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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Apartment in Kissimmee
Luxury 3 Bed/2 Bath Condo 4 miles from WDW
3 bedrooms, 4 beds, 2 private bathrooms
19–24 Jul
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4.88 out of 5 average rating, 128 reviews
Home in Kissimmee
Home Near Disney with pool, theater & games.
3 bedrooms, 5 beds, 1 bathroom
1–6 Jul
New place to stay
Home in Kissimmee
Orlando Dream Escape | Private Pool | Disney
3 bedrooms, 4 beds, 2 bathrooms
1–6 Jul
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
7 bedrooms, 10 beds, 5.5 bathrooms
25–30 Oct
5.0 out of 5 average rating, 5 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
Lux Sonoma Retreat w Private Pool & Outdoor BBQ
14 bedrooms, 21 beds, 11 bathrooms
5–10 Jul
New place to stay
Superhost
Place to stay in Kissimmee
Nice and comfortable rooms near Disney
2 bedrooms, 5 beds, 1 bathroom
1–6 Jul
New place to stay
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, 7 reviews
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, 5 reviews
Top guest favourite
Home in Kissimmee
Stylish Home & Free Resort Access 2420
4 bedrooms, 5 beds, 3 bathrooms
27 Aug – 1 Sept
4.98 out of 5 average rating, 43 reviews
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
Home in Kissimmee
Disney 15 Min! 4 BR Themed Home With Private Pool
4 bedrooms, 5 beds, 3 bathrooms
3–8 Jul
New place to stay
Guest favourite
Home in Clermont
2026 NEW Themed 05 Bedrooms At Windsor Cay
5 bedrooms, 8 beds, 4 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 5 reviews
Superhost
Townhouse in Kissimmee
3 BD/ 2.5 BA/ Encantada Resort (3113 YL)
3 bedrooms, 4 beds, 2.5 bathrooms
10–15 Jul
New place to stay
Home in Kissimmee
Luxury Paradise,Themed, Pool and Outdoor kitchen
9 bedrooms, 12 beds, 6.5 bathrooms
19–24 Jul
Superhost
Guest house in Orlando
Modern Boutique Retreat Near MCO Airport
1 bedroom, 2 beds, 1 bathroom
1–6 Jul
New place to stay
Top guest favourite
Home in Kissimmee
Elegant 5B & 3B Private Pool Villa near Disney
5 bedrooms, 8 beds, 3 bathrooms
2–7 Aug
5.0 out of 5 average rating, 6 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