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Search results; Over 1,000 homes in Kissimmee

Place to stay in Kissimmee
VACATION VILLAGE RESORT AT PARKWAY ~KISSIMMEE, FLA
1 bedroom, 2 beds, 1 private bathroom
15–20 Aug
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4.86 out of 5 average rating, 7 reviews
Superhost
Home in Kissimmee
SL4895 - 5BR house with pool near Disney area
5 bedrooms, 7 beds, 4 bathrooms
29 Aug – 3 Sept
New place to stay
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 Kissimmee
9BR Pixar Theater Game Room | Pool Spa | Sleeps 27
9 bedrooms, 19 beds, 5 bathrooms
12–17 Aug
New place to stay
Guest favourite
Home in Kissimmee
Amazing Home Near Parks w/ Pool & Spa
4 bedrooms, 5 beds, 4 bathrooms
24–29 Oct
5.0 out of 5 average rating, 5 reviews
Villa in Kissimmee
Spacious villa w/pool & spa & game room
5 bedrooms, 7 beds, 5 bathrooms
27 Dec – 1 Jan
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Townhouse in Kissimmee
Disney Theme Rooms | Private Pool | Storey Lake
4 bedrooms, 6 beds, 3 bathrooms
2–7 Nov
5.0 out of 5 average rating, 39 reviews
Home in Davenport
Magical Florida Stay | Pool & Harry Potter
3 bedrooms, 6 beds, 2 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 3 reviews
Superhost
Flat in Orlando
Spacious2BR PetsFriendly Oasis Sleeps 6, Pool&Gym
2 bedrooms, 3 beds, 2 bathrooms
16–21 Aug
New place to stay
Superhost
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Lucaya Village (8-101)
4 bedrooms, 7 beds, 3 bathrooms
30 Aug – 4 Sept
Superhost
Home in Four Corners
8BR house at Windsor Cay Resort
8 bedrooms, 8 beds, 6 bathrooms
17–22 Aug
New place to stay
Home in Kissimmee
4BR Villa | Private Pool • Minutes to Disney
4 bedrooms, 5 beds, 2 bathrooms
12–17 Aug
New place to stay
Top guest favourite
Home in Kissimmee
Beautiful Disney House at Storey Lake
4 bedrooms, 6 beds, 3 bathrooms
16–21 Aug
4.98 out of 5 average rating, 52 reviews
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds, 4.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 3 reviews
Home in Kissimmee
4BR Kissimmee home with private pool
4 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
New place to stay
Villa in Kissimmee
Cumbrian Dream 4 Bedroom Pool Home near Disney
4 bedrooms, 6 beds, 3 bathrooms
25–30 Aug
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds, 4 bathrooms
16–21 Aug
5.0 out of 5 average rating, 17 reviews
Home in Davenport
Upstay Contemporary Retreat w Pool, BBQ & Backyard
5 bedrooms, 7 beds, 4 bathrooms
5–10 Oct
5.0 out of 5 average rating, 3 reviews
Townhouse in Davenport
Solterra resort townhouse w/ private pool
4 bedrooms, 5 beds, 3.5 bathrooms
10–15 Oct
New place to stay