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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Townhouse in Kissimmee
Pets Welcome, Close to Parks, Stocked Kitchen
4 bedrooms, 8 beds, 3 private bathrooms
4–9 Sept
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4.89 out of 5 average rating, 134 reviews
Superhost
Home in Kissimmee
2026 Luxry Themed 06 Bedrooms At Solara Resort
6 bedrooms, 8 beds, 4.5 bathrooms
31 Aug – 5 Sept
Superhost
Home in Clermont
2026 Brand NEW 08 Bedrooms At Windsor Cay
8 bedrooms, 9 single beds, 6 bathrooms
23–28 Aug
New place to stay
Guest favourite
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
Top guest favourite
Home in Davenport
Pool Spa + Outdoor Entertainment | Golf Retreat
4 bedrooms, 6 beds, 5 bathrooms
22–27 Aug
5.0 out of 5 average rating, 6 reviews
Home in Kissimmee
Kings Castle Retreat
5 bedrooms, 9 beds, 5 bathrooms
23–28 Aug
New place to stay
Superhost
Home in Four Corners
8BR house with private pool and game room
8 bedrooms, 8 beds, 6 bathrooms
17–22 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
Luxury 4BR | Heated Salt Pool | Mini Golf
4 bedrooms, 7 beds, 2 bathrooms
17–22 Aug
New place to stay
Superhost
Flat in Kissimmee
3 Bd/ 2 Ba/ Storey Lake (3141-308 Pc)
3 bedrooms, 5 beds, 2 bathrooms
26–31 Aug
Home in Kissimmee
Superhero HQ: Private Pool & Spa Near Disney
5 bedrooms, 6 beds, 4.5 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 3 reviews
Home in Kissimmee
4BR Villa | Private Pool • Minutes to Disney
4 bedrooms, 5 beds, 2 bathrooms
17–22 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
Guest favourite
Home in Davenport
The Ultimate Family Getaway Near Disney
3 bedrooms, 4 beds, 2.5 bathrooms
23–28 Aug
4.94 out of 5 average rating, 18 reviews
Home in Davenport
Family Home| Pvt Pool, Spa & BBQ | Near Disney
4 bedrooms, 5 beds, 3 bathrooms
23–28 Aug
New place to stay
Superhost
Home in Kissimmee
Disney 7 Min • Luxury 4 Suites • Jacuzzi • Arcade
4 bedrooms, 8 beds, 5 bathrooms
17–22 Aug
New place to stay
Home in Davenport
Highlands Reserve Retreat | Pool + Spa Near Disney
4 bedrooms, 5 beds, 2 bathrooms
31 Oct – 5 Nov
New place to stay
Room in Kissimmee
The Travelers Nook
1 double bed, 1 bathroom
25–30 Aug
New place to stay