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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
7 bedrooms, 6 single beds, 4.5 bathrooms
31 Jul – 5 Aug
New place to stay
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
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.88 out of 5 average rating, 8 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
Home in Kissimmee
5BR Villa near Disney | Game Room, Pool & Hot Tub
5 bedrooms, 8 beds, 3.5 bathrooms
29 Jul – 3 Aug
New place to stay
Superhost
Townhouse in Davenport
Private pool, minutes from Disney World
4 bedrooms, 5 beds, 3 bathrooms
26–31 Jul
New place to stay
Superhost
Home in Kissimmee
Gated home with a private screened pool
5 bedrooms, 7 beds, 5 bathrooms
19–24 Jul
Home in Kissimmee
Themed bedrooms, pool, and golf course views
6 bedrooms, 10 beds, 5 bathrooms
27 Jul – 1 Aug
New place to stay
Home in Kissimmee
Lakefront Charmer 8BR 6BA Home Cinema Pool/Spa
8 bedrooms, 13 beds, 6 bathrooms
26–31 Jul
New place to stay
Superhost
Home in Orlando
Themed villa with pool and game room
5 bedrooms, 7 beds, 5 bathrooms
1–6 Sept
Home in Kissimmee
Private pool and game room near Disney
4 bedrooms, 6 beds, 3 bathrooms
13–18 Aug
5.0 out of 5 average rating, 3 reviews
Home in Kissimmee
Pool home minutes from the parks
4 bedrooms, 5 beds, 4 bathrooms
27 Jul – 1 Aug
New place to stay
Guest favourite
Home in Kissimmee
Newly renovated with a pool, near Disney
3 bedrooms, 5 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Villa in Orlando
25 minutes from Disney, private backyard
3 bedrooms, 4 beds, 4 bathrooms
19–24 Jul
5.0 out of 5 average rating, 11 reviews
Home in Kissimmee
5BR Fantastic Villa Pool & Game Room Near Disney
5 bedrooms, 7 beds, 4 bathrooms
11–16 Aug
New place to stay
Superhost
Home in Kissimmee
Private pool with spa near Disney
5 bedrooms, 7 beds, 5 bathrooms
9–14 Nov
New place to stay
Superhost
Home in Kissimmee
Pvt Pool&Spa·Game Room·BBQ·Near Theme Parks
5 bedrooms, 9 beds, 4.5 bathrooms
28 Aug – 2 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Clermont
Themed rooms and a screened-in pool
5 bedrooms, 8 beds, 4 bathrooms
7–12 Feb
5.0 out of 5 average rating, 6 reviews