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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Townhouse in Kissimmee
Orlando Disney ºoº 3BD in Resort | Kissimmee
3 bedrooms, 4 beds, 2.5 private bathrooms
20–25 Aug
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4.85 out of 5 average rating, 235 reviews
Superhost
Home in Kissimmee
2026 Luxry Themed 06 Bedrooms At Solara Resort
6 bedrooms, 8 beds, 4.5 bathrooms
14–19 Sept
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds, 4.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 12 reviews
Superhost
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Storey Lake (4887 Rc)
4 bedrooms, 6 beds, 3 bathrooms
15–20 Aug
New place to stay
Superhost
Home in Davenport
7 Bd/ 5.5 Ba/ Windsor Island Resort (3409 Lw)
7 bedrooms, 5.5 bathrooms
20–25 Aug
New place to stay
Home in Kissimmee
4BR Villa | Private Pool • Minutes to Disney
4 bedrooms, 5 beds, 2 bathrooms
15–20 Aug
New place to stay
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
Experience Our New 2026 10BR Home at Windsor Cay
10 bedrooms, 12 beds, 8 bathrooms
13–18 Sept
Home in Kissimmee
Kings Castle Retreat
5 bedrooms, 9 beds, 5 bathrooms
16–21 Aug
New place to stay
Superhost
Home in Four Corners
8BR house sleeps 20 near Disney attractions
8 bedrooms, 8 beds, 6 bathrooms
17–22 Aug
New place to stay
Superhost
Home in Davenport
3BR Luxury Disney Escape | Hot Tub & 2 King Suites
3 bedrooms, 3 beds, 2.5 bathrooms
15–20 Aug
New place to stay
Home in Kissimmee
Luxury 4BR | Heated Salt Pool | Mini Golf
4 bedrooms, 7 beds, 2 bathrooms
16–21 Aug
New place to stay
Guest favourite
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Storey Lake (4285 Qs)
4 bedrooms, 5 beds, 3 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 8 reviews
Home in Kissimmee
4BR Kissimmee home with private pool
4 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
New place to stay
Top guest favourite
Home in Kissimmee
Luxury Villa Near Parks | Private Pool & Game Room
5 bedrooms, 5 beds, 4 bathrooms
24–29 Aug
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Home in Kissimmee
Private Pool | Themed Rooms | Near Disney World!
5 bedrooms, 7 beds, 4 bathrooms
20–25 Aug
5.0 out of 5 average rating, 19 reviews
Home in Davenport
Upstay Contemporary Retreat w Pool, BBQ & Backyard
5 bedrooms, 7 beds, 4 bathrooms
5–10 Oct
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
SL4895 - 5BR house with pool near Disney area
5 bedrooms, 7 beds, 4 bathrooms
29 Aug – 3 Sept