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Kissimmee Waterfront Apartments, Vacation Rentals & More - 161 Rentals Available.

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161 Vacation rentals

Filters applied: Waterfront

(11)

1 / 33

Kissimmee House

  • 8
  • 22
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“We loved this home and would definitely book it again when traveling with a large group. Whether you have a toddler or a teenager in your group, this house has everything you?ll need. The pool is awesome and the house was very clean. The location is...”
- Review left on 10/13/2019

$310.00

Excellent (11 reviews)

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from $310.00 / night

(79)

1 / 51

Kissimmee Villa

  • 5
  • 10
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 48 minutes

“This home was perfect for us just as it has been for previous stays. We keep coming back to this wonderful home because it accommodates us so well. Thank you again for letting us call this house home for another week...”
- Review left on 02/18/2019

$144.00

Excellent (79 reviews)

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from $144.00 / night

(23)

1 / 28

Kissimmee Townhouse

  • 3
  • 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 60 mi
  • Swimming pool
“The location is perfect for a Disney vacation. You can't get much closer to DisneyWorld without staying onsite. I prefer to stay offsite whenever we visit, because it's nice to be able to "escape" from all the Disney magic every now and then. The...”
- Review left on 10/27/2017

$98.00

Excellent (23 reviews)

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from $98.00 / night

(8)

1 / 27

Kissimmee House

  • 3
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 60 mi
  • Swimming pool

$98.00

Average (8 reviews)

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from $98.00 / night

(6)

1 / 29

Kissimmee Villa

  • 6
  • 14
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

Responds fast! Avg. 40 minutes

“This home was beautiful and clean better than what we thought. The home was conveniently located near shopping centers...”
- Review left on 12/29/2019

$224.00

Very Good (6 reviews)

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from $224.00 / night

(55)

1 / 27

Kissimmee Townhouse

  • 3
  • 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 60 mi
  • Swimming pool
“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

$98.00

Very Good (55 reviews)

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from $98.00 / night

(43)

1 / 43

Kissimmee House

  • 4
  • 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Great location. Near Disney and shops. The owner were very nice ? called to see if everything is o.k, and agreed to a late departure. The view of the lake is wonderful and the pool is great. The kids rooms upstairs was the one thing I liked less....”
- Review left on 10/17/2018

$180.00

Excellent (43 reviews)

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from $180.00 / night

(9)

1 / 45

Kissimmee House

  • 4
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“All around great stay. Bob and Diane were extremely helpful. Would highly recommend them for your vacation needs...”
- Review left on 07/29/2018

$114.00

Very Good (9 reviews)

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from $114.00 / night

(1)

1 / 47

Kissimmee Villa

  • 7
  • 14
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 90 mi
  • Swimming pool
“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

$188.00

Excellent (1 reviews)

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from $188.00 / night

(4)

1 / 23

Kissimmee Villa

  • 4
  • 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 1 hour 52 minutes

“From the time we viewed this beautiful home on the website, we knew this was the place we wanted to celebrate our 2nd. Anniversary here. This place is decorated with a touch of sophistication and elegance yet it made you feel at home once you walked...”
- Review left on 10/07/2015

$129.00

Average (4 reviews)

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from $129.00 / night

1 / 94

Kissimmee Villa

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

Responds fast! Avg. 3 hours 15 minutes

$172.00

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from $172.00 / night

(13)

1 / 26

Kissimmee House

  • 7
  • 12
  • 7 nights min
  • 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

$252.00

Very Good (13 reviews)

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from $252.00 / night

(27)

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

$155.00

Excellent (27 reviews)

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from $155.00 / night

(4)

1 / 27

Kissimmee Villa

  • 5
  • 11
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 115 mi
  • Swimming pool

$149.00

Very Good (4 reviews)

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from $149.00 / night

(6)

1 / 28

Kissimmee Townhouse

  • 3
  • 6
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning

Responds fast! Avg. 3 hours 46 minutes

“Oakwater was very clean. The pictures were true. My family and I stayed for two weeks. We would definitely stay here again in the future...”
- Review left on 08/28/2017

$114.00

Very Good (6 reviews)

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from $114.00 / night

(60)

1 / 41

Kissimmee House

  • 4
  • 8
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 125 mi
  • Swimming pool

Responds fast! Avg. 3 hours 12 minutes

“A well equipped, well maintained vacation home. Plenty of room for our group of 4 adults and 3 children. The private pool was great. This was our first experience renting a whole house. We enjoyed our stay...”
- Review left on 03/31/2018

$194.00

Excellent (60 reviews)

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from $194.00 / night

(55)

1 / 30

Kissimmee Townhouse

  • 3
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“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

$102.00

Very Good (55 reviews)

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from $102.00 / night

(7)

1 / 47

Kissimmee House

  • 3
  • 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“I was here from 1/29-2/26 and the stay was awesome. The house was everything that was advertised and the pictures were right on. The house was very clean and equipped with all the thing a person needs to enjoy a month in sunny Orlando. We didn't...”
- Review left on 02/27/2017

$132.00

Excellent (7 reviews)

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from $132.00 / night

(15)

1 / 28

Kissimmee House

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

$114.00

Excellent (15 reviews)

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from $114.00 / night

(8)

1 / 57

Kissimmee House

  • 9
  • 24
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 70 mi
  • Swimming pool

Responds fast! Avg. 3 hours 11 minutes

“Our family vacation was wonderful! The house was beautiful, very well decorated, and spacious, it was everything we expected and much-much more. We enjoyed sitting outside on the screened in patio and outdoor furniture, the pool, and hot tub every...”
- Review left on 05/02/2018

