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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Villa in Kissimmee
House by the Mouse: Something for Everyone!
4 bedrooms, 6 beds, 3 private bathrooms
29 Aug – 3 Sept
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4.92 out of 5 average rating, 269 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, 7 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
Orlando Dream Escape | Private Pool | Disney
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Kissimmee
2026 Brand New Themed 06 Bedrooms At Solara Resort
6 bedrooms, 2 beds, 5 bathrooms
22–27 Aug
Home in Kissimmee
Mayson's Cozy Nest
3 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
5.0 out of 5 average rating, 4 reviews
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
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
Storey Lake Retreat | Private Pool w/ Spa + BBQ
5 bedrooms, 7 beds, 5 bathrooms
10–15 Aug
New place to stay
Superhost
Home in Kissimmee
Magic Palms Villa
6 bedrooms, 9 beds, 3 bathrooms
11–16 Jul
New place to stay
Superhost
Home in Kissimmee
7 Bd/5.5Ba Sleeps 16! Windsor at Westside (2100RD)
7 bedrooms, 9 beds, 5.5 bathrooms
19–24 Jul
Home in Kissimmee
Magical Villa with Themed Bedrooms at Reunion
6 bedrooms, 10 beds, 5 bathrooms
27 Jul – 1 Aug
New place to stay
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
Beautiful 4 Bedroom Villa – Near Disney Parks
4 bedrooms, 6 beds, 4.5 bathrooms
18–23 Jul
Superhost
Home in Davenport
Pool Spa + Outdoor Entertainment | Golf Retreat
4 bedrooms, 6 beds, 2.5 bathrooms
18–23 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
Superhost
Home in Clermont
10 BD/ 8 BA/ Windsor Cay (1018 CR)
10 bedrooms, 18 beds, 8 bathrooms
27 Oct – 1 Nov
5.0 out of 5 average rating, 3 reviews
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
Magic Escape Orlando
4 bedrooms, 6 beds, 3 bathrooms
12–17 Jul
5.0 out of 5 average rating, 3 reviews