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Search results; Over 1,000 homes in Kissimmee

Room in Kissimmee
Kapp and Kappy B&B - Verona Room
1 bedroom, 1 bed, 1 private bathroom
15–20 Aug
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5.0 out of 5 average rating, 7 reviews
Superhost
Home in Kissimmee
2026 Luxry Themed 06 Bedrooms At Solara Resort
6 bedrooms, 8 beds
14–19 Sept
Superhost
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
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
Home in Kissimmee
Kings Castle Retreat
5 bedrooms, 9 beds
16–21 Aug
New place to stay
Superhost
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Storey Lake (4887 Rc)
4 bedrooms, 6 beds
14–19 Aug
New place to stay
Superhost
Home in Four Corners
8BR house sleeps 20 near Disney attractions
8 bedrooms, 8 beds
17–22 Aug
New place to stay
Superhost
Home in Davenport
3BR Luxury Disney Escape | Hot Tub & 2 King Suites
3 bedrooms, 3 beds
15–20 Aug
New place to stay
Superhost
Home in Clermont
Experience Our New 2026 10BR Home at Windsor Cay
10 bedrooms, 12 beds
13–18 Sept
Superhost
Home in Davenport
7 Bd/ 5.5 Ba/ Windsor Island Resort (3409 Lw)
7 bedrooms
20–25 Aug
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
14–19 Aug
New place to stay
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
Home in Kissimmee
4BR Kissimmee home with private pool
4 bedrooms, 5 beds
23–28 Aug
New place to stay
Home in Kissimmee
Luxury 4BR | Heated Salt Pool | Mini Golf
4 bedrooms, 7 beds
16–21 Aug
New place to stay
Guest favourite
Townhouse in Kissimmee
3 Bd/ 3 Ba/ The Hub At Westside (3349 Tt)
3 bedrooms, 5 beds
22–27 Aug
4.89 out of 5 average rating, 9 reviews
Home in Davenport
Magical Florida Stay | Pool & Harry Potter
3 bedrooms, 6 beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Kissimmee
SL4895 - 5BR house with private pool in Kissimmee
5 bedrooms, 7 beds
29 Aug – 3 Sept
Superhost
Home in Kissimmee
Brand New 2026 | 6BR Villa + LED Pool | Solara
6 bedrooms, 7 beds
14–19 Sept
5.0 out of 5 average rating, 3 reviews