00 / night

(51)

1 / 27

Kissimmee Townhouse

  • 3
  • 8
  • Min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
“The accommodations were excellent, all the amenities required for a comfortable stay, the place was very clean, the HVAC worked fine no issues. I recommend staying here to anyone. Than you for everything Manny and Carmen we will be back soon...”
- Review left on 01/23/2017

$85.00

Very Good (51 reviews)

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from $85.00 / night

(8)

1 / 34

Kissimmee Villa

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“We stayed here for 5 nights the last week of March for our spring break. We enjoyed 3 days at Disney, the location was pretty convenient and relatively close to the main street to Disney. My sister and the kids utilized the clubhouse pool and...”
- Review left on 04/09/2017

$109.00

Excellent (8 reviews)

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from $109.00 / night

(17)

1 / 22

Kissimmee House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“My visit at this vacation home was excellent the house was very nice me and my family loved it and will be back soon...”
- Review left on 08/10/2016

$109.00

Very Good (17 reviews)

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from $109.00 / 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

1 / 23

Kissimmee House

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$105.00

Inquire

from $105.00 / night

(5)

1 / 27

Kissimmee House

  • 3
  • 8
  • Min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly

$85.00

Average (5 reviews)

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from $85.00 / night

(25)

1 / 19

Kissimmee House

  • 4
  • 10
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
“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

$109.00

Very Good (25 reviews)

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from $109.00 / night

(27)

1 / 105

Kissimmee Villa

  • 7
  • 20
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Nice place. Plenty of room. Just minor complaints. No big pots to cook in. Pool sticks weren't good. Just needs some small minor updates . Great area. Would stay again”
- Review left on 01/18/2018

$189.00

Very Good (27 reviews)

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from $189.00 / night

(5)

1 / 22

Kissimmee Villa

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

$196.00

Excellent (5 reviews)

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from $196.00 / night

(1)

1 / 45

Kissimmee House

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

$259.00

Excellent (1 reviews)

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from $259.00 / night