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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
7 bedrooms, 10 beds
6–11 Mar
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Kissimmee
Orlando Dream Escape | Private Pool | Disney
3 bedrooms, 4 beds
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
9–14 Aug
5.0 out of 5 average rating, 8 reviews
Superhost
Home in Kissimmee
Storey Lake Retreat | Private Pool w/ Spa + BBQ
5 bedrooms, 7 beds
10–15 Aug
New place to stay
Superhost
Townhouse in Kissimmee
4 Bedrooms / 3 Bathrooms / Storey Lake (4821DS)
4 bedrooms, 6 beds
22–27 Aug
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds
19–24 Jul
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Clermont
2026 NEW Themed 05 Bedrooms At Windsor Cay
5 bedrooms, 8 beds
7–12 Feb
5.0 out of 5 average rating, 6 reviews
Superhost
Home in Kissimmee
7 Bd/5.5Ba Sleeps 16! Windsor at Westside (2100RD)
7 bedrooms, 9 beds
19–24 Jul
Superhost
Home in Four Corners
10 BD/ 8 BA/ Windsor Cay (1017 BP)
10 bedrooms, 15 beds
16–21 Aug
Home in Kissimmee
Magical Villa with Themed Bedrooms at Reunion
6 bedrooms, 10 beds
27 Jul – 1 Aug
New place to stay
Superhost
Home in Kissimmee
Magic Escape Orlando
4 bedrooms, 6 beds
12–17 Jul
5.0 out of 5 average rating, 3 reviews
Home in Kissimmee
Lakefront Charmer 8BR 6BA Home Cinema Pool/Spa
8 bedrooms, 13 beds
26–31 Jul
New place to stay
Superhost
Home in Kissimmee
Luxury NEW 09 Bedroom/Pool At Solara Resort
9 bedrooms, 13 beds
8–13 Sept
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
15 Bedrooms / 16.5 Bathrooms / Sonoma (4171SB)
15 bedrooms, 21 beds
27 Jul – 1 Aug
5.0 out of 5 average rating, 7 reviews
Home in Kissimmee
5BR Fantastic Villa | Pool & Game Room Near Disney
5 bedrooms, 7 beds
11–16 Aug
New place to stay
Guest favourite
Home in Kissimmee
Stylish 4BR | Private Pool | Patio | Game Room
4 bedrooms, 4 beds
23–28 Aug
5.0 out of 5 average rating, 8 reviews
Home in Kissimmee
Woodland Oasis: Brand-new Home 15 Min to Disney
3 bedrooms, 6 beds
14–19 Aug
New place to stay
Home in Kissimmee
Modern Disney Villa • 7BR • Private Pool
7 bedrooms, 9 beds
12–17 Jul
New place to stay