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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Loft in Kissimmee
(144)Near Disney, Best Price! Transfer free
1 bedroom, 2 beds, 1 private bathroom
19–24 Oct
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4.85 out of 5 average rating, 66 reviews
Guest favourite
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Lucaya Village (8-101)
4 bedrooms, 7 beds, 3 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 6 reviews
Superhost
Rooms in Kissimmee
4164 Themed 5BR Near Disney w/ Pool
5 bedrooms, 8 beds, 4 bathrooms
15–20 Sept
Guest favourite
Home in Kissimmee
Immersive 15 Bd/ 16.5 Ba/ Sonoma Resort (4071Sb)
15 bedrooms, 22 beds, 16.5 bathrooms
18–23 Sept
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Townhouse in Kissimmee
SUPER Cozy & Fun Villa w/ Pool & BBQ | Near Disney
4 bedrooms, 8 beds, 3.5 bathrooms
18–23 Sept
5.0 out of 5 average rating, 6 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
Top guest favourite
Home in Davenport
5 Bedrooms/ 4.5 Bathrooms/ Solterra (7872 Or)
5 bedrooms, 7 beds, 4.5 bathrooms
27 Sept – 2 Oct
4.89 out of 5 average rating, 18 reviews
Superhost
Home in Kissimmee
4BR house with private pool in Magic Village
4 bedrooms, 6 beds, 4.5 bathrooms
14–19 Sept
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
Home in Kissimmee
Luxury NEW 09 Bedroom/Pool At Solara Resort
9 bedrooms, 9 beds, 6.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 4 reviews
Superhost
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Storey Lake (4887 Rc)
4 bedrooms, 6 beds, 3 bathrooms
21–26 Oct
New place to stay
Top guest favourite
Townhouse in Kissimmee
5BR to Gather, Relax and Make Memories (2640ST)
5 bedrooms, 6 beds, 4 bathrooms
11–16 Oct
5.0 out of 5 average rating, 38 reviews
Superhost
Home in Kissimmee
2026 Brand New Themed 06 Bedrooms At Solara Resort
6 bedrooms, 2 beds, 5 bathrooms
14–19 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Townhouse in Kissimmee
Upstay Modern Home Near Disney with Pool
4 bedrooms, 5 beds, 4.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Davenport
5 Bedroom/ 4 Bathroom/ Champions Gate (9033PT)
5 bedrooms, 8 beds, 5 bathrooms
19–24 Sept
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
20–25 Sept
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Home in Kissimmee
Amazing 3Bdrms/2,5bath At Encantada
3 bedrooms, 5 beds, 2.5 bathrooms
11–16 Oct
5.0 out of 5 average rating, 10 reviews
Superhost
Home in Kissimmee
NEW 2026 Themed 9BR| Racing Simulator |Solara
9 bedrooms, 13 beds, 6.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Kissimmee
9BR Family Villa | Pool, Games, Spa | Near Disney
9 bedrooms, 17 beds, 5 bathrooms
13–18 Oct
5.0 out of 5 average rating, 44 reviews