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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
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4.97 out of 5 average rating, 353 reviews
Guest favourite
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
5.0 out of 5 average rating, 7 reviews, 7 bedrooms, 10 beds, 5.5 bathrooms
6–11 Mar
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
Home in Kissimmee
Storey Lake Retreat | Private Pool w/ Spa + BBQ
New place to stay, 5 bedrooms, 7 beds, 5 bathrooms
10–15 Aug
Superhost
Home in Kissimmee
Orlando Dream Escape | Private Pool | Disney
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Superhost
Home in Clermont
10 BD/ 8 BA/ Windsor Cay (1018 CR)
5.0 out of 5 average rating, 3 reviews, 10 bedrooms, 18 beds, 8 bathrooms
27 Oct – 1 Nov
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
Classy 12BR, 11.5Bath, Sleeps 32, Theater, Game Rm
New place to stay, 12 bedrooms, 21 beds, 11.5 bathrooms
12–17 Jul
Home in Kissimmee
Magical Villa with Themed Bedrooms at Reunion
New place to stay, 6 bedrooms, 10 beds, 5 bathrooms
27 Jul – 1 Aug
Top guest favourite
Townhouse in Kissimmee
COZY Villa w/ Private Pool & Game Room | Kissimmee
5.0 out of 5 average rating, 11 reviews, 4 bedrooms, 8 beds, 3.5 bathrooms
20–25 Sept
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
Superhost
Townhouse in Kissimmee
4BD w/Pool&BBQ: Mickey&Stitch Magic- Top Location!
New place to stay, 4 bedrooms, 5 beds, 3.5 bathrooms
9–14 Aug
Home in Kissimmee
6BR Disney Retreat | Pool | Emerald Island
New place to stay, 6 bedrooms, 8 beds, 4.5 bathrooms
14–19 Sept
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
Home in Kissimmee
Magic Palms Villa
New place to stay, 6 bedrooms, 9 beds, 3 bathrooms
11–16 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
Superhost
Home in Davenport
Pool Spa + Outdoor Entertainment | Golf Retreat
New place to stay, 4 bedrooms, 6 beds, 2.5 bathrooms
18–23 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