filters

Search results; Over 1,000 homes in Kissimmee

Guest favourite
Villa in Kissimmee
Beautiful Home with Pool near Golf & Disney
4 bedrooms, 6 beds, 3 bathrooms
21–27 Aug
,
4.9 out of 5 average rating, 129 reviews
Flat in Kissimmee
3BR Townhouse Near Disney Resort Style (8 Guests)
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
5.0 out of 5 average rating, 3 reviews, 7 bedrooms, 6 beds, 4.5 bathrooms
14–19 Feb
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 5 beds, 2 bathrooms
6–11 Sept
Superhost
Home in Four Corners
2026 Themed 07 Bedrooms At Windsor Cay
7 bedrooms, 8 beds, 5 bathrooms
28 Aug – 2 Sept
Guest favourite
Home in Clermont
5 BD/ 5.5 BA/ Windsor Cay (15839 CC)
5.0 out of 5 average rating, 20 reviews, 5 bedrooms, 7 beds, 5.5 bathrooms
19–24 Aug
Superhost
Home in Kissimmee
8 Bedrooms/ 5 Bathrooms/ Storey Lake (4582NL)
5.0 out of 5 average rating, 3 reviews, 8 bedrooms, 12 beds, 5 bathrooms
10–15 Sept
Guest favourite
Home in Kissimmee
7 BD/ 7 BA/ Solara Resort (2327 SR)
5.0 out of 5 average rating, 5 reviews, 7 bedrooms, 10 beds, 6.5 bathrooms
18–23 Oct
Home in Clermont
Orlando Most Incredible Themed 10BR Villa
New place to stay, 10 bedrooms, 14 beds, 8 bathrooms
14–19 Aug
Guest favourite
Home in Kissimmee
2026 NEW 06 Bedrooms at Solara Resort/Private Pool
5.0 out of 5 average rating, 14 reviews, 6 bedrooms, 9 beds, 4.5 bathrooms
30 Aug – 4 Sept
Superhost
Townhouse in Clermont
5 BD/ 4.5 BA/ Windsor Cay (16218 CC)
5 bedrooms, 7 beds, 4.5 bathrooms
18–23 Oct
Home in Kissimmee
4BR Kissimmee home with private pool
New place to stay, 4 bedrooms, 4 beds, 2 bathrooms
14–19 Aug
Home in Kissimmee
4BR Bright home with private pool
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 7 beds, 3 bathrooms
11–16 Aug
Superhost
Villa in Clermont
10BR Themed Villa w/ Pool, Theater & Game Room
New place to stay, 10 bedrooms, 14 beds, 8 bathrooms
16–21 Aug
Superhost
Home in Kissimmee
Luxe Family Retreat | Pool Villa Near Disney & MCO
New place to stay, 5 bedrooms, 8 beds, 2.5 bathrooms
2–7 Aug
Superhost
Townhouse in Kissimmee
4 BD/ 3 BA/ Lucaya Village (8-101)
4 bedrooms, 7 beds, 3 bathrooms
30 Aug – 4 Sept
Home in Kissimmee
Poolside Heaven in Cumbrian Lakes
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 6 beds, 3 bathrooms
22–27 Aug
Superhost
Home in Clermont
2026 NEW! Stunning 09 Bedroom at Windsor Cay
New place to stay, 9 bedrooms, 12 beds, 6 bathrooms
31 Aug – 5 Sept
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
5.0 out of 5 average rating, 13 reviews, 3 bedrooms, 4 beds, 4 bathrooms
8–13 Aug