$367.00

Excellent (8 reviews)

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from $367.00 / night

(7)

1 / 19

Kissimmee House

  • 4
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“Awesome and beautiful time spent at the Kennedy #5. The owner Dian such a caring person. The house was very clean. All of the beds in the home was so comfortable we all slept soundly. The pool was excellent and the lake view was the most beautiful...”
- Review left on 08/08/2021

$114.00

Excellent (7 reviews)

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from $114.00 / night

(3)

1 / 27

Kissimmee Condo

  • 3
  • 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“**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

$86.00

Excellent (3 reviews)

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from $86.00 / night

(9)

1 / 19

Kissimmee House

  • 5
  • 12
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“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

$229.00

Very Good (9 reviews)

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from $229.00 / night

(3)

1 / 41

Kissimmee Villa

  • 7
  • 18
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 90 mi
  • Swimming pool
“This is a big house! Three families would have no problems here and plently of space not to be under each others feet. Close to Disney and main route to all the normal popular attractions. House was clean and tidy, kitchen had everything should you...”
- Review left on 04/20/2015

$188.00

Excellent (3 reviews)

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from $188.00 / night

(9)

1 / 12

Kissimmee House

  • 2
  • 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 95 mi
  • Child friendly

Responds fast! Avg. 3 hours 42 minutes

“I stayed for 5months at this house and it was great. Had everything needed to cook, fenced in backyard for my dog, neighbors were great and I was only 10 minutes from give kids the world where I volunteered. Lots of places to eat and close to all...”
- Review left on 04/11/2016

$114.00

Excellent (9 reviews)

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from $114.00 / night

(11)

1 / 16

Kissimmee Condo

  • 2
  • 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 46 minutes

“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

$74.00

Excellent (11 reviews)

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from $74.00 / night

(3)

1 / 19

Kissimmee Villa

  • 3
  • 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 3 hours 29 minutes

$109.00

Very Good (3 reviews)

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from $109.00 / night

(28)

1 / 48

Kissimmee Townhouse

  • 4
  • 10
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 90 mi
  • Swimming pool
“Bom condom?nio, bem localizado e organizado. As casas s?o todas iguais, apenas com um quarto a mais nas maiores. S? n?o dei 5 estrelas devido a cobran?a de U$5 por pacote entregue. Muitas vezes s? descobrimos o n?mero da casa que vamos ficar no dia...”
- Review left on 02/24/2016

$94.00

Very Good (28 reviews)

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from $94.00 / night

(17)

1 / 18

Kissimmee Villa

  • 4
  • 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

Responds fast! Avg. 3 hours 26 minutes

“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

$167.00

Very Good (17 reviews)

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from $167.00 / night

(4)

1 / 48

Kissimmee Townhouse

  • 3
  • 7
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$109.00

Excellent (4 reviews)

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from $109.00 / night

(4)

1 / 49

Kissimmee Townhouse

  • 4
  • 10
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 90 mi
  • Swimming pool
“I and my family members had a great time staying at this location and will stay here again in the future. I read reviews and agree that the location to Disney parks and nearby shopping centers is what gave us a wonderful vacation. Lynda, owner of...”
- Review left on 09/14/2016

$94.00

Very Good (4 reviews)

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from $94.00 / night

1 / 54

Kissimmee Villa

  • 2
  • 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$310.00

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from $310.00 / night

(13)

1 / 28

Kissimmee Villa

  • 8
  • 18
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“My wife and I took all four of our children, their spouses and all three of our grandchildren on vacation and stayed in this house which was perfect. We could not have been happier with the home...”
- Review left on 03/14/2015

$240.00

Very Good (13 reviews)

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from $240.00 / night

(10)

1 / 32

Kissimmee House

  • 8
  • 22
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“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

$686.00

Excellent (10 reviews)

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from $686.00 / night

(14)

1 / 40

Kissimmee House

  • 8
  • 22
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“The whole experience from start to finish was stellar! The sweet young lady on the phone setting everything up was very helpful and accommodating. The house had sooooo many very cool details everywhere. We will definitely be back if they have us...”
- Review left on 11/08/2016

$686.00

Excellent (14 reviews)

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from $686.00 / night

(22)

1 / 23

Kissimmee Townhouse

  • 3
  • 7
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 90 mi
  • Swimming pool
“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

$70.00

Excellent (22 reviews)

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from $70.00 / night

(37)

1 / 16

Kissimmee Villa

  • 4
  • 8
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 125 mi
  • Swimming pool
“When we arrived at Fan Palm Way, entering every room all we could say was Wow! The Villa was close to all tourist attractions, restaurants, and shopping. Our favourite part was the heated pool which we used daily! We had no issues in contacting...”
- Review left on 01/30/2020

$130.00

Excellent (37 reviews)

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from $130.00 / night

(2)

1 / 48

Kissimmee Townhouse

  • 4
  • 10
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 90 mi
  • Swimming pool
“My family and I We stayed there from August 20-26 and We really enjoyed being there. The house is inside a gated comunity and it's very close to Disney, also Publix, Walmart and Sam's is close. The house is quiet and has everything you need to rest...”
- Review left on 08/29/2011

$94.00

Very Good (2 reviews)

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from $94.00 / night

(33)

1 / 105

Kissimmee Villa

  • 7
  • 20
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
“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

$217.00

Very Good (33 reviews)

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from $217.00 / night

(7)

1 / 61

Kissimmee Townhouse

  • 4
  • 8
  • min stay varies
  • Beach/lakeside relaxation
  • 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

$98.00

Excellent (7 reviews)

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from $98.00 / night