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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Villa in Kissimmee
3 Miles from Disney 5/5 Pool home-free pool heat
5 bedrooms, 7 beds, 5 private bathrooms
1–6 Sept
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4.87 out of 5 average rating, 31 reviews
Superhost
Home in Kissimmee
7 Bd/ 6 Ba/ Storey Lake (4585 sq ft)
7 bedrooms, 10 beds, 6 bathrooms
1–6 Oct
New place to stay
Superhost
Home in Davenport
Remodeled 5BR | Pool, Theater & Themed Rooms
5 bedrooms, 7 beds, 5.5 bathrooms
13–18 Sept
New place to stay
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 13 reviews
Townhouse in Kissimmee
Magical Family Retreat 4B, 3.5B, Spa, 4M Disney!
4 bedrooms, 8 beds, 3.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Kissimmee
9BR Pixar Theater Game Room | Pool Spa | Sleeps 27
9 bedrooms, 19 beds, 5 bathrooms
1–6 Sept
New place to stay
Superhost
Home in Kissimmee
6 Bd/ 5 Ba/ Solara Resort (9038 Sr)
6 bedrooms, 11 beds, 5 bathrooms
6–11 Sept
Top guest favourite
Home in Kissimmee
Home w/ pool Margaritaville by Disney - Peaceful
3 bedrooms, 3.5 bathrooms
6–11 Sept
4.99 out of 5 average rating, 88 reviews
Superhost
Home in Kissimmee
2026 Luxry Themed 06 Bedrooms At Solara Resort
6 bedrooms, 8 beds, 4.5 bathrooms
6–11 Apr
Superhost
Home in Clermont
Experience Our New 2026 10BR Home at Windsor Cay
10 bedrooms, 12 beds, 8 bathrooms
13–18 Sept
Guest favourite
Home in Davenport
Star Wars & Wizard Themed XL Pool Home Near Disney
4 bedrooms, 5 beds, 3 bathrooms
11–16 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Kissimmee
Cozy nd peaceful home w/ lake, near Disney Parks!
3 bedrooms, 4 beds, 2 bathrooms
5–10 Jan
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Townhouse in Kissimmee
Disney 15 Min • Private Pool • Windsor Hills
3 bedrooms, 5 beds, 3 bathrooms
7–12 Sept
5.0 out of 5 average rating, 36 reviews
Top guest favourite
Townhouse in Kissimmee
NEW*Avatar/Inside Out• Pool & StoreyLake Resort
4 bedrooms, 4 beds, 3 bathrooms
1–6 Sept
5.0 out of 5 average rating, 38 reviews
Home in Kissimmee
Disney Villa | Theater, Pool & Game Room Sleeps 22
9 bedrooms, 13 beds, 6.5 bathrooms
7–12 Sept
New place to stay
Flat in Davenport
King Bed Retreat | Resort Pool | Near Disney
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Kissimmee
Immersive 15 Bd/ 16.5 Ba/ Sonoma Resort (4071Sb)
15 bedrooms, 22 beds, 16.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 8 reviews
Home in Kissimmee
No Airbnb Guest Fee | 2 Masters| Pool | Mini Golf
4 bedrooms, 6 beds, 3 bathrooms
1–6 Sept
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Four Corners
8 Bd/ 6 Ba/ Windsor Cay (1025 Bw)
8 bedrooms, 8 beds, 6 bathrooms
6–11 Sept