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Search results; Over 1,000 homes in Kissimmee

Home in Kissimmee
Dreamy Waterside Villa | Heated Pool & Near Disney
3 bedrooms, 4 beds, 2 private bathrooms
4–9 Oct
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4.8 out of 5 average rating, 143 reviews
Superhost
Home in Kissimmee
7 Bd/ 6 Ba/ Storey Lake (4585 Tb)
7 bedrooms, 10 beds, 6 bathrooms
4–9 Oct
Guest favourite
Home in Kissimmee
Immersive 15 Bd/ 16.5 Ba/ Sonoma Resort (4071Sb)
15 bedrooms, 22 beds, 16.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Kissimmee
Amazing Home Near Parks w/ Pool & Spa
4 bedrooms, 5 beds, 4 bathrooms
24–29 Oct
5.0 out of 5 average rating, 9 reviews
Superhost
Rooms in Kissimmee
4164 Themed 5BR Near Disney w/ Pool
5 bedrooms, 8 beds, 4 bathrooms
5–10 Sept
Top guest favourite
Townhouse in Kissimmee
NEW Beautiful Townhome Near Disney w/ Themed Room
3 bedrooms, 6 beds, 3 bathrooms
26–31 Oct
5.0 out of 5 average rating, 27 reviews
Superhost
Home in Kissimmee
NEW Home Luxury 04 Bedrooms At Storey Lake
4 bedrooms, 6 beds, 3 bathrooms
25–30 Sept
Superhost
Home in Clermont
Experience Our New 2026 10BR Home at Windsor Cay
10 bedrooms, 12 beds, 8 bathrooms
13–18 Sept
Guest favourite
Townhouse in Kissimmee
4 Bedrooms/ 3 Bathrooms/ Storey Lake (2457RT)
4 bedrooms, 6 beds, 3 bathrooms
6–11 Sept
5.0 out of 5 average rating, 35 reviews
Top guest favourite
Townhouse in Kissimmee
Disney 15 Min • Private Pool • Windsor Hills
3 bedrooms, 5 beds, 3 bathrooms
7–12 Sept
5.0 out of 5 average rating, 37 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
Guest favourite
Home in Kissimmee
Luxury Disney Villa | Game Room | Pool Heat
6 bedrooms, 9 beds, 6.5 bathrooms
4–9 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Townhouse in Davenport
4 Bd/3 Bt- Sleeps 8! Close Disney, Self Check-in
4 bedrooms, 5 beds, 3 bathrooms
22–27 Oct
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds, 4 bathrooms
13–18 Sept
5.0 out of 5 average rating, 21 reviews
Guest favourite
Home in Clermont
5 Bd/ 5.5 Ba/ Windsor Cay (15839 Cc)
5 bedrooms, 7 beds, 5.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 22 reviews
Guest favourite
Townhouse in Kissimmee
Upstay Modern Home Near Disney with Pool
4 bedrooms, 5 beds, 4.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 13 reviews
Luxe
Villa in Orlando
Luxe Sanctuary w/ Game Room & Jacuzzi | Intl Drive
10 bedrooms, 18 beds, 9 bathrooms
7–12 Sept
4.97 out of 5 average rating, 93 reviews
Top guest favourite
Townhouse in Kissimmee
3 Bd/ 2.5 Ba/ Encantada Resort (3113 Yl)
3 bedrooms, 4 beds, 2.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 10 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