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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Apartment in Kissimmee
Disney Themed Condo 5 Miles to Disney World
2 bedrooms, 4 beds, 2 private bathrooms
29 Jun – 4 Jul
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4.89 out of 5 average rating, 113 reviews
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds, 4.5 bathrooms
9–14 Nov
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Four Corners
2026 Themed 07 Bedrooms At Windsor Cay
7 bedrooms, 8 single beds, 5 bathrooms
28 Aug – 2 Sept
Superhost
Home in Kissimmee
Themed Coral Cay GEM-Disney 10 min-Free resort/BBQ
4 bedrooms, 6 beds, 3 bathrooms
7–12 Aug
New place to stay
Superhost
Home in Four Corners
7 Bd/ 5.5 Ba/ Windsor Cay (1036 Bp)
7 bedrooms, 10 beds, 5.5 bathrooms
23–28 Aug
Top guest favourite
Home in Kissimmee
Cozy nd peaceful home w/ lake, near Disney Parks!
3 bedrooms, 4 beds, 2 bathrooms
16–21 Nov
5.0 out of 5 average rating, 7 reviews
Home in Davenport
Upstay Contemporary Retreat w Pool, BBQ & Backyard
5 bedrooms, 7 beds, 4 bathrooms
16–21 Aug
New place to stay
Home in Kissimmee
Brisa Family Retreat with Private Pool
3 bedrooms, 4 beds, 3 bathrooms
2–7 Aug
New place to stay
Home in Kissimmee
4BR Bright home with private pool
4 bedrooms, 7 beds, 3 bathrooms
11–16 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
8 Bedrooms/ 5 Bathrooms/ Storey Lake (4582NL)
8 bedrooms, 12 beds, 5 bathrooms
10–15 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Kissimmee
NEW! Disney-Themed Escape | Private Pool | Villans
8 bedrooms, 13 beds, 6 bathrooms
9–14 Aug
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Kissimmee
Greek Villa w/ Sunny Pool just 20 Min to Disney
4 bedrooms, 5 beds, 3 bathrooms
2–7 Aug
New place to stay
Superhost
Home in Kissimmee
The Most Fun House, Tons of Room and a Huge Pool!
12 bedrooms, 24 beds, 15 bathrooms
5–10 Aug
New place to stay
Guest favourite
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Storey Lake (4285 Qs)
4 bedrooms, 5 beds, 3 bathrooms
14–19 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds, 4 bathrooms
8–13 Aug
5.0 out of 5 average rating, 14 reviews
Home in Kissimmee
4BR Kissimmee home with private pool
4 bedrooms, 5 beds, 2 bathrooms
17–22 Aug
New place to stay
Villa in Kissimmee
Cumbrian Dream 4 Bedroom Pool Home near Disney
4 bedrooms, 6 beds, 3 bathrooms
25–30 Aug
Guest favourite
Home in Kissimmee
Magic Palms Villa
6 bedrooms, 9 beds, 3 bathrooms
15–20 Aug
5.0 out of 5 average rating, 6 reviews
Superhost
Home in Kissimmee
Amazing 6-bedroom home with private spa
6 bedrooms, 6 beds, 5.5 bathrooms
20–25 Aug
New place to stay