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Kissimmee Waterfront Apartments, Vacation Rentals & More - 3258 Rentals Available.

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3,258 Vacation rentals

Filters applied: Waterfront

(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

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

(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

$126.00

Excellent (53 reviews)

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from $126.00 / 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

(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

(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

(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

(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

(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

(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

(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 / 27

Kissimmee Condo

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“**I made the contact and found this condo for my daughter that is active duty Military, the following were her comments on the the rental: Lots of room, owner was very helpful with information, answered emails quickly. Easy deal on short notice....”
- Review left on 09/27/2016

$69.00

Excellent (1 reviews)

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from $69.00 / 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

(9)

1 / 16

Kissimmee Condo

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“My family and I stayed at this place for a week. We loves it the house is super clean it's close to every disney park the pool was really clean too. The only thing we didn't like was the parking spot every nigth when we got home we had to park on the...”
- Review left on 06/29/2016

$59.00

Excellent (9 reviews)

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from $59.00 / 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

(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

(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

(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

(2)

1 / 19

Kissimmee Villa

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

$89.00

Excellent (2 reviews)

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from $89.00 / 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

(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

(2)

1 / 51

Kissimmee Villa

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

$70.00

Average (2 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

(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

1 / 23

Kissimmee House

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

$105.00

Inquire

from $105.00 / night

(17)

1 / 23

Kissimmee Villa

  • 14
  • 32
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“We rented the two 7bedroom Villas for the Mothers Day weekend and it was everything and More than we needed! The kitchen was very well equipped, the bedrooms were of good size, the pools were large and the jacuzzis were great! The house had enough...”
- Review left on 05/13/2016

$450.00

Very Good (17 reviews)

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from $450.00 / night

1 / 9

Kissimmee Villa

  • 6
  • 14
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$251.00

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from $251.00 / night

(21)

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

$140.00

Excellent (21 reviews)

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from $140.00 / 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

1 / 41

Kissimmee Apartment

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

$135.00

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from $135.00 / 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

(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

(13)

1 / 25

Kissimmee Villa

  • 6
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$129.00

Excellent (13 reviews)

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from $129.00 / night

1 / 26

Kissimmee Villa

  • 10
  • 20
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$526.00

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from $526.00 / night

(5)

1 / 14

Kissimmee Villa

  • 3
  • 8
  • 7 nights min
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
“The house was clean and very nice. The pool was so clean. The house has air conditioner, satellite dish 2 TVs. It was great .. And I will definitely stay in it next time I visit Orlando...”
- Review left on 08/24/2016

$89.00

Very Good (5 reviews)

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from $89.00 / night

(14)

1 / 15

Kissimmee Townhouse

  • 4
  • 8
  • 14 nights min
  • Beach/lakeside relaxation
  • Nearest beach 123 mi
  • Child friendly
“I spent Christmas vacations with my family at Fiesta Key, the place had everything we needed, spacious and quiet. Definitely would consider staying there again. Thanks Anna”
- Review left on 01/13/2016

$143.00

Very Good (14 reviews)

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from $143.00 / night

(8)

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 (8 reviews)

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from $189.00 / night