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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Townhouse in Kissimmee
2 BR Harmony House at Regal Oaks Resort
2 bedrooms, 3 beds, 2.5 private bathrooms
26–31 Jul
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4.95 out of 5 average rating, 237 reviews
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds, 4.5 bathrooms
29 Aug – 3 Sept
New place to stay
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, 9 reviews
Superhost
Home in Kissimmee
7 BD/ 5.5 BA/ Windsor at Westside (1897 NC)
7 bedrooms, 10 beds, 5.5 bathrooms
3–8 Aug
Superhost
Home in Kissimmee
5 BD/ 4 BA/ Terra Verde (4669 GB)
5 bedrooms, 7 beds, 4 bathrooms
30 Jul – 4 Aug
Home in Kissimmee
Magical Villa with Themed Bedrooms at Reunion
6 bedrooms, 10 beds, 5 bathrooms
27 Jul – 1 Aug
New place to stay
Guest favourite
Home in Kissimmee
Elegant 5B & 3B Private Pool Villa near Disney
5 bedrooms, 8 beds, 3 bathrooms
2–7 Aug
5.0 out of 5 average rating, 8 reviews
Home in Four Corners
Luxurious Oasis with Immersive Circus Bedroom
6 bedrooms, 9 beds, 6 bathrooms
31 Jul – 5 Aug
5.0 out of 5 average rating, 5 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
Beautiful 4 Bedroom Villa – Near Disney Parks
4 bedrooms, 6 beds, 4.5 bathrooms
18–23 Jul
Superhost
Home in Four Corners
10 BD/ 8 BA/ Windsor Cay (1017 BP)
10 bedrooms, 15 beds, 8 bathrooms
16–21 Aug
Home in Kissimmee
5BR Fantastic Villa | Pool & Game Room Near Disney
5 bedrooms, 7 beds, 4 bathrooms
11–16 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
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
Home in Kissimmee
Ever After Estate, 12 minutes from Disney, Reunion
9 bedrooms, 13 beds, 10 bathrooms
8–13 Aug
New place to stay
Superhost
Home in Kissimmee
6BR Disney Escape Pool, SPA, Gaming Room and fun
6 bedrooms, 7 beds, 6 bathrooms
26–31 Jul
5.0 out of 5 average rating, 3 reviews
Superhost
Apartment in Kissimmee
Perfect 2BD Family Condo w/ Balcony Near Disney
2 bedrooms, 3 beds, 2 bathrooms
28 Sept – 3 Oct
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