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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Apartment in Kissimmee
Luxury 3 Bed/2 Bath Condo 4 miles from WDW
3 bedrooms, 4 beds, 2 private bathrooms
25–30 Jun
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4.88 out of 5 average rating, 127 reviews
Superhost
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
7 bedrooms, 10 beds, 5.5 bathrooms
17–22 Feb
5.0 out of 5 average rating, 4 reviews
Home in Kissimmee
Orlando Dream Escape
3 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
New place to stay
Superhost
Home in Kissimmee
7851 Luxury 5BR Home w/ Private Pool Near Disney
5 bedrooms, 7 beds, 5 bathrooms
13–18 Sept
New place to stay
Top guest favourite
Home in Kissimmee
Aurora Lux| Heated Pool| Games Room| Mini Golf|BBQ
4 bedrooms, 6 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 6 reviews
Superhost
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 bathrooms
15–20 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Townhouse in Kissimmee
5 BD/ 4 BA/ Story Lake (4810 ML)
5 bedrooms, 7 beds, 4 bathrooms
28 Jun – 3 Jul
New place to stay
Top guest favourite
Townhouse in Kissimmee
COZY Villa w/ Private Pool & Game Room | Kissimmee
4 bedrooms, 8 beds, 3.5 bathrooms
24–29 Oct
5.0 out of 5 average rating, 7 reviews
Home in Kissimmee
Oversized Spa | Arcade Room | Kids Bedrooms | 030
6 bedrooms, 10 beds, 6 bathrooms
5–10 Jul
4.83 out of 5 average rating, 6 reviews
Superhost
Townhouse in Kissimmee
4 BD/ 3 BA/ Storey Lake (4285 QS)
4 bedrooms, 5 beds, 3 bathrooms
3–8 Aug
New place to stay
Superhost
Home in Kissimmee
Disney Family Retreat, Pool, Karaoke & Themed Room
6 bedrooms, 7 beds, 5 bathrooms
22–27 Jun
New place to stay
Home in Kissimmee
FREE heated pool near Disney sleeps 8(4BR)-14(7BR)
7 bedrooms, 10 beds, 4 bathrooms
22–27 Jun
Home in Kissimmee
4BR | Pool | Patio | Garage Parking | Game Room
4 bedrooms, 5 beds, 3 bathrooms
17–22 Jul
New place to stay
Superhost
Apartment in Kissimmee
Perfect 2BD Family Condo w/ Balcony Near Disney
2 bedrooms, 3 beds, 2 bathrooms
2–7 Sept
New place to stay
Superhost
Home in Kissimmee
Super spacious new house at Reunion Village!
4 bedrooms, 7 beds, 2.5 bathrooms
21–26 Jun
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, 4.5 bathrooms
11–16 Jan
5.0 out of 5 average rating, 10 reviews
Home in Kissimmee
5 Bedroom 5.5 Bathroom Windsor at Westside 8800
5 bedrooms, 7 beds, 5.5 bathrooms
25–30 Jun
New place to stay
Guest favourite
Home in Clermont
Private Pool Home Near Disney | 4BR Sleeps 10
4 bedrooms, 5 beds, 3 bathrooms
22–27 Jun
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Davenport
5BR Solterra Home with Private Pool Near Disney
5 bedrooms, 5 beds, 4.5 bathrooms
22–27 Jun
New place to stay