![](https://images.contentstack.io/v3/assets/blt00454ccee8f8fe6b/blt6f4a650c6d4c40f9/5fd42da8bed5bf30e30c66eb/UK_Kissimmee_US_Header.jpg)
Resort vacation rentals in Kissimmee
Find and book unique resorts on Airbnb
Top-rated resorts in Kissimmee
Guests agree: these resorts are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Kissimmee resorts
Family-friendly resorts
![](https://a0.muscache.com/im/pictures/bd3bc05d-2830-41fa-9c16-229513bd294e.jpg?im_w=720)
Resort in Celebration
Mystic Dunes Beautiful 2BR/2BA resort near Disney
![](https://a0.muscache.com/im/pictures/175afa8d-61e3-46c8-880e-78edae0092a2.jpg?im_w=720)
Resort in Orlando
♥ Unforgettable vacations! Wonderful Resort! ✶ #1
![](https://a0.muscache.com/im/pictures/ca3e0db6-ea46-4651-ad8c-c02516a3902a.jpg?im_w=720)
Resort in Orlando
Book your next family vacation at Westgate Resorts
![](https://a0.muscache.com/im/pictures/00d77f8f-b073-4490-9353-75cfd8c51a86.jpg?im_w=720)
Private room in Kissimmee
Orange Lake Country Club, Kissimmee, FLorida
![](https://a0.muscache.com/im/pictures/cc147159-09d5-41cf-938f-bfd3312f7657.jpg?im_w=720)
Private room in Kissimmee
KING - SUITE STYLE - ORLANDO AREA VACATION GETAWAY
![](https://a0.muscache.com/im/pictures/7eb4d903-f2ee-4dd4-b6bf-e4a7bf51f343.jpg?im_w=720)
Private room in Kissimmee
4.73 out of 5 average rating, 171 reviewsWorldMark Reunion Three Bedroom
![](https://a0.muscache.com/im/pictures/aba582ae-2406-44f0-a9b5-61d3346c69b7.jpg?im_w=720)
Private room in Kissimmee
4.89 out of 5 average rating, 28 reviewsWestgate Town Center Resort & Spa
![](https://a0.muscache.com/im/pictures/79063322/20a36dfe_original.jpg?im_w=720)
Private room in Kissimmee
5 out of 5 average rating, 5 reviewsOrlando FL Orange Lake Resort 2BR Close to Disney
Resort rentals with a pool
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-716491347680759282/original/48b57062-a477-4a6b-9b0c-26a38c25c897.jpeg?im_w=720)
Private room in Florida Center
5 out of 5 average rating, 7 reviewsOrlando's Sunshine Resort - 2 Bedroom Condo
![](https://a0.muscache.com/im/pictures/50542ced-08fe-4cc9-8c94-f5c9d44f9bf6.jpg?im_w=720)
Private room in Kissimmee
5 out of 5 average rating, 3 reviewsChristmas in Resort close to Disney theme parks
![](https://a0.muscache.com/im/pictures/1aa1de3f-b521-49f9-ba85-ea32f518c09f.jpg?im_w=720)
Private room in Orlando
4.67 out of 5 average rating, 3 reviewsYour Kaptivating Resort Stay near Disney World
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-716311932514251180/original/15256f13-99ca-44cd-9ded-33bee379b587.jpeg?im_w=720)
Private room in Orlando
4.54 out of 5 average rating, 13 reviewsThe Fountains - 2 Bedroom Condo
![](https://a0.muscache.com/im/pictures/cdd0e6c0-cc71-4377-b067-de289fe5e54d.jpg?im_w=720)
Private room in Orlando
4.67 out of 5 average rating, 3 reviewsWestgate lake resort & spa sleep up to 12 people
![](https://a0.muscache.com/im/pictures/cf0601d9-fa71-415a-8422-9d13e5c7f8d2.jpg?im_w=720)
Private room in Orlando
4.8 out of 5 average rating, 5 reviews4 Bedroom Westgate Lakes Resort & Spa
![](https://a0.muscache.com/im/pictures/59389043/6a6a1713_original.jpg?im_w=720)
Private room in Orlando
5 out of 5 average rating, 3 reviewsStay in Resort Christmas @ Disney! 3 bedroom Villa
![](https://a0.muscache.com/im/pictures/a59f6a05-ee97-467d-aa69-4f405e246ac3.jpg?im_w=720)
Private room in Orlando
5 out of 5 average rating, 3 reviewsEnjoy Disney Property!Wyndham Bonnet Creek 2 Bdrm!
Resort rentals with a gym
![](https://a0.muscache.com/im/pictures/miso/Hosting-595497430635550447/original/9da6ab1e-5ddd-4ac6-a0c8-f4ca578b9daf.jpeg?im_w=720)
Private room in Kissimmee
Elegant Fun-filled Star Island - 2 Bedroom 2 Bath
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6MTA3NDY2MTQ1NDM0NjY0MTU0NQ%3D%3D/original/42a53cea-cf02-44d4-bcd4-acf66095f3c7.jpeg?im_w=720)
Private room in Kissimmee
1BR Grand | Water Park | Near Disney | Circus
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-1198523868887613177/original/485af199-c845-48f6-8e90-70175bfd90d9.jpeg?im_w=720)
Private room in Kissimmee
New place to stayBeautifull 6 Bedrooms at Solara Resort!
![](https://a0.muscache.com/im/pictures/hosting/Hosting-1141614711763468983/original/51e5a37f-2e9b-444a-b400-369227e26736.jpeg?im_w=720)
Private room in Florida Center
New place to stayWestgate Lake Resort & Spa
![](https://a0.muscache.com/im/pictures/miso/Hosting-835465442187482242/original/96c83b3e-9be9-49cc-8d2b-39a2489c0ea3.jpeg?im_w=720)
Private room in Kissimmee
4.33 out of 5 average rating, 6 reviewsSpacious 2BR/3BR suite at the Star Island resort
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Private room in Orlando
Hilton Tuscany Village - Studio
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-712497279009203017/original/92d33104-5522-48dc-812d-f4a7dd073988.jpeg?im_w=720)
Private room in Lake Buena Vista
5 out of 5 average rating, 17 reviewsWyndham Bonnet Creek - 1 Bedroom Suite
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-712486424755987602/original/22961c23-0a29-43c2-b032-16c8d720a30e.jpeg?im_w=720)
Private room in Lake Buena Vista
5 out of 5 average rating, 18 reviewsWyndham Bonnet Creek - 2 Bedroom Condo
Quick stats about resort rentals in Kissimmee
Total rentals
50 properties
Nightly prices starting at
$14 CAD before taxes and fees
Total number of reviews
30 reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace
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