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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Cottage in Kissimmee
Bright & Cozy Cottage Near Disney
1 bedroom, 2 beds, 1 private bathroom
16–21 Nov
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4.95 out of 5 average rating, 542 reviews
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
Superhost
Home in Kissimmee
7 Bd/ 6 Ba/ Storey Lake (4585 sq ft)
7 bedrooms, 10 beds, 6 bathrooms
4–9 Oct
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, 18 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
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
Top guest favourite
Home in Kissimmee
No Airbnb Guest Fee | 2 Masters| Pool | Mini Golf
4 bedrooms, 6 beds, 3 bathrooms
8–13 Sept
5.0 out of 5 average rating, 5 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
Top guest favourite
Home in Kissimmee
Cozy nd peaceful home w/ lake, near Disney Parks!
3 bedrooms, 4 beds, 2 bathrooms
16–21 Feb
5.0 out of 5 average rating, 13 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
Star Wars & Wizard Themed XL Pool Home Near Disney
4 bedrooms, 5 beds, 3 bathrooms
12–17 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Kissimmee
Home, Private Pool, 10 min to Disney, 3 BR/2 Baths
3 bedrooms, 5 beds, 2 bathrooms
15–20 Nov
4.98 out of 5 average rating, 42 reviews
Home in Davenport
Highlands Reserve Retreat | Pool + Spa Near Disney
4 bedrooms, 5 beds, 2 bathrooms
31 Oct – 5 Nov
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Kissimmee
Magical 5BR w/ 4 Ensuites Near Disney (2602SN)
5 bedrooms, 5 beds, 5 bathrooms
27 Sept – 2 Oct
4.98 out of 5 average rating, 42 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
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, 36 reviews
Top guest favourite
Home in Kissimmee
Ever After Estate, 12 minutes from Disney, Reunion
9 bedrooms, 13 beds, 10 bathrooms
8–13 Sept
5.0 out of 5 average rating, 6 reviews
Superhost
Townhouse in Kissimmee
Unique Villa w/ Hot Tub & Minutes From Disney
3 bedrooms, 4 beds, 2.5 bathrooms
9–14 Sept
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