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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Villa in Kissimmee
Luxury Villa Windsor Hills Resort 2 miles / Disney
4 bedrooms, 7 beds, 4 private bathrooms
29 Aug – 3 Sept
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4.98 out of 5 average rating, 120 reviews
Superhost
Home in Kissimmee
7851 Luxury 5BR Home w/ Private Pool Near Disney
5 bedrooms, 7 beds, 5 bathrooms
27 Sept – 2 Oct
New place to stay
Home in Kissimmee
Oversized Spa | Arcade Room | Kids Bedrooms | 030
6 bedrooms, 10 beds, 6 bathrooms
5–10 Jul
4.83 out of 5 average rating, 6 reviews
Home in Kissimmee
Disney Theme 7 Bedroom Home, Pool, Spa, Game Room
7 bedrooms, 12 beds, 5 bathrooms
6–11 Jul
New place to stay
Home in Kissimmee
Orlando Dream Escape | Piscina Privada | Disney
3 bedrooms, 4 beds, 2 bathrooms
13–18 Jul
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
2026 Themed NEW 08 Bedrooms At Solara Resort
8 bedrooms, 11 beds, 7.5 bathrooms
30 Nov – 5 Dec
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
Ultimate Privacy, Pool & Spa, Theater, Near Disney
5 bedrooms, 6 beds, 4 bathrooms
5–10 Jul
New place to stay
Townhouse in Davenport
Windsor IsIand | 5 Br 14ppl | Pool, WATER PARK
5 bedrooms, 8 beds, 4.5 bathrooms
1–6 Jul
New place to stay
Superhost
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 bathrooms
15–20 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds, 4 bathrooms
5–10 Jul
5.0 out of 5 average rating, 6 reviews
Home in Kissimmee
Serene Retreat w Private Pool & Resort Access
5 bedrooms, 6 beds, 5.5 bathrooms
7–12 Aug
New place to stay
Townhouse in Kissimmee
Spacious townhome near Disney w/ patio
4 bedrooms, 6 beds, 4.5 bathrooms
1–6 Jul
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
20–25 Jul
4.88 out of 5 average rating, 16 reviews
Top guest favourite
Home in Kissimmee
Aurora Lux| Heated Pool| Games Room| Mini Golf|BBQ
4 bedrooms, 6 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Clermont
Beautiful 5BR Themed Villa w/ Pool at Windsor Cay
5 bedrooms, 7 beds, 4 bathrooms
28 Nov – 3 Dec
5.0 out of 5 average rating, 13 reviews
Superhost
Home in Kissimmee
9 BD/ 6.5 BA/ Solara Resort (1810 CV)
9 bedrooms, 12 beds, 6.5 bathrooms
12–17 Jul
Superhost
Home in Davenport
5BR Solterra Home with Private Pool Near Disney
5 bedrooms, 5 beds, 4.5 bathrooms
6–11 Jul
New place to stay
Superhost
Home in Kissimmee
15 Bedrooms / 16.5 Bathrooms / Sonoma (4171SB)
15 bedrooms, 21 beds, 16.5 bathrooms
1–6 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Townhouse in Kissimmee
COZY Villa w/ Private Pool & Game Room | Kissimmee
4 bedrooms, 8 beds, 3.5 bathrooms
10–15 Jul
5.0 out of 5 average rating, 8 reviews