Kissimmee Vacation Rentals

Choose from over 4,833 amazing properties in Kissimmee that can fit your every need. BookandStay analyzes every property to ensure it meets our high standards, saving you from spending time and money on low quality Kissimmee listings. Of the 4,833 premium properties in Kissimmee, 65% are Houses. In case you're looking for something different there are many other types of rentals available, such as Villas and Apartments, the next most popular properties in Kissimmee. BookandStay sources our properties from top rated rental websites like HomeAway, VacationRentals.com, Vrbo (Vacation Rentals By Owner), and more.

Popular Kissimmee Amenities
  • 4,453 rentals with a Pool
  • 4,427 rentals with Internet
  • 3,972 rentals with TV
  • 67 rentals with a Fireplace
  • 4,449 rentals with Air Conditioning
  • 1,585 rentals with a Hot Tub
  • 2,928 rentals with Parking
  • 2,987 rentals with Laundry
  • 2,536 rentals with a Kitchen

Top Rated Properties

Relax and have fun!
House - Sleeps 10
97 reviews
Mickey twin room with toys in nightstands and large chest of drawers.
House - Sleeps 8
94 reviews
All The Comforts Of Home + Free Internet
House - Sleeps 10
66 reviews
Custom kitchen with all the amenities you should need!
Other - Sleeps 4
52 reviews

Top Properties With Pools or Hot Tubs

Relax and have fun!
Other - Sleeps 4
97 reviews
Other - Sleeps 4
52 reviews
Other - Sleeps 4
23 reviews
Other - Sleeps 4
47 reviews

Top Pet Friendly Properties

Relax and have fun!
Other - Sleeps 4
97 reviews
Mickey twin room with toys in nightstands and large chest of drawers.
Other - Sleeps 4
94 reviews
All The Comforts Of Home + Free Internet
Other - Sleeps 4
66 reviews
Lake and fountain view from poolside
Other - Sleeps 4
39 reviews