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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Cottage in Kissimmee
Tahiti Gil’s Mananui: Disney Poly & Tiki Inspired!
1 bedroom, 2 beds, 1 private bathroom
13–18 Jul
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4.99 out of 5 average rating, 201 reviews
Superhost
Home in Kissimmee
7851 Luxury 5BR Home w/ Private Pool Near Disney
5 bedrooms, 7 beds
27 Sept – 2 Oct
New place to stay
Home in Kissimmee
Orlando Dream Escape | Piscina Privada | Disney
3 bedrooms, 4 beds
9–14 Aug
New place to stay
Home in Kissimmee
Disney 15 min Away | Private Pool | 4 Themed Rooms
3 bedrooms, 3 beds
5–10 Jul
New place to stay
Superhost
Townhouse in Kissimmee
5 BD/ 4 BA/ Story Lake (4810 ML)
5 bedrooms, 7 beds
20–25 Jul
New place to stay
Superhost
Home in Kissimmee
Ultimate Privacy, Pool & Spa, Theater, Near Disney
5 bedrooms, 6 beds
1–6 Aug
New place to stay
Top guest favourite
Home in Kissimmee
Aurora Lux| Heated Pool| Games Room| Mini Golf|BBQ
4 bedrooms, 6 beds
9–14 Aug
5.0 out of 5 average rating, 7 reviews
Home in Kissimmee
Oversized Spa | Arcade Room | Kids Bedrooms | 030
6 bedrooms, 10 beds
5–10 Jul
4.83 out of 5 average rating, 6 reviews
Superhost
Home in Kissimmee
2026 Themed NEW 08 Bedrooms At Solara Resort
8 bedrooms, 11 beds
30 Nov – 5 Dec
Home in Kissimmee
Disney 15 Min! 4 BR Themed Home With Private Pool
4 bedrooms, 5 beds
28 Jul – 2 Aug
New place to stay
Superhost
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds
15–20 Aug
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Clermont
2026 NEW Themed 05 Bedrooms At Windsor Cay
5 bedrooms, 8 beds
21–26 Nov
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds
5–10 Jul
5.0 out of 5 average rating, 6 reviews
Superhost
Home in Kissimmee
7 Bedrooms/ 6.5 Bathrooms/ Solara (1612 HG)
7 bedrooms, 12 beds
25–30 Jul
5.0 out of 5 average rating, 4 reviews
Home in Kissimmee
Serene Retreat w Private Pool & Resort Access
5 bedrooms, 6 beds
7–12 Aug
New place to stay
Superhost
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
7 bedrooms, 10 beds
25–30 Oct
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Clermont
2026 NEW Themed 07 Bedroom Home At Windsor Cay
7 bedrooms, 12 beds
6–11 Sept
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Davenport
10 BD/ 8 BA/ Windsor Island (2120 LC)
10 bedrooms, 16 beds
25–30 Aug
New place to stay
Superhost
Townhouse in Clermont
Brand 2026 NEW 05 Bdrms At Windsor Cay
5 bedrooms, 7 beds
21–26 Sept
New place to stay