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Search results; Over 1,000 homes in Kissimmee

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Guest favourite
Apartment in Kissimmee
Resort Style Sunshine Oasis near Theme Parks
2 bedrooms, 3 beds, 2 private bathrooms
2–7 Feb
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4.9 out of 5 average rating, 135 reviews
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Home in Kissimmee
Disney Area 4 BR| Private Pool & Free Water Park
4 bedrooms, 6 beds, 3 bathrooms
11–16 Oct
5.0 out of 5 average rating, 3 reviews
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Home in Kissimmee
Disney Luxury Escape Private Pool 4BR BBQ
4 bedrooms, 5 beds, 3 bathrooms
8–13 Oct
New place to stay
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Superhost
Home in Kissimmee
NEW Home Luxury 04 Bedrooms At Storey Lake
4 bedrooms, 6 beds, 3 bathrooms
18–23 Dec
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Superhost
Home in Kissimmee
5Star Fantastic Disney Villa – Pool, Movie Theater
5 bedrooms, 7 beds, 5 bathrooms
12–17 Oct
4.71 out of 5 average rating, 31 reviews
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Guest favourite
Home in Kissimmee
15 Bd / 16.5 Ba/ Sonoma Resort (4061 Sb)
15 bedrooms, 14 beds, 16.5 bathrooms
5–10 Nov
4.83 out of 5 average rating, 6 reviews
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Guest favourite
Home in Kissimmee
Immersive 15 Bd/ 16.5 Ba/ Sonoma Resort (4071Sb)
15 bedrooms, 22 beds, 16.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 9 reviews
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Home in Kissimmee
Family Villa Pool Spa & Game Room Near Disney 7420
5 bedrooms, 7 beds, 4 bathrooms
1–6 Oct
New place to stay
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Home in Kissimmee
10 Minutes to Disney! Villa with Pool & Game Room
3 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
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Superhost
Home in Clermont
2026 Themed 7BR house at Windsor Cay Resort
7 bedrooms, 10 beds, 6 bathrooms
17–22 Oct
New place to stay
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Superhost
Home in Kissimmee
Lake View | Theater+Games | Pool+Spa | Themed Room
6 bedrooms, 9 beds, 5 bathrooms
1–6 Oct
New place to stay
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Townhouse in Kissimmee
Themed Disney Getaway, Pool & Amazing Location
4 bedrooms, 7 beds, 3 bathrooms
6–11 Nov
New place to stay
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Superhost
Home in Kissimmee
Comfy Villa W/ Pool & FREE BBQ | Near Disney
4 bedrooms, 6 beds, 3 bathrooms
1–6 Nov
New place to stay
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Superhost
Home in Kissimmee
Luxe Family Escape | Pool Oasis Near Disney
4 bedrooms, 6 beds, 3 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 3 reviews
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Superhost
Home in Kissimmee
New Themed Luxury 08 Bedrooms At Encore Resort
8 bedrooms, 8 beds, 7 bathrooms
18–23 Feb
5.0 out of 5 average rating, 3 reviews
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Superhost
Home in Kissimmee
NEW Lois Ann's Disney Landing 4 miles to entrance!
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Nov
5.0 out of 5 average rating, 3 reviews
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Villa in Kissimmee
Luxury Villa for 18 Private Pool & Games Room 4688
7 bedrooms, 13 beds, 5.5 bathrooms
11–16 Oct
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Superhost
Townhouse in Kissimmee
Pvt Pool + BBQ + Themed Rooms | Storey Lake
5 bedrooms, 7 beds, 4 bathrooms
23–28 Nov
New place to stay
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Top guest favourite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5 bedrooms, 9 beds, 4.5 bathrooms
1–6 Mar
5.0 out of 5 average rating, 26 reviews