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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Villa in Kissimmee
6BDR/5.5BTH Step Free w/ Movie Theater, Pool & SPA
6 bedrooms, 12 beds, 5.5 private bathrooms
9–14 Sept
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4.94 out of 5 average rating, 213 reviews
Guest favourite
Home in Kissimmee
15 Bd / 16.5 Ba/ Sonoma Resort (4061 Sb)
15 bedrooms, 14 beds, 16.5 bathrooms
8–13 Sept
4.83 out of 5 average rating, 6 reviews
Top guest favourite
Home in Kissimmee
Home, Private Pool, 10 min to Disney, 3 BR/2 Baths
3 bedrooms, 5 beds, 2 bathrooms
1–6 Nov
4.98 out of 5 average rating, 42 reviews
Superhost
Home in Kissimmee
9BR Pixar Theater Game Room | Pool Spa | Sleeps 27
9 bedrooms, 19 beds, 5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Davenport
5 Bedrooms/ 4.5 Bathrooms/ Solterra (7872 Or)
5 bedrooms, 7 beds, 4.5 bathrooms
27 Sept – 2 Oct
4.88 out of 5 average rating, 17 reviews
Superhost
Rooms in Kissimmee
4164 Themed 5BR Near Disney w/ Pool
5 bedrooms, 8 beds, 4 bathrooms
14–19 Sept
Top guest favourite
Home in Kissimmee
2026 NEW 06 Bedrooms at Solara Resort/Private Pool
6 bedrooms, 9 beds, 4.5 bathrooms
11–16 Jan
5.0 out of 5 average rating, 20 reviews
Guest favourite
Home in Kissimmee
Amazing Home Near Parks w/ Pool & Spa
4 bedrooms, 5 beds, 4 bathrooms
16–21 Nov
5.0 out of 5 average rating, 9 reviews
Home in Kissimmee
New 12 BR/11.5 BA Pool Villa 19
12 bedrooms, 15 beds, 11.5 bathrooms
10–15 Feb
5.0 out of 5 average rating, 3 reviews
Home in Kissimmee
Superhero HQ: Private Pool & Spa Near Disney
5 bedrooms, 6 beds, 4.5 bathrooms
5–10 Oct
5.0 out of 5 average rating, 3 reviews
Luxe
Villa in Orlando
Luxe Sanctuary w/ Game Room & Jacuzzi | Intl Drive
10 bedrooms, 18 beds, 9 bathrooms
19–24 Sept
4.97 out of 5 average rating, 93 reviews
Superhost
Flat in Kissimmee
Luxury Reunion Retreat Patio Views Near Disney
5 bedrooms, 6 beds, 4 bathrooms
8–13 Sept
New place to stay
Guest favourite
Apartment in Kissimmee
406 - Toy Story & Safari Dream Condo
3 bedrooms, 4 beds, 2 bathrooms
18–23 Oct
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
7 bedrooms, 10 beds, 5.5 bathrooms
13–18 Dec
4.93 out of 5 average rating, 14 reviews
Superhost
Home in Kissimmee
12BR Luxury Disney Villa/Sleeps 29/Arcade/Pool
12 bedrooms, 22 beds, 11.5 bathrooms
29 Sept – 4 Oct
5.0 out of 5 average rating, 4 reviews
Guest favourite
Townhouse in Kissimmee
4 Beds / 4.5 Baths / Magic Village Views (3085RW)
4 bedrooms, 6 beds, 4.5 bathrooms
8–13 Sept
4.88 out of 5 average rating, 26 reviews
Guest favourite
Townhouse in Kissimmee
Elegant townhouse w/ pool & resort access
5 bedrooms, 8 beds, 5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 13 reviews
Superhost
Home in Kissimmee
Luxury NEW 09 Bedroom/Pool At Solara Resort
9 bedrooms, 9 beds, 6.5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Davenport
Home Away from Home + 2 suites
5 bedrooms, 6 beds, 3 bathrooms
9–14 Sept
5.0 out of 5 average rating, 11 reviews