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Search results; Over 1,000 homes in Kissimmee

Descriptions are based on details hosts provide
Top guest favourite
Townhouse in Kissimmee
2 BR Harmony House at Regal Oaks Resort
2 bedrooms, 3 beds, 2.5 private bathrooms
1–6 Aug
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4.95 out of 5 average rating, 238 reviews
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
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
Orlando Dream Escape | Private Pool | Disney
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
Home in Kissimmee
5BR Villa near Disney | Game Room, Pool & Hot Tub
New place to stay, 5 bedrooms, 8 beds, 3.5 bathrooms
29 Jul – 3 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
Travelers House Orlando
New place to stay, 4 bedrooms, 5 beds, 4 bathrooms
27 Jul – 1 Aug
Superhost
Home in Kissimmee
Modern townhouse in a gated resort
4 bedrooms, 6 beds, 4.5 bathrooms
18–23 Jul
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
Superhost
Home in Kissimmee
Gated home with a private screened pool
5 bedrooms, 7 beds, 5 bathrooms
19–24 Jul
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
Home in Kissimmee
Themed bedrooms, pool, and golf course views
New place to stay, 6 bedrooms, 10 beds, 5 bathrooms
27 Jul – 1 Aug
Superhost
Home in Kissimmee
Greek Villa w/ Sunny Pool just 20 Min to Disney
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
19–24 Jul
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
Guest favourite
Home in Davenport
Private pool and playground near Disney
4.92 out of 5 average rating, 12 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
2–7 Aug
Home in Kissimmee
Private pool home near theme parks
New place to stay, 4 bedrooms, 6 beds, 2 bathrooms
19–24 Jul
Superhost
Home in Kissimmee
Heated Pool~Game Room~Modern~Resort~Disney Magic
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
27 Jul – 1 Aug
Superhost
Townhouse in Kissimmee
3 BD/ 2.5 BA/ Encantada Resort (3113 YL)
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
3–8 Aug