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Holiday houses in Kissimmee
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Top-rated holiday rentals in Kissimmee
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Kissimmee holiday rentals
Stay near Kissimmee's top sights
Other great holiday rentals in Kissimmee
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Guest favourite
Guest suite in Kissimmee
4.83 out of 5 average rating, 521 reviewsPrivate 2 bedroom w/bathrm in portion of POOL home
![](https://a0.muscache.com/im/pictures/bdd6752b-7506-4489-bd6b-b17bd2b2a6a3.jpg?im_w=720)
Guest favourite
Guesthouse in Four Corners
4.98 out of 5 average rating, 433 reviewsQuiet Room Close to Disney and Attractions
![](https://a0.muscache.com/im/pictures/078cf638-b1c5-480c-a019-53d3fa482e2d.jpg?im_w=720)
Guest favourite
Townhouse in Kissimmee
4.88 out of 5 average rating, 153 reviewsBeautiful Townhouse Near Disney! Private Hot Tub!
![](https://a0.muscache.com/im/pictures/miso/Hosting-44211141/original/ea2526c5-004e-4432-8450-3460413ae0b3.jpeg?im_w=720)
Guest favourite
Condo in Kissimmee
4.94 out of 5 average rating, 191 reviewsLakeview Escape close to Disney&retail therapy
![](https://a0.muscache.com/im/pictures/00a114b1-faa9-42c0-8c88-668ab67418bc.jpg?im_w=720)
Guest favourite
Guest suite in Kissimmee
4.95 out of 5 average rating, 102 reviewsCHARMING EFFICIENCY BY THE LAKE
![](https://a0.muscache.com/im/pictures/a0b2d3d4-a492-42f5-8f47-0ea926c545ea.jpg?im_w=720)
Guest favourite
Cottage in Kissimmee
4.98 out of 5 average rating, 123 reviewsMargaritaville cottage minutes from Disney
![](https://a0.muscache.com/im/pictures/hosting/Hosting-52031342/original/b7329546-f15a-4d77-806a-99568d4c4cf8.jpeg?im_w=720)
Guest favourite
Home in Kissimmee
4.97 out of 5 average rating, 116 reviewsMagical home! 15 minutes from all parks!
![](https://a0.muscache.com/im/pictures/miso/Hosting-565746137940962636/original/b349becc-2c9d-498b-a998-240155ec5041.jpeg?im_w=720)
Guest favourite
Condo in Kissimmee
4.94 out of 5 average rating, 109 reviewsModern Storey Lake Resort Disney Orlando 3191-106
Quick stats about holiday rentals in Kissimmee
Total rentals
7.3K properties
Rentals with dedicated workspaces
3.6K properties have a dedicated workspace
Rentals with a pool
6.6K properties have a pool
Pet-friendly rentals
1K properties allow pets
Family-friendly rentals
6.3K properties are a good fit for families
Total number of reviews
206K reviews
Destinations to explore
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- House rentals Kissimmee
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