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Search results; Over 1,000 homes in Kissimmee

Hotel room in Kissimmee
Kapp and Kappy B&B - Dancing Horse Room
1 bedroom, 1 bed, 1 private bathroom
22–27 Aug
,
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Kissimmee
Luxe Family Retreat | Pool Villa Near Disney & MCO
5 bedrooms, 8 beds, 2.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Clermont
2026 Brand NEW 08 Bedrooms At Windsor Cay
8 bedrooms, 9 single beds, 6 bathrooms
13–18 Sept
New place to stay
Superhost
Home in Davenport
Remodeled 5BR | Pool, Theater & Themed Rooms
5 bedrooms, 7 beds, 5.5 bathrooms
26–31 Aug
New place to stay
Home in Kissimmee
Disney Dream Oasis 7br/4.5 Bath
7 bedrooms, 11 beds, 4 bathrooms
27 Aug – 1 Sept
New place to stay
Superhost
Flat in Kissimmee
Luxury Reunion Retreat Patio Views Near Disney
5 bedrooms, 6 beds, 4 bathrooms
2–7 Sept
New place to stay
Home in Kissimmee
Disney Villa | Theater, Pool & Game Room Sleeps 22
9 bedrooms, 13 beds, 6.5 bathrooms
23–28 Aug
New place to stay
Top guest favourite
Home in Kissimmee
Ever After Estate, 12 minutes from Disney, Reunion
9 bedrooms, 13 beds, 10 bathrooms
25–30 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Kissimmee
9 Bd/ 6.5 Ba/ Solara Resort (9071 Sr)
9 bedrooms, 14 beds, 6 bathrooms
1–6 Sept
5.0 out of 5 average rating, 8 reviews
Superhost
Home in Kissimmee
BRAND NEW Themed 07 Bedrooms At Solara Resort
7 bedrooms, 12 beds, 6 bathrooms
23–28 Aug
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Clermont
10 Bd/ 8 Ba/ Windsor Cay (1031 Cr)
10 bedrooms, 15 beds, 8 bathrooms
2–7 Sept
Guest favourite
Villa in Kissimmee
Spacious villa w/pool & spa & game room
5 bedrooms, 7 beds, 5 bathrooms
27 Dec – 1 Jan
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Kissimmee
Themed 06 Bedrooms/Game Room/Private Pool
6 bedrooms, 10 beds, 5 bathrooms
1–6 Sept
Superhost
Home in Davenport
7 Bd/ 5.5 Ba/ Windsor Island Resort (3409 Lw)
7 bedrooms, 5.5 bathrooms
3–8 Sept
New place to stay
Guest favourite
Room in Clermont
Room with private bathroom near Disney
1 bed, 1 bathroom
22–27 Aug
4.86 out of 5 average rating, 7 reviews
Top guest favourite
Flat in Kissimmee
Vacation Condo with pool-20 Min from Disney
2 bedrooms, 5 beds, 2 bathrooms
30 Aug – 4 Sept
4.93 out of 5 average rating, 14 reviews
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds, 4 bathrooms
24–29 Aug
5.0 out of 5 average rating, 19 reviews
Superhost
Guest house in Orlando
Guest Home| Orlando Airport & Florida Mall 15 min
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
New place to stay
Superhost
Home in Kissimmee
2026 Brand New Themed 06 Bedrooms At Solara Resort
6 bedrooms, 2 beds, 5 bathrooms
28 Nov – 3 Dec