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Search results; Over 1,000 homes in Kissimmee

Room in Kissimmee
Kapp and Kappy B&B - Verona Room
1 bedroom, 1 bed, 1 private bathroom
15–20 Aug
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5.0 out of 5 average rating, 7 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
Home in Davenport
Upstay Contemporary Retreat w Pool, BBQ & Backyard
5 bedrooms, 7 beds
5–10 Oct
5.0 out of 5 average rating, 3 reviews
Home in Davenport
Magical Florida Stay | Pool & Harry Potter
3 bedrooms, 6 beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 4 reviews
Villa in Kissimmee
Spacious villa w/pool & spa & game room
5 bedrooms, 7 beds
27 Dec – 1 Jan
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Four Corners
8BR house sleeps 20 near Disney attractions
8 bedrooms, 8 beds
17–22 Aug
New place to stay
Top guest favourite
Townhouse in Kissimmee
Disney Theme Rooms | Private Pool | Storey Lake
4 bedrooms, 6 beds
2–7 Nov
5.0 out of 5 average rating, 40 reviews
Superhost
Home in Kissimmee
SL4895 - 5BR house with private pool in Kissimmee
5 bedrooms, 7 beds
29 Aug – 3 Sept
New place to stay
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds
16–21 Aug
5.0 out of 5 average rating, 18 reviews
Superhost
Home in Kissimmee
Disney Oasis with Palm-lined relaxation!
2 bedrooms, 4 beds
15–20 Aug
New place to stay
Top guest favourite
Townhouse in Kissimmee
4806 Rc- 4Bd/ 3Ba - Beatiful Amazing Disney Home
4 bedrooms, 6 beds
13–18 Sept
4.96 out of 5 average rating, 25 reviews
Guest favourite
Home in Kissimmee
Amazing Home Near Parks w/ Pool & Spa
4 bedrooms, 5 beds
24–29 Oct
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Clermont
2026 NEW Themed 05 Bedrooms At Windsor Cay
5 bedrooms, 8 beds
5–10 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Kissimmee
Stylish Disney Retreat | 15 Mins to Disney
3 bedrooms, 4 beds
6–11 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Kissimmee
Beautiful Disney House at Storey Lake
4 bedrooms, 6 beds
16–21 Aug
4.98 out of 5 average rating, 52 reviews
Superhost
Home in Kissimmee
12BR Luxury Disney Villa/Sleeps 29/Arcade/Pool
12 bedrooms, 22 beds
2–7 Oct
5.0 out of 5 average rating, 3 reviews
Guest favourite
Townhouse in Kissimmee
5 Bd/ 4 Ba/ Storey Lake (4810 Sq. ft.)
5 bedrooms, 7 beds
25–30 Aug
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds
23–28 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Kissimmee
ECR409 - Home 10 minutes from Disney @Encore
4 bedrooms, 5 beds
17–22 Oct
5.0 out of 5 average rating, 11 reviews