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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Apartment in Kissimmee
202_Magical and Cozy 2BR minutes from Disney
2 bedrooms, 4 beds, 2 private bathrooms
1–6 Sept
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4.96 out of 5 average rating, 172 reviews
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds
21–26 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Kissimmee
2026 NEW 06 Bedrooms at Solara Resort/Private Pool
6 bedrooms, 9 beds
4–9 Oct
5.0 out of 5 average rating, 16 reviews
Home in Davenport
Highlands Reserve Retreat | Pool + Spa Near Disney
4 bedrooms, 5 beds
2–7 Oct
New place to stay
Superhost
Home in Kissimmee
7490 Magic Village 8 guests 4,5 baths 8 min Disney
4 bedrooms, 6 beds
9–14 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Davenport
Luxury 7-BD Villa - Pool, Theater, and Game Room
7 bedrooms, 14 beds
23–28 Aug
New place to stay
Superhost
Home in Kissimmee
Luxe Family Retreat | Pool Villa Near Disney & MCO
5 bedrooms, 8 beds
17–22 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
The Most Fun House, Tons of Room and a Huge Pool!
12 bedrooms, 24 beds
15–20 Aug
New place to stay
Top guest favourite
Home in Davenport
Pool Spa + Outdoor Entertainment | Golf Retreat
4 bedrooms, 6 beds
16–21 Aug
5.0 out of 5 average rating, 6 reviews
Home in Kissimmee
Brisa Family Retreat with Private Pool
3 bedrooms, 4 beds
16–21 Aug
New place to stay
Guest favourite
Home in Kissimmee
Stylish 4BR | Private Pool | Patio | Game Room
4 bedrooms, 4 beds
14–19 Aug
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Kissimmee
Home, Private Pool, 10 min to Disney, 3 BR/2 Baths
3 bedrooms, 5 beds
28 Sept – 3 Oct
4.98 out of 5 average rating, 40 reviews
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds
10–15 Aug
5.0 out of 5 average rating, 15 reviews
Home in Kissimmee
4BR Bright home with private pool
4 bedrooms, 7 beds
16–21 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
19–24 Sept
4.75 out of 5 average rating, 4 reviews
Superhost
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Lucaya Village (8-101)
4 bedrooms, 7 beds
30 Aug – 4 Sept
Home in Clermont
New! Windsor Cay Resort | Private Pool | 5BR/5.5BA
5 bedrooms, 6 beds
16–21 Aug
New place to stay
Home in Clermont
Orlando Most Incredible Themed 10BR Villa
10 bedrooms, 14 beds
18–23 Aug
New place to stay
Guest favourite
Home in Kissimmee
7 Bd/ 7 Ba/ Solara Resort (2327 Sr)
7 bedrooms, 10 beds
5–10 Dec
5.0 out of 5 average rating, 9 reviews