filters

Search results; Over 1,000 homes in Kissimmee

Top guest favorite
This Orlando house gives you a private pool, spa, and diner-themed game room
3 bedrooms, 4 beds, 2 private baths
Aug 18 – 23
,
4.93 out of 5 average rating, 163 reviews
This Reunion Resort villa gives you a private pool, spa, and arcade game room
5.0 out of 5 average rating, 4 reviews, 5 bedrooms, 7 beds, 5 baths
Dec 27 – Jan 1
This Davenport house gives you a private pool and Harry Potter game room
New place to stay, 3 bedrooms, 6 beds, 2 baths
Aug 31 – Sep 5
Top guest favorite
Themed kids’ rooms and a private pool greet you at this Storey Lake townhouse
5.0 out of 5 average rating, 39 reviews, 4 bedrooms, 6 beds, 3 baths
Nov 2 – 7
Superhost
This Storey Lake house gives you a private pool, spa, and Pixar-themed theater
New place to stay, 9 bedrooms, 19 beds, 5 baths
Aug 12 – 17
Superhost
This Solara Resort house gives you resort pool access and a private patio
6 bedrooms, 8 beds, 4.5 baths
Sep 14 – 19
Guest favorite
This newly renovated Orlando house gives you a pool and modern spaces
5.0 out of 5 average rating, 12 reviews, 3 bedrooms, 5 beds, 2 baths
Aug 22 – 27
This Orlando house gives you a pool, hot tub, and gourmet kitchen
New place to stay, 5 bedrooms, 9 beds, 5 baths
Aug 16 – 21
Superhost
This Kissimmee townhouse gives you a private pool and patio in a gated community
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 8 beds, 3.5 baths
Aug 30 – Sep 4
This Kissimmee house gives you a pool, BBQ area, and alfresco dining
New place to stay, 4 bedrooms, 8 beds, 3 baths
Aug 24 – 29
Themed bedrooms and a private pool await you at this Kissimmee house
5.0 out of 5 average rating, 4 reviews, 5 bedrooms, 7 beds, 4.5 baths
Aug 16 – 21
This Kissimmee villa gives you a private screened pool in a gated community
4 bedrooms, 6 beds, 3 baths
Aug 25 – 30
Top guest favorite
This Orlando villa gives you a bright open layout and private backyard with BBQ
5.0 out of 5 average rating, 16 reviews, 3 bedrooms, 4 beds, 4 baths
Aug 16 – 21
Top guest favorite
This Orlando house gives you a private pool, BBQ area, and outdoor dining
4.98 out of 5 average rating, 40 reviews, 3 bedrooms, 5 beds, 2 baths
Sep 28 – Oct 3
This coastal-remodeled Highlands Reserve home gives you a private pool and spa
New place to stay, 4 bedrooms, 5 beds, 2 baths
Oct 2 – 7
This Davenport house gives you a private pool, lanai, and karaoke nights
5.0 out of 5 average rating, 3 reviews, 5 bedrooms, 7 beds, 4 baths
Oct 5 – 10
Guest favorite
This Kissimmee house gives you a private pool, jacuzzi, and game room
5.0 out of 5 average rating, 5 reviews, 4 bedrooms, 5 beds, 4 baths
Oct 21 – 26
Guest favorite
This Encore Resort home gives you a private pool, jacuzzi, and theater room
5.0 out of 5 average rating, 11 reviews, 4 bedrooms, 5 beds, 3 baths
Oct 17 – 22
This Davenport townhouse gives you a private pool, spa, and game room
New place to stay, 4 bedrooms, 5 beds, 3.5 baths
Oct 10 – 15