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Holiday houses in Osceola County
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Osceola County
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 Osceola County holiday rentals
Other great holiday rentals in Osceola County
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Guest favourite
Guesthouse in Kissimmee
4.97 out of 5 average rating, 35 reviewsKissimmee Studio
![](https://a0.muscache.com/im/pictures/miso/Hosting-636199790978039524/original/b8409310-2c56-4dac-a0ac-a576db004694.jpeg?im_w=720)
Guest favourite
Townhouse in Osceola County
4.98 out of 5 average rating, 55 reviewsAmazing townhouse near Orlando theme parks
![](https://a0.muscache.com/im/pictures/airflow/Hosting-808581849809019480/original/4a02d8bd-785b-4f37-8dc9-e47936eb925a.jpg?im_w=720)
Guest favourite
Guest suite in Haines City
4.96 out of 5 average rating, 51 reviews1 BR Lake Apt.Boat slip, Deck,laundry and Pet area
![](https://a0.muscache.com/im/pictures/miso/Hosting-850913004323259088/original/10db8152-7b4c-4263-82e0-23ce0a78ddbb.jpeg?im_w=720)
Guest favourite
Home in Kissimmee
5 out of 5 average rating, 77 reviewsVilla by the Lakes
![](https://a0.muscache.com/im/pictures/a135544d-cf14-42df-9a43-28bf6f15aa76.jpg?im_w=720)
Guest favourite
Condo in River Ranch
5 out of 5 average rating, 53 reviewsRiver Ranch Lodge
![](https://a0.muscache.com/im/pictures/miso/Hosting-1015230339619697561/original/37839fd1-19e6-48b6-b4a0-573d6d4740c0.jpeg?im_w=720)
Guest favourite
Home in Lake Wales
4.94 out of 5 average rating, 17 reviewsCozy House near to Legoland FL
![](https://a0.muscache.com/im/pictures/miso/Hosting-797882744138152833/original/ddefd560-eb46-4260-9cbf-81807aa83f7d.jpeg?im_w=720)
Guest favourite
Home in Osceola County
5 out of 5 average rating, 22 reviewsCozy & Spacious Luxury Home
![](https://a0.muscache.com/im/pictures/hosting/Hosting-1025960944420264248/original/dade2e0b-d692-4a53-9046-a3b91a35b0e9.jpeg?im_w=720)
Guest favourite
Tiny home in Avon Park
5 out of 5 average rating, 24 reviewsBack to Nature!
Destinations to explore
- Waterfront rentals Osceola County
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