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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Home in Kissimmee
Game Room/HeatedPool/Piano Upscale Waterfront Home
3 bedrooms, 4 beds, 2 private bathrooms
2–7 Sept
,
4.97 out of 5 average rating, 353 reviews
Guest favourite
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
7 bedrooms, 10 beds, 5.5 bathrooms
6–11 Mar
5.0 out of 5 average rating, 8 reviews
Superhost
Home in Kissimmee
Orlando Dream Escape | Private Pool | Disney
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 8 reviews
Superhost
Home in Kissimmee
2026 Brand New Themed 06 Bedrooms At Solara Resort
6 bedrooms, 2 beds, 5 bathrooms
22–27 Aug
Superhost
Home in Kissimmee
Storey Lake Retreat | Private Pool w/ Spa + BBQ
5 bedrooms, 7 beds, 5 bathrooms
10–15 Aug
New place to stay
Superhost
Home in Four Corners
10 BD/ 8 BA/ Windsor Cay (1017 BP)
10 bedrooms, 15 beds, 8 bathrooms
16–21 Aug
Superhost
Townhouse in Kissimmee
4BD w/Pool&BBQ: Mickey&Stitch Magic- Top Location!
4 bedrooms, 5 beds, 3.5 bathrooms
9–14 Aug
New place to stay
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds, 4 bathrooms
19–24 Jul
5.0 out of 5 average rating, 10 reviews
Superhost
Home in Kissimmee
7 Bd/5.5Ba Sleeps 16! Windsor at Westside (2100RD)
7 bedrooms, 9 beds, 5.5 bathrooms
19–24 Jul
Superhost
Townhouse in Kissimmee
4 Bedrooms / 3 Bathrooms / Storey Lake (4821DS)
4 bedrooms, 6 beds, 3 bathrooms
22–27 Aug
Home in Kissimmee
Modern Disney Villa • 7BR • Private Pool
7 bedrooms, 9 beds, 6.5 bathrooms
11–16 Jul
New place to stay
Superhost
Home in Kissimmee
Magic Escape Orlando
4 bedrooms, 6 beds, 3 bathrooms
12–17 Jul
5.0 out of 5 average rating, 3 reviews
Superhost
Townhouse in Kissimmee
5BR Waterfront Townhome w/ Pool Near Bronson Club
5 bedrooms, 6 beds, 4 bathrooms
30 Jul – 4 Aug
New place to stay
Superhost
Home in Kissimmee
Luxury NEW 09 Bedroom/Pool At Solara Resort
9 bedrooms, 13 beds, 6.5 bathrooms
12–17 Jul
5.0 out of 5 average rating, 3 reviews
Home in Kissimmee
Magical Villa with Themed Bedrooms at Reunion
6 bedrooms, 10 beds, 5 bathrooms
27 Jul – 1 Aug
New place to stay
Top guest favourite
Home in Kissimmee
Reunion Resort-Disney area-Pool-BBQ-Family Room
5 bedrooms, 9 beds, 4 bathrooms
19–24 Jul
5.0 out of 5 average rating, 7 reviews
Superhost
Home in Kissimmee
6BR Disney Escape Pool, SPA, Gaming Room and fun
6 bedrooms, 7 beds, 6 bathrooms
19–24 Jul
New place to stay
Superhost
Townhouse in Kissimmee
5 BD/ 4.5 BA/ Windsor at Westside (2015 MD)
5 bedrooms, 7 beds, 4.5 bathrooms
20–25 Jul
New place to stay