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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Home in Kissimmee
Margaritaville Cottage 10 Minutes to DisneyWorld!
2 bedrooms, 3 beds, 2 private bathrooms
2–7 Aug
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5.0 out of 5 average rating, 161 reviews
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds, 4.5 bathrooms
9–14 Nov
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
Themed Coral Cay GEM-Disney 10 min-Free resort/BBQ
4 bedrooms, 6 beds, 3 bathrooms
7–12 Aug
New place to stay
Home in Kissimmee
4BR Bright home with private pool
4 bedrooms, 7 beds, 3 bathrooms
11–16 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Kissimmee
Renovated Family Condo • Disney • Free Parking
2 bedrooms, 4 beds, 2 bathrooms
4–9 Aug
5.0 out of 5 average rating, 49 reviews
Home in Kissimmee
Brisa Family Retreat with Private Pool
3 bedrooms, 4 beds, 3 bathrooms
2–7 Aug
New place to stay
Superhost
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Lucaya Village (8-101)
4 bedrooms, 7 beds, 3 bathrooms
30 Aug – 4 Sept
Guest favourite
Home in Davenport
Home Away from Home + 2 suites
5 bedrooms, 6 beds, 3 bathrooms
21–26 Oct
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Townhouse in Kissimmee
3 BD/ 2.5 BA/ Encantada Resort (3113 YL)
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Four Corners
7 Bd/ 5.5 Ba/ Windsor Cay (1036 Bp)
7 bedrooms, 10 beds, 5.5 bathrooms
23–28 Aug
Home in Kissimmee
4BR Kissimmee home with private pool
4 bedrooms, 5 beds, 2 bathrooms
17–22 Aug
New place to stay
Superhost
Home in Four Corners
2026 Themed 07 Bedrooms At Windsor Cay
7 bedrooms, 8 single beds, 5 bathrooms
28 Aug – 2 Sept
Superhost
Home in Kissimmee
Greek Villa w/ Sunny Pool just 20 Min to Disney
4 bedrooms, 5 beds, 3 bathrooms
2–7 Aug
New place to stay
Guest favourite
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Storey Lake (4285 Qs)
4 bedrooms, 5 beds, 3 bathrooms
14–19 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds, 4 bathrooms
8–13 Aug
5.0 out of 5 average rating, 14 reviews
Guest favourite
Home in Kissimmee
NEW 07 Bedroom Themed Luxury in Solara Resort
7 bedrooms, 10 beds, 5.5 bathrooms
23–28 Aug
4.94 out of 5 average rating, 18 reviews
Villa in Kissimmee
Cumbrian Dream 4 Bedroom Pool Home near Disney
4 bedrooms, 6 beds, 3 bathrooms
25–30 Aug
Superhost
Home in Kissimmee
8 Bedrooms/ 5 Bathrooms/ Storey Lake (4582NL)
8 bedrooms, 12 beds, 5 bathrooms
10–15 Sept
5.0 out of 5 average rating, 3 reviews
Home in Kissimmee
Poolside Heaven in Cumbrian Lakes
4 bedrooms, 6 beds, 3 bathrooms
22–27 Aug
5.0 out of 5 average rating, 3 reviews