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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Apartment in Kissimmee
H-Gated Resort-5 miles to Disney-2 FREE Water Park
2 bedrooms, 4 beds, 2 private bathrooms
11–16 Aug
,
4.81 out of 5 average rating, 204 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
Guest favourite
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
Storey Lake Retreat | Private Pool w/ Spa + BBQ
5 bedrooms, 7 beds, 5 bathrooms
10–15 Aug
New place to stay
Top guest favourite
Home in Clermont
2026 NEW Themed 05 Bedrooms At Windsor Cay
5 bedrooms, 8 beds, 4 bathrooms
7–12 Feb
5.0 out of 5 average rating, 6 reviews
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
Townhouse in Kissimmee
4 Bedrooms / 3 Bathrooms / Storey Lake (4821DS)
4 bedrooms, 6 beds, 3 bathrooms
22–27 Aug
Superhost
Home in Four Corners
10 BD/ 8 BA/ Windsor Cay (1017 BP)
10 bedrooms, 15 beds, 8 bathrooms
16–21 Aug
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
Superhost
Home in Kissimmee
Classy 12BR, 11.5Bath, Sleeps 32, Theater, Game Rm
12 bedrooms, 21 beds, 11.5 bathrooms
12–17 Jul
New place to stay
Home in Kissimmee
5BR Fantastic Villa | Pool & Game Room Near Disney
5 bedrooms, 7 beds, 4 bathrooms
11–16 Aug
New place to stay
Superhost
Home in Kissimmee
Luxury NEW 09 Bedroom/Pool At Solara Resort
9 bedrooms, 13 beds, 6.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 3 reviews
Home in Kissimmee
Lakefront Charmer 8BR 6BA Home Cinema Pool/Spa
8 bedrooms, 13 beds, 6 bathrooms
26–31 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
Home in Kissimmee
15 Bedrooms / 16.5 Bathrooms / Sonoma (4171SB)
15 bedrooms, 21 beds, 16.5 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 7 reviews
Home in Kissimmee
Modern Disney Villa • 7BR • Private Pool
7 bedrooms, 9 beds, 6.5 bathrooms
12–17 Jul
New place to stay
Guest favourite
Home in Kissimmee
Stylish 4BR | Private Pool | Patio | Game Room
4 bedrooms, 4 beds, 3.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 8 reviews