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Search results; Over 1,000 homes in Kissimmee

Flat in Kissimmee
Sunset Views and Serenity - Reunion Escape for 4
1 bedroom, 2 beds, 1 private bathroom
6–11 Sept
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4.88 out of 5 average rating, 34 reviews
Featured hotel
Rooms in Kissimmee
Two bedroom suite
2 bedrooms, 1 bathroom
4–9 Sept
New place to stay
Top guest favourite
Townhouse in Kissimmee
NEW Beautiful Townhome Near Disney w/ Themed Room
3 bedrooms, 6 beds, 3 bathrooms
26–31 Oct
5.0 out of 5 average rating, 27 reviews
Guest favourite
Home in Kissimmee
Immersive 15 Bd/ 16.5 Ba/ Sonoma Resort (4071Sb)
15 bedrooms, 22 beds, 16.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Kissimmee
Amazing Home Near Parks w/ Pool & Spa
4 bedrooms, 5 beds, 4 bathrooms
24–29 Oct
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Townhouse in Kissimmee
Disney 15 Min • Private Pool • Windsor Hills
3 bedrooms, 5 beds, 3 bathrooms
7–12 Sept
5.0 out of 5 average rating, 37 reviews
Superhost
Rooms in Kissimmee
4164 Themed 5BR Near Disney w/ Pool
5 bedrooms, 8 beds, 4 bathrooms
5–10 Sept
Top guest favourite
Home in Kissimmee
2026 NEW 06 Bedrooms at Solara Resort/Private Pool
6 bedrooms, 9 beds, 4.5 bathrooms
11–16 Jan
5.0 out of 5 average rating, 18 reviews
Guest favourite
Home in Clermont
5 Bd/ 5.5 Ba/ Windsor Cay (15839 Cc)
5 bedrooms, 7 beds, 5.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 22 reviews
Superhost
Home in Kissimmee
NEW Home Luxury 04 Bedrooms At Storey Lake
4 bedrooms, 6 beds, 3 bathrooms
25–30 Sept
Superhost
Home in Kissimmee
7 Bd/ 6 Ba/ Storey Lake (4585 Tb)
7 bedrooms, 10 beds, 6 bathrooms
4–9 Oct
Guest favourite
Townhouse in Kissimmee
Elegant townhouse w/ pool & resort access
5 bedrooms, 8 beds, 5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 13 reviews
Superhost
Home in Clermont
Experience Our New 2026 10BR Home at Windsor Cay
10 bedrooms, 12 beds, 8 bathrooms
13–18 Sept
Top guest favourite
Home in Kissimmee
9BR Family Villa | Pool, Games, Spa | Near Disney
9 bedrooms, 17 beds, 5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 43 reviews
Guest favourite
Townhouse in Kissimmee
Upstay Modern Home Near Disney with Pool
4 bedrooms, 5 beds, 4.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Townhouse in Davenport
4 Bd/3 Bt- Sleeps 8! Close Disney, Self Check-in
4 bedrooms, 5 beds, 3 bathrooms
22–27 Oct
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Home in Kissimmee
Doppio Villa Near Parks | Private Pool & Game Room
5 bedrooms, 5 beds, 4 bathrooms
13–18 Sept
5.0 out of 5 average rating, 36 reviews
Superhost
Home in Kissimmee
9BR Pixar Theater Game Room | Pool Spa | Sleeps 27
9 bedrooms, 19 beds, 5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Orlando
11BR BrandNew | ThemedRooms | Cinema | Game- 11121
11 bedrooms, 15 beds, 11.5 bathrooms
13–18 Sept
4.82 out of 5 average rating, 11 reviews