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Search results; Over 1,000 homes in Kissimmee

Descriptions are based on details hosts provide
Guest favourite
Serviced apartment in Kissimmee
Beautiful Condo. Close to Disney 3BR
3 bedrooms, 4 beds, 2 private bathrooms
1–6 Oct
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4.75 out of 5 average rating, 67 reviews
Superhost
Home in Kissimmee
Pool home with game room near Disney
New place to stay, 7 bedrooms, 6 beds, 4.5 bathrooms
31 Jul – 5 Aug
Superhost
Home in Kissimmee
Screened-in pool with no rear neighbors
5 bedrooms, 7 beds, 4 bathrooms
30 Jul – 4 Aug
Guest favourite
Home in Kissimmee
Renovated home with a private pool
4.88 out of 5 average rating, 8 reviews, 3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Superhost
Home in Kissimmee
Amazing 6-bedroom home with private spa
New place to stay, 6 bedrooms, 6 beds, 5.5 bathrooms
20–25 Aug
Superhost
Townhouse in Davenport
Private pool, minutes from Disney World
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
26–31 Jul
Superhost
Home in Kissimmee
5 BD/ 5 BA/ Reunion Village (7852 MP)
5 bedrooms, 7 beds, 5 bathrooms
19–24 Jul
Home in Kissimmee
Themed bedrooms, pool, and golf course views
New place to stay, 6 bedrooms, 10 beds, 5 bathrooms
27 Jul – 1 Aug
Home in Kissimmee
Lakefront villa with a home theater
New place to stay, 8 bedrooms, 13 beds, 6 bathrooms
26–31 Jul
Superhost
Home in Orlando
Themed 5BR Villa Minutes from Disney & Universal
5 bedrooms, 7 beds, 5 bathrooms
1–6 Sept
Home in Kissimmee
Private pool and game room near Disney
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 6 beds, 3 bathrooms
13–18 Aug
Guest favourite
Home in Kissimmee
Newly renovated with a pool, near Disney
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 5 beds, 2 bathrooms
12–17 Sept
Home in Kissimmee
Lake views from a screened pool
New place to stay, 5 bedrooms, 8 beds, 3.5 bathrooms
29 Jul – 3 Aug
Top guest favourite
Villa in Orlando
25 minutes from Disney, private backyard
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 4 beds, 4 bathrooms
19–24 Jul
Home in Kissimmee
Arcade game room and pool near Disney
New place to stay, 5 bedrooms, 7 beds, 4 bathrooms
11–16 Aug
Top guest favourite
Home in Clermont
2026 NEW Themed 05 Bedrooms At Windsor Cay
5.0 out of 5 average rating, 6 reviews, 5 bedrooms, 8 beds, 4 bathrooms
7–12 Feb
Superhost
Home in Kissimmee
Private pool and spa near Disney
5.0 out of 5 average rating, 5 reviews, 5 bedrooms, 9 beds, 4.5 bathrooms
28 Aug – 2 Sept
Superhost
Home in Kissimmee
7 BD/ 7 BA/ Solara Resort (2327 SR)
5.0 out of 5 average rating, 4 reviews, 7 bedrooms, 10 beds, 6.5 bathrooms
13–18 Sept
Superhost
Home in Kissimmee
Storey Lake Retreat | Private Pool w/ Spa + BBQ
New place to stay, 5 bedrooms, 7 beds, 5 bathrooms
9–14 Nov