Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Bungalows
Cabins
Condos
Cottages
Estates
Homes
Townhomes
Villas
Barns
Boats
Castles
Chalets
Farmhouses
Hotels
Lodges
Studios
Yachts

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Kissimmee Area Waterfront Vacation Rentals Vacation Rentals(438)

438 Results
$109 - $149
per night
4 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
4 - 5 night minimum stay
(64)
$89 - $149
per night
6 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
6 night minimum stay
(39)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
3 - 4 night minimum stay
(68)
$175 - $200
per night
5 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
5 - 7 night minimum stay
(62)
$156 - $200
per night
4 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 10
4 - 7 night minimum stay
(24)
  • 5 BR,
  • 5 BA,
  • Sleeps 12
(13)
  • 6 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 14
7 night minimum stay
(21)
  • 4 BR,
  • 3 BA,
  • Sleeps 11
3 - 7 night minimum stay
(26)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
2 - 7 night minimum stay
(20)
$158 - $236
per night
2 - 7 night minimum stay
  • 7 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 15
2 - 7 night minimum stay
(18)
  • 7 BR,
  • 4 BA,
  • Sleeps 14
4 - 7 night minimum stay
(12)
$2,142 - $2,571
per night
4 - 5 night minimum stay
  • 10 BR,
  • 10 BA,
  • 2 HF BA,
  • Sleeps 22
4 - 5 night minimum stay
(13)
  • 8 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 19
3 - 7 night minimum stay
(23)
$260 - $471
per night
4 - 7 night minimum stay
  • 8 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 18
4 - 7 night minimum stay
(7)
  • 7 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 14
2 - 6 night minimum stay
(8)
  • 6 BR,
  • 4 BA,
  • Sleeps 12
2 - 7 night minimum stay
(7)
$1,951 - $3,004
per week
7 - 21 night minimum stay
  • 7 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 16
7 - 21 night minimum stay
(6)
  • 7 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 14
4 - 6 night minimum stay
(8)
  • 4 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 8
4 night minimum stay
(25)
  • 5 BR,
  • 4 BA,
  • Sleeps 12
5 - 7 night minimum stay
(10)
  • 7 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 14
2 - 14 night minimum stay
(27)
  • 6 BR,
  • 4 BA,
  • Sleeps 13
4 - 7 night minimum stay
(4)
$1,009 - $1,664
per night
5 - 7 night minimum stay
  • 8 BR,
  • 7 BA,
  • 2 HF BA,
  • Sleeps 20
5 - 7 night minimum stay
(5)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
3 night minimum stay
(13)
$300 - $429
per night
3 - 14 night minimum stay
  • 7 BR,
  • 5 BA,
  • 2 HF BA,
  • Sleeps 16
3 - 14 night minimum stay
(10)
  • 7 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 16
3 - 7 night minimum stay
(7)
  • 4 BR,
  • 2 BA,
  • Sleeps 8
4 - 5 night minimum stay
(6)
  • 9 BR,
  • 8 BA,
  • Sleeps 20
5 - 7 night minimum stay
(3)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
3 - 7 night minimum stay
(6)
 

Recent Kissimmee Area Reviews

Best Place Ever!

5 of 5
My family and I really enjoyed staying at this beautiful and comfortable home. It has EVERYTHING you need for a carefree vacation spot. Great for a big family. Ideal place to stay if you are planning on visiting the Disney Theme Parks. And Very clean!! Maria is precious! She will make sure your stay is perfect. Our favorite things about the house were the private pool, spa and game room :) We will definitely be back!
  • Submitted: Sep 24, 2014
  • Stayed: Sep 2014

NICE, VERY SPACIOUS, GOOD SIZE POOL

5 of 5
VERY NICE PROPERY, VERY PRIVATE, GATED. ENOUGH SPACE FOR EVERYONE, WE HAD 16 PEOPLE AND WERE ACCOMODATED VERY COMFORTABLE.
  • Submitted: Sep 19, 2014
  • Stayed: Aug 2014

Very comfortable, but needs some updates

4 of 5
We travelled to Florida for my wedding. The house was very large and spacious. There were about 11 adults and 6 children and there was more than enough room to fit all of us. The unit was very clean upon arrival, but you can see some signs of wear. The owner Ben was very prompt with responses to emails we sent during our stay. We were very close to everything. Walmart was right around the corner, Wawa (we up north swear by their coffee lol), and bunches of restaurants. My family and I travel to Florida and rent houses at least twice a year and I know we would rent from Ben for sure in the future. Just a few recommendations: ALL of the pots and pans need to be replaced. Some were burned beyond recognition. You should also get some serving bowls for as most families will be preparing large meals. You could also use some new bed linens and towel sets. Other than that, the property is well maintained.
  • Submitted: Sep 11, 2014
  • Stayed: Jul 2014