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Search results; Over 1,000 homes in Kissimmee

Superhost
Tiny home in Kissimmee
Shells Cottage near to theme parks
1 bedroom, 1 bed, 1 private bathroom
19–24 Jul
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4.87 out of 5 average rating, 285 reviews
Top guest favourite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5 bedrooms, 9 beds
21–26 Aug
5.0 out of 5 average rating, 16 reviews
Superhost
Home in Kissimmee
5 BD/ 4 BA/ Terra Verde (4669 GB)
5 bedrooms, 7 beds
30 Jul – 4 Aug
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds
29 Aug – 3 Sept
New place to stay
Superhost
Home in Kissimmee
Amazing 6-bedroom home with private spa
6 bedrooms, 6 beds
20–25 Aug
New place to stay
Home in Kissimmee
Poolside Heaven in Cumbrian Lakes
4 bedrooms, 6 beds
22–27 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
13-Min Disney | Priv Pool | 5BR Storey Lake Resort
5 bedrooms, 4 beds
2–7 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, 12 reviews
Superhost
Home in Kissimmee
Magic Escape Orlando
4 bedrooms, 6 beds
8–13 Aug
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Kissimmee
Disney 7 Min • Luxury 4 Suites • Jacuzzi • Arcade
4 bedrooms, 8 beds
1–6 Aug
New place to stay
Guest favourite
Home in Kissimmee
Pvt Pool&Spa·Game Room·BBQ·Near Theme Parks
6 bedrooms, 9 beds
28 Aug – 2 Sept
5.0 out of 5 average rating, 5 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
Magical Villa with Themed Bedrooms at Reunion
6 bedrooms, 10 beds
27 Jul – 1 Aug
New place to stay
Home in Kissimmee
Modern Oasis with Private Pool
4 bedrooms, 5 beds
3–8 Aug
New place to stay
Top guest favourite
Home in Kissimmee
NEW! Disney-Themed Escape | Private Pool | Villans
8 bedrooms, 13 beds
9–14 Aug
5.0 out of 5 average rating, 5 reviews
Home in Kissimmee
Magic-Ready 4BR Pool Home Near Disney
4 bedrooms, 6 beds
19–24 Jul
New place to stay
Superhost
Home in Kissimmee
6BR Disney Escape Pool, SPA, Gaming Room and fun
6 bedrooms, 7 beds
26–31 Jul
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Kissimmee
7 BD/ 7 BA/ Solara Resort (2327 SR)
7 bedrooms, 10 beds
18–23 Oct
5.0 out of 5 average rating, 5 reviews
Superhost
Townhouse in Clermont
Brand 2026 NEW 05 Bdrms At Windsor Cay
5 bedrooms, 7 beds
26–31 Jul
5.0 out of 5 average rating, 4 reviews