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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Townhouse in Kissimmee
JRVacationHome@Regal Oak Resort-Old Town/Fun Spot
4 bedrooms, 5 beds, 3.5 bathrooms
19–24 Aug
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4.99 out of 5 average rating, 94 reviews
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
Superhost
Home in Kissimmee
2026 Brand New Themed 06 Bedrooms At Solara Resort
6 bedrooms, 2 beds, 5 bathrooms
19–24 Dec
Superhost
Home in Four Corners
Family Home w/ Pvt Pool & Game Room | Walk to Club
New place to stay, 5 bedrooms, 7 beds, 4.5 bathrooms
27 Jul – 1 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
27 Sept – 2 Oct
Superhost
Townhouse in Kissimmee
4 BD/ 3 BA/ Storey Lake (4285 QS)
5.0 out of 5 average rating, 4 reviews, 4 bedrooms, 5 beds, 3 bathrooms
26–31 Jul
Home in Kissimmee
Disney World Retreat Oasis & Private Pool
New place to stay, 5 bedrooms, 7 beds, 4 bathrooms
2–7 Aug
Home in Kissimmee
Modern Oasis with Private Pool
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
3–8 Aug
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
New place to stay, 7 bedrooms, 6 beds, 4.5 bathrooms
19–24 Dec
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, 13 reviews, 3 bedrooms, 4 beds, 4 bathrooms
26–31 Jul
Superhost
Home in Kissimmee
Amazing 6-bedroom home with private spa
New place to stay, 6 bedrooms, 6 beds, 5.5 bathrooms
20–25 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
5–10 Jan
Superhost
Home in Davenport
In Resort Themed Home /Pvt Pool / Game room 273961
5 bedrooms, 7 beds, 5.5 bathrooms
24–29 Aug
Superhost
Home in Kissimmee
7 BD/ 7.5 BA/ Sonoma Resort (3901 OA)
7 bedrooms, 7 beds, 7.5 bathrooms
2–7 Aug
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
Superhost
Home in Kissimmee
13-Min Disney | Priv Pool | 5BR Storey Lake Resort
5 bedrooms, 4 beds, 4 bathrooms
2–7 Aug
Home in Kissimmee
Chic 8BR All Suites with Pool and Game Room
5.0 out of 5 average rating, 3 reviews, 8 bedrooms, 10 beds, 8 bathrooms
9–14 Aug
Superhost
Flat in Kissimmee
3 BD/ 2 BA/ Windsor Palms Resort (2305-205)
3 bedrooms, 4 beds, 2 bathrooms
5–10 Aug