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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Townhouse in Kissimmee
Disney Area Lakefront Townhome + Private Jacuzzi
2 bedrooms, 3 beds, 2.5 private bathrooms
27 Sept – 2 Oct
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4.88 out of 5 average rating, 242 reviews
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds
22–27 Aug
5.0 out of 5 average rating, 12 reviews
Townhouse in Kissimmee
Disney Retreat w/ Private Pool & Resort Access
5 bedrooms, 7 beds
23–28 Aug
New place to stay
Superhost
Home in Clermont
2026 Brand NEW 08 Bedrooms At Windsor Cay
8 bedrooms, 9 single beds
13–18 Sept
New place to stay
Superhost
Home in Kissimmee
2026 Luxry Themed 06 Bedrooms At Solara Resort
6 bedrooms, 8 beds
6–11 Mar
Superhost
Home in Kissimmee
7 Bd/ 6 Ba/ Storey Lake (4585 Tb)
7 bedrooms, 10 beds
26 Sept – 1 Oct
New place to stay
Guest favourite
Home in Kissimmee
Luxe Family Retreat | Pool Villa Near Disney & MCO
5 bedrooms, 8 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Four Corners
8BR house with private pool and game room
8 bedrooms, 8 beds
24–29 Aug
New place to stay
Home in Kissimmee
Kings Castle Retreat
5 bedrooms, 9 beds
23–28 Aug
New place to stay
Superhost
Home in Kissimmee
6 Bd/ 5 Ba/ Solara Resort (9038 Sr)
6 bedrooms, 11 beds
6–11 Sept
New place to stay
Home in Kissimmee
Luxury Themed Retreat | Private Pool | 4mi-Disney
3 bedrooms, 6 beds
22–27 Aug
New place to stay
Superhost
Home in Davenport
3BR Luxury Disney Escape | Hot Tub & 2 King Suites
3 bedrooms, 3 beds
20–25 Aug
New place to stay
Guest favourite
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Storey Lake (4285 Qs)
4 bedrooms, 5 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Apartment in Kissimmee
Renovated Family Condo • Disney • Free Parking
2 bedrooms, 4 beds
23–28 Aug
5.0 out of 5 average rating, 56 reviews
Top guest favourite
Home in Kissimmee
Private Pool | Themed Rooms | Near Disney World!
5 bedrooms, 7 beds
28 Aug – 2 Sept
5.0 out of 5 average rating, 19 reviews
Superhost
Home in Kissimmee
Luxury Villa /Movie Theater/Pool Heater/
3 bedrooms, 5 beds
31 Aug – 5 Sept
Superhost
Home in Kissimmee
Disney Oasis Bungalow with Palm-lined relaxation!
2 bedrooms, 4 beds
23–28 Aug
New place to stay
Superhost
Townhouse in Davenport
5 Bd/ 4.5 Ba/ The Enclaves At Festival (450 Cd)
5 bedrooms, 7 beds
23–28 Aug
New place to stay
Home in Kissimmee
4BR Villa | Private Pool • Minutes to Disney
4 bedrooms, 5 beds
20–25 Aug
New place to stay