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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
18–23 Jul
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4.87 out of 5 average rating, 285 reviews
Guest favourite
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
5.0 out of 5 average rating, 9 reviews, 7 bedrooms, 10 beds, 5.5 bathrooms
5–10 Aug
Top guest favourite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5.0 out of 5 average rating, 16 reviews, 5 bedrooms, 9 beds, 4.5 bathrooms
21–26 Aug
Superhost
Home in Kissimmee
5 BD/ 4 BA/ Terra Verde (4669 GB)
5 bedrooms, 7 beds, 4 bathrooms
30 Jul – 4 Aug
Superhost
Home in Kissimmee
13-Min Disney | Priv Pool | 5BR Storey Lake Resort
5 bedrooms, 4 beds, 4 bathrooms
2–7 Aug
Guest favourite
Home in Kissimmee
7 BD/ 7 BA/ Solara Resort (2327 SR)
5.0 out of 5 average rating, 5 reviews, 7 bedrooms, 10 beds, 6.5 bathrooms
13–18 Sept
Home in Kissimmee
Poolside Heaven in Cumbrian Lakes
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 6 beds, 3 bathrooms
22–27 Aug
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
5.0 out of 5 average rating, 12 reviews, 3 bedrooms, 4 beds, 4 bathrooms
19–24 Jul
Home in Kissimmee
Lakefront Charmer 8BR 6BA Home Cinema Pool/Spa
New place to stay, 8 bedrooms, 13 beds, 6 bathrooms
26–31 Jul
Home in Kissimmee
Woodland Oasis: Brand-new Home 15 Min to Disney
New place to stay, 3 bedrooms, 6 beds, 2 bathrooms
14–19 Aug
Superhost
Townhouse in Davenport
4735 Solterra Resort 4BR Pool House near Disney
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
26–31 Jul
Home in Kissimmee
Magic-Ready 4BR Pool Home Near Disney
New place to stay, 4 bedrooms, 6 beds, 2 bathrooms
19–24 Jul
Guest favourite
Home in Kissimmee
Pvt Pool&Spa·Game Room·BBQ·Near Theme Parks
5.0 out of 5 average rating, 5 reviews, 6 bedrooms, 9 beds, 4.5 bathrooms
28 Aug – 2 Sept
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 5 beds, 2 bathrooms
12–17 Sept
Superhost
Home in Kissimmee
Disney 7 Min • Luxury 4 Suites • Jacuzzi • Arcade
New place to stay, 4 bedrooms, 8 beds, 5 bathrooms
1–6 Aug
Superhost
Home in Kissimmee
6BR Disney Escape Pool, SPA, Gaming Room and fun
5.0 out of 5 average rating, 3 reviews, 6 bedrooms, 7 beds, 6 bathrooms
26–31 Jul
Home in Kissimmee
Magical Villa with Themed Bedrooms at Reunion
New place to stay, 6 bedrooms, 10 beds, 5 bathrooms
27 Jul – 1 Aug
Superhost
Flat in Kissimmee
3 BD/ 2 BA/ Storey Lake (4741 CD-201)
3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
Superhost
Townhouse in Clermont
Brand 2026 NEW 05 Bdrms At Windsor Cay
5.0 out of 5 average rating, 4 reviews, 5 bedrooms, 7 beds, 4.5 bathrooms
26–31 Jul