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Search results; Over 1,000 homes in Kissimmee

Cottage in Kissimmee
Cozy cottage close to Theme parks and shopping.
2 bedrooms, 2 beds, 1 private bathroom
13–18 Jul
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4.82 out of 5 average rating, 200 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
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
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
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 Kissimmee
2026 Brand New Themed 06 Bedrooms At Solara Resort
6 bedrooms, 2 beds, 5 bathrooms
22–27 Aug
Superhost
Townhouse in Kissimmee
4 Bedrooms / 3 Bathrooms / Storey Lake (4821DS)
4 bedrooms, 6 beds, 3 bathrooms
18–23 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
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
Magical Villa with Themed Bedrooms at Reunion
New place to stay, 6 bedrooms, 10 beds, 5 bathrooms
27 Jul – 1 Aug
Home in Kissimmee
Modern Disney Villa • 7BR • Private Pool
New place to stay, 7 bedrooms, 9 beds, 6.5 bathrooms
11–16 Jul
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
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
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 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
Top guest favourite
Home in Kissimmee
Reunion Resort-Disney area-Pool-BBQ-Family Room
5.0 out of 5 average rating, 7 reviews, 5 bedrooms, 9 beds, 4 bathrooms
19–24 Jul
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
9–14 Nov
Home in Kissimmee
Woodland Oasis: Brand-new Home 15 Min to Disney
New place to stay, 3 bedrooms, 6 beds, 2 bathrooms
11–16 Jul
Home in Kissimmee
6BR Disney Retreat | Pool | Emerald Island
New place to stay, 6 bedrooms, 8 beds, 4.5 bathrooms
14–19 Sept