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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Apartment in Kissimmee
Fireworks Nightly Penthouse, Two Exits From Disney
3 bedrooms, 4 beds, 2 private bathrooms
22–27 Nov
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4.91 out of 5 average rating, 131 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 Clermont
2026 Brand NEW 08 Bedrooms At Windsor Cay
8 bedrooms, 9 single beds, 6 bathrooms
13–18 Sept
New place to stay
Townhouse in Kissimmee
Disney Retreat w/ Private Pool & Resort Access
5 bedrooms, 7 beds, 4.5 bathrooms
23–28 Aug
New place to stay
Superhost
Home in Kissimmee
2026 Luxry Themed 06 Bedrooms At Solara Resort
6 bedrooms, 8 beds, 4.5 bathrooms
6–11 Mar
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 with private pool and game room
8 bedrooms, 8 beds, 6 bathrooms
24–29 Aug
New place to stay
Superhost
Home in Kissimmee
6 Bd/ 5 Ba/ Solara Resort (9038 Sr)
6 bedrooms, 11 beds, 5 bathrooms
6–11 Sept
Superhost
Home in Four Corners
8 Bd/ 6 Ba/ Windsor Cay (1025 Bw)
8 bedrooms, 8 beds, 6 bathrooms
6–11 Sept
Guest favourite
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Storey Lake (4285 Qs)
4 bedrooms, 5 beds, 3 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 10 reviews
Home in Kissimmee
4BR Bright home with private pool
4 bedrooms, 7 beds, 3 bathrooms
28 Aug – 2 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Townhouse in Kissimmee
5 Bd/ 4 Ba/ Storey Lake (4810 Sq. ft.)
5 bedrooms, 7 beds, 4 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 5 reviews
Guest favourite
Townhouse in Kissimmee
Upstay Modern Home Near Disney with Pool
4 bedrooms, 5 beds, 4.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 12 reviews
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
Superhero HQ: Private Pool & Spa Near Disney
5 bedrooms, 6 beds, 4.5 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 3 reviews
Home in Kissimmee
Kings Castle Retreat
5 bedrooms, 9 beds, 5 bathrooms
5–10 Sept
New place to stay
Top guest favourite
Apartment in Kissimmee
Renovated Family Condo • Disney • Free Parking
2 bedrooms, 4 beds, 2 bathrooms
5–10 Sept
5.0 out of 5 average rating, 56 reviews
Apartment in Kissimmee
Beauty and the Beast Room Near Disney
2 queen beds, 1 bathroom
23–28 Aug
New place to stay
Superhost
Home in Kissimmee
Disney Oasis Bungalow with Palm-lined relaxation!
2 bedrooms, 4 beds, 1 bathroom
23–28 Aug
New place to stay