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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Apartment in Kissimmee
Disney Oasis
3 bedrooms, 6 beds, 2 private bathrooms
27 Aug – 1 Sept
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4.95 out of 5 average rating, 167 reviews
Guest favourite
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds
23–28 Aug
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
13–18 Sept
New place to stay
Superhost
Home in Kissimmee
2026 Luxry Themed 06 Bedrooms At Solara Resort
6 bedrooms, 8 beds
15–20 Feb
Home in Kissimmee
Kings Castle Retreat
5 bedrooms, 9 beds
23–28 Aug
New place to stay
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds
22–27 Aug
5.0 out of 5 average rating, 12 reviews
Guest favourite
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Storey Lake (4285 Qs)
4 bedrooms, 5 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 8 reviews
Superhost
Home in Kissimmee
6 Bd/ 5 Ba/ Solara Resort (9038 Sr)
6 bedrooms, 11 beds
6–11 Sept
New place to stay
Guest favourite
Apartment in Kissimmee
406 - Toy Story & Safari Dream Condo
3 bedrooms, 4 beds
23–28 Aug
5.0 out of 5 average rating, 5 reviews
Superhost
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Storey Lake (4887 Rc)
4 bedrooms, 6 beds
18–23 Sept
New place to stay
Home in Kissimmee
Disney Villa | Theater, Pool & Game Room Sleeps 22
9 bedrooms, 13 beds
23–28 Aug
New place to stay
Top guest favourite
Home in Davenport
Pool Spa + Outdoor Entertainment | Golf Retreat
4 bedrooms, 6 beds
22–27 Aug
5.0 out of 5 average rating, 6 reviews
Home in Kissimmee
4BR Kissimmee home with private pool
4 bedrooms, 5 beds
23–28 Aug
New place to stay
Superhost
Villa in Four Corners
Stunning 8BR Villa with Private Pool & Gameroom
8 bedrooms, 11 beds
13–18 Sept
New place to stay
Guest favourite
Home in Kissimmee
Luxe Family Retreat | Pool Villa Near Disney & MCO
5 bedrooms, 8 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 5 reviews
Home in Kissimmee
4BR Villa | Private Pool • Minutes to Disney
4 bedrooms, 5 beds
18–23 Aug
New place to stay
Home in Kissimmee
Disney World Retreat Oasis & Private Pool
5 bedrooms, 7 beds
24–29 Aug
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Kissimmee
BRAND NEW Themed 07 Bedrooms At Solara Resort
7 bedrooms, 12 beds
25–30 Aug
5.0 out of 5 average rating, 5 reviews
Home in Kissimmee
Disney Dream Oasis 7br/4.5 Bath
7 bedrooms, 11 beds
27 Aug – 1 Sept
New place to stay