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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Townhouse in Kissimmee
Debbie’s Disney Getaway Be our Guest!
3 bedrooms, 5 beds, 2.5 shared bathrooms
4–9 Aug
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4.95 out of 5 average rating, 347 reviews
Guest favourite
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
5.0 out of 5 average rating, 8 reviews, 7 bedrooms, 10 beds, 5.5 bathrooms
6–11 Mar
Guest favourite
Home in Kissimmee
Orlando Dream Escape | Private Pool | Disney
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 5 beds, 2 bathrooms
9–14 Aug
Superhost
Townhouse in Kissimmee
4 Bedrooms / 3 Bathrooms / Storey Lake (4821DS)
4 bedrooms, 6 beds, 3 bathrooms
22–27 Aug
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 4 beds, 4 bathrooms
19–24 Jul
Superhost
Home in Four Corners
10 BD/ 8 BA/ Windsor Cay (1017 BP)
10 bedrooms, 15 beds, 8 bathrooms
16–21 Aug
Superhost
Home in Kissimmee
Magic Escape Orlando
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 6 beds, 3 bathrooms
12–17 Jul
Top guest favourite
Home in Clermont
2026 NEW Themed 05 Bedrooms At Windsor Cay
5.0 out of 5 average rating, 6 reviews, 5 bedrooms, 8 beds, 4 bathrooms
7–12 Feb
Superhost
Home in Kissimmee
7 Bd/5.5Ba Sleeps 16! Windsor at Westside (2100RD)
7 bedrooms, 9 beds, 5.5 bathrooms
19–24 Jul
Guest favourite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5.0 out of 5 average rating, 14 reviews, 5 bedrooms, 9 beds, 4.5 bathrooms
5–10 Jan
Superhost
Townhouse in Kissimmee
5BR Waterfront Townhome w/ Pool Near Bronson Club
New place to stay, 5 bedrooms, 6 beds, 4 bathrooms
30 Jul – 4 Aug
Home in Kissimmee
Magical Villa with Themed Bedrooms at Reunion
New place to stay, 6 bedrooms, 10 beds, 5 bathrooms
27 Jul – 1 Aug
Home in Kissimmee
Mayson's Cozy Nest
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
Superhost
Home in Kissimmee
Luxury NEW 09 Bedroom/Pool At Solara Resort
5.0 out of 5 average rating, 3 reviews, 9 bedrooms, 13 beds, 6.5 bathrooms
12–17 Jul
Superhost
Townhouse in Kissimmee
5 BD/ 4.5 BA/ Windsor at Westside (2015 MD)
New place to stay, 5 bedrooms, 7 beds, 4.5 bathrooms
20–25 Jul
Superhost
Home in Kissimmee
Beautiful 4 Bedroom Villa – Near Disney Parks
4 bedrooms, 6 beds, 4.5 bathrooms
18–23 Jul
Home in Kissimmee
Modern Disney Villa • 7BR • Private Pool
New place to stay, 7 bedrooms, 9 beds, 6.5 bathrooms
11–16 Jul
Superhost
Home in Kissimmee
6BR Disney Escape Pool, SPA, Gaming Room and fun
New place to stay, 6 bedrooms, 7 beds, 6 bathrooms
19–24 Jul