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Search results; Over 1,000 homes in Kissimmee

Townhouse in Kissimmee
Lake View and Private Pool 4BR at Bella Vida
4 bedrooms, 6 beds, 3 private bathrooms
12–17 Sept
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4.61 out of 5 average rating, 38 reviews
Superhost
Home in Kissimmee
2026 Luxry Themed 06 Bedrooms At Solara Resort
6 bedrooms, 8 beds, 4.5 bathrooms
14–19 Sept
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds, 4.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 12 reviews
Superhost
Home in Four Corners
8 Bd/ 6 Ba/ Windsor Cay (1025 Bw)
8 bedrooms, 8 beds, 6 bathrooms
19–24 Aug
Superhost
Home in Clermont
Experience Our New 2026 10BR Home at Windsor Cay
10 bedrooms, 12 beds, 8 bathrooms
13–18 Sept
Home in Kissimmee
Kings Castle Retreat
5 bedrooms, 9 beds, 5 bathrooms
16–21 Aug
New place to stay
Home in Davenport
Highlands Reserve Retreat | Pool + Spa Near Disney
4 bedrooms, 5 beds, 2 bathrooms
2–7 Oct
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
15–20 Aug
New place to stay
Home in Kissimmee
4BR Kissimmee home with private pool
4 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
New place to stay
Guest favourite
Home in Kissimmee
Luxe Family Retreat | Pool Villa Near Disney & MCO
5 bedrooms, 8 beds, 2.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Four Corners
8BR house sleeps 20 near Disney attractions
8 bedrooms, 8 beds, 6 bathrooms
17–22 Aug
New place to stay
Top guest favourite
Home in Davenport
Home Away from Home + 2 suites
5 bedrooms, 6 beds, 3 bathrooms
18–23 Aug
5.0 out of 5 average rating, 9 reviews
Superhost
Townhouse in Kissimmee
SUPER Cozy & Fun Villa w/ Pool & BBQ | Near Disney
4 bedrooms, 8 beds, 3.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 3 reviews
Superhost
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Storey Lake (4887 Rc)
4 bedrooms, 6 beds, 3 bathrooms
15–20 Aug
New place to stay
Guest favourite
Townhouse in Kissimmee
4 bedrooms/3 bathrooms/Storey Lake (4285 Qs)
4 bedrooms, 5 beds, 3 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 8 reviews
Superhost
Home in Kissimmee
9BR Pixar Theater Game Room | Pool Spa | Sleeps 27
9 bedrooms, 19 beds, 5 bathrooms
15–20 Aug
New place to stay
Superhost
Home in Kissimmee
7BR/6BA w/ Private Pool | Solara Resort (SO9051)
7 bedrooms, 11 beds, 6.5 bathrooms
24–29 Aug
4.6 out of 5 average rating, 5 reviews
Guest favourite
Home in Kissimmee
The Hala Kahiki House-Family Villa Near Disney
4 bedrooms, 5 beds, 3 bathrooms
16–21 Aug
5.0 out of 5 average rating, 7 reviews