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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Home in Kissimmee
5BR Mario& Princess Peach•Pool•Theater•Free Resort
5 bedrooms, 10 beds, 4 private bathrooms
14–19 Sept
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4.99 out of 5 average rating, 124 reviews
Flat in Kissimmee
Close to everything, spacious, and comfortable
3 bedrooms, 5 beds, 2 bathrooms
31 Oct – 5 Nov
New place to stay
Superhost
Home in Kissimmee
Comfy Villa W/ Pool & FREE BBQ | Near Disney
4 bedrooms, 6 beds, 3 bathrooms
14–19 Sept
New place to stay
Home in Kissimmee
Bloom & Roam — Where Comfort Meets Vacation
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
New place to stay
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
Superhost
Home in Kissimmee
Magical Stay Near Disney
4 bedrooms, 5 beds, 3 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Cottage in Kissimmee
Beauty and the Beast
2 bedrooms, 3 beds, 2 bathrooms
11–16 Oct
5.0 out of 5 average rating, 12 reviews
Guest favourite
Apartment in Kissimmee
Lake view Near Disney Resort w Lazy River 108
3 bedrooms, 5 beds, 2 bathrooms
18–23 Sept
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Kissimmee
Luxe Family Escape | Pool Oasis Near Disney
4 bedrooms, 6 beds, 3 bathrooms
20–25 Sept
New place to stay
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 bathrooms
6–11 Apr
4.94 out of 5 average rating, 18 reviews
Apartment in Kissimmee
Peaceful 3BR Condo Near Disney + Resort Amenities
3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
New place to stay
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
Top guest favourite
Home in Kissimmee
Family Dream Home Near Disney
5 bedrooms, 6 beds, 3 bathrooms
30 Sept – 5 Oct
5.0 out of 5 average rating, 31 reviews
Superhost
Home in Kissimmee
Lakeview | Renovated 6BR Villa w/ Pool Near Disney
6 bedrooms, 8 beds, 5.5 bathrooms
15–20 Sept
New place to stay
Top guest favourite
Home in Orlando
12BR Disney Luxury Retreat - Pool, Theater & Fun!
12 bedrooms, 21 beds, 11.5 bathrooms
15–20 Nov
5.0 out of 5 average rating, 57 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
Superhost
Home in Four Corners
7 Bd/ 5.5 Ba/ Windsor Cay (1028 Bp)
7 bedrooms, 10 beds, 5 bathrooms
20–25 Sept
Superhost
Home in Kissimmee
King Bed | Glow In The Dark Kid Cave
4 bedrooms, 6 beds, 3 bathrooms
18–23 Oct
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
Private pool, resorts, 9 minutes to Disney
4 bedrooms, 7 beds, 3 bathrooms
26 Sept – 1 Oct
New place to stay