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Kissimmee Waterfront Apartments, Vacation Rentals & More - 596 Rentals Available.

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596 Vacation rentals

Filters applied: Waterfront

(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

(26)

1 / 26

Kissimmee Townhouse

  • 3
  • 6
  • 4 nights min
  • Ask about children
  • Air conditioning
“We stayed at this property from March 10 to 15. Great location! Not far from pharmacies, restaurants, grocery stores and more! And the resort has great amenities. The pool is lovely, and we enjoyed the Tiki Bar - good drinks and food! My...”
- Review left on 03/16/2017

$71

Excellent (26 reviews)

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from $71 / night

(3)

1 / 62

Kissimmee House

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

$40

Excellent (3 reviews)

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from $40 / night

(8)

1 / 21

Kissimmee Townhouse

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

$60

Excellent (8 reviews)

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from $60 / night

(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

(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 / 47

Kissimmee Apartment

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

$80

Excellent (1 reviews)

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from $80 / night

(2)

1 / 100

Kissimmee House

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

$65

Excellent (2 reviews)

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from $65 / night

(12)

1 / 25

Kissimmee Villa

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

$192

Excellent (12 reviews)

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from $192 / night

(5)

1 / 33

Kissimmee Apartment

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

$71

Excellent (5 reviews)

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from $71 / night

(13)

1 / 38

Kissimmee Villa

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

$96

Excellent (13 reviews)

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from $96 / 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

(22)

1 / 33

Kissimmee Townhouse

  • 3
  • 7
  • 3 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
“We had a very nice time, the house was located to anything we needed. Very close to shopping centers and theme parks. The house was clean and confortable and well equipped. We had a great time...”
- Review left on 01/31/2017

$61

Excellent (22 reviews)

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from $61 / night

(12)

1 / 11

Kissimmee Apartment

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

$89

Excellent (12 reviews)

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from $89 / night

(5)

1 / 37

Kissimmee Villa

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

$300

Excellent (5 reviews)

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from $300 / 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

(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

(1)

1 / 41

Kissimmee Villa

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

$376

Excellent (1 reviews)

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from $376 / night

1 / 86

Kissimmee Villa

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

$151

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from $151 / night

(50)

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

$80

Very Good (50 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

$140

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from $140 / 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

$111

Very Good (25 reviews)

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from $111 / 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

(41)

1 / 36

Kissimmee House

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

$151

Excellent (41 reviews)

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from $151 / night

(1)

1 / 28

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

$76

Excellent (1 reviews)

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from $76 / night

(2)

1 / 17

Kissimmee Townhouse

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“I booked this location for a vacation and received everything very quickly. Unfortunately I experienced an event that had to change my plans. My new dates were not available so I was not able to stay there however Rich was amazing. He kept in contact...”
- Review left on 03/03/2012

$89

Excellent (2 reviews)

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from $89 / night

(5)

1 / 26

Kissimmee House

  • 3
  • 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“The house was comfy and cozy the furniture needed an uplift but the area of location was great with all locations to parks and stores close by. House was clean and spacious pool was great as well as the stay. House can use a game room for children in...”
- Review left on 08/10/2015

$76

Excellent (5 reviews)

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from $76 / 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

(23)

1 / 44

Kissimmee House

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

$251

Excellent (23 reviews)

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from $251 / 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

$251

Excellent (15 reviews)

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from $251 / night

(21)

1 / 28

Kissimmee Townhouse

  • 3
  • 8
  • Min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
“My family love the house very spacious, clean, convenient location to all the parks , restaurants and outlet stores. Overall I will definitely rent again on the same location...”
- Review left on 08/09/2016

$80

Excellent (21 reviews)

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from $80 / 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

$116

Very Good (27 reviews)

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from $116 / night

(1)

1 / 8

Kissimmee House

  • 3
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$85

Excellent (1 reviews)

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from $85 / 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

(8)

1 / 48

Kissimmee Villa

  • 5
  • 12
  • Min stay varies
  • 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

Excellent (8 reviews)

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from $157 / night

(5)

1 / 22

Kissimmee Villa

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

$236

Excellent (5 reviews)

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from $236 / night

(8)

1 / 32

Kissimmee Villa

  • 7
  • 18
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“This is the first time that we rent a house for vacation. The experience was nice but we have some issues to receive all the information on the rent. We paid two months ahead and never received any information until I call back on the day before of...”
- Review left on 08/21/2016

$151

Excellent (8 reviews)

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from $151 / night

(59)

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

$49

Excellent (59 reviews)

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from $49 / night

1 / 18

Kissimmee House

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

$200

Book

from $200 / night