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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Home in Kissimmee
New Listing! Casita Bonita Pool House
4 bedrooms, 6 beds, 2 private bathrooms
4–9 Oct
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4.86 out of 5 average rating, 160 reviews
Home in Kissimmee
Bloom & Roam — Where Comfort Meets Vacation
3 bedrooms, 4 beds
13–18 Sept
New place to stay
Guest favourite
Townhouse in Kissimmee
Magical Family Retreat 4B, 3.5B, Spa, 4M Disney!
4 bedrooms, 8 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 6 reviews
Flat in Kissimmee
Close to everything, spacious, and comfortable
3 bedrooms, 5 beds
31 Oct – 5 Nov
New place to stay
Superhost
Home in Kissimmee
Lake View | Theater+Games | Pool+Spa | Themed Room
6 bedrooms, 9 beds
1–6 Oct
New place to stay
Superhost
Flat in Kissimmee
Luxury Reunion Retreat Patio Views Near Disney
5 bedrooms, 6 beds
20–25 Sept
New place to stay
Top guest favourite
Cottage in Kissimmee
Beauty and the Beast
2 bedrooms, 3 beds
11–16 Oct
5.0 out of 5 average rating, 12 reviews
Superhost
Home in Kissimmee
Comfy Villa W/ Pool & FREE BBQ | Near Disney
4 bedrooms, 6 beds
13–18 Sept
New place to stay
Apartment in Kissimmee
Peaceful 3BR Condo Near Disney + Resort Amenities
3 bedrooms, 4 beds
13–18 Sept
New place to stay
Superhost
Home in Kissimmee
Luxe Family Escape | Pool Oasis Near Disney
4 bedrooms, 6 beds
20–25 Sept
New place to stay
Top guest favourite
Townhouse in Kissimmee
SUPER Cozy & Fun Villa w/ Pool & BBQ | Near Disney
4 bedrooms, 8 beds
18–23 Sept
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds
6–11 Apr
4.94 out of 5 average rating, 18 reviews
Guest favourite
Townhouse in Kissimmee
Upstay Modern Home Near Disney with Pool
4 bedrooms, 5 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 14 reviews
Superhost
Home in Kissimmee
9BR Pixar Theater Game Room | Pool Spa | Sleeps 27
9 bedrooms, 19 beds
14–19 Sept
5.0 out of 5 average rating, 4 reviews
Superhost
Flat in Orlando
3BR Resort Condo | Pools & Outlets Near Disney
3 bedrooms, 4 beds
17–22 Sept
New place to stay
Superhost
Home in Kissimmee
Magical Stay Near Disney
4 bedrooms, 5 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
6 BD/ 6 BA/ Encore Resort at Reunion (480 Ld)
6 bedrooms, 7 beds
3–8 Oct
New place to stay
Top guest favourite
Home in Kissimmee
Family Dream Home Near Disney
5 bedrooms, 6 beds
30 Sept – 5 Oct
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Townhouse in Kissimmee
Disney Theme Rooms | Private Pool | Storey Lake
4 bedrooms, 6 beds
23–28 Oct
5.0 out of 5 average rating, 45 reviews