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Search results; Over 1,000 homes in Kissimmee

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Top guest favourite
Townhouse in Kissimmee
Stunning 3 bedrooms Magic Village | 2 mins Disney
3 bedrooms, 4 beds, 3.5 private bathrooms
4–9 Oct
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4.97 out of 5 average rating, 119 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
8BR house with private pool in Bella Vida Resort
8 bedrooms, 8 beds, 7 bathrooms
15–20 Oct
New place to stay
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Guest favourite
Home in Kissimmee
Amazing Home Near Parks w/ Pool & Spa
4 bedrooms, 5 beds, 4 bathrooms
16–21 Nov
5.0 out of 5 average rating, 9 reviews
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Superhost
Home in Kissimmee
NEW Home Luxury 04 Bedrooms At Storey Lake
4 bedrooms, 6 beds, 3 bathrooms
1–6 Jan
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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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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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Top guest favourite
Home in Kissimmee
2026 NEW 06 Bedrooms at Solara Resort/Private Pool
6 bedrooms, 9 beds, 4.5 bathrooms
20–25 Oct
5.0 out of 5 average rating, 21 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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Top guest favourite
Home in Kissimmee
Marvelous place to relax, w/ pool, near all parks!
3 bedrooms, 4 beds, 2 bathrooms
7–12 Jan
5.0 out of 5 average rating, 10 reviews
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Superhost
Home in Kissimmee
Lakeview 15 Min to Disney Pool Home 4BR/3BA
4 bedrooms, 7 beds, 3 bathrooms
1–6 Nov
5.0 out of 5 average rating, 3 reviews
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Home in Kissimmee
Disney Area 4 BR| Private Pool & Free Water Park
4 bedrooms, 6 beds, 3 bathrooms
10–15 Nov
5.0 out of 5 average rating, 3 reviews
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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
4BR Bright home with private pool
4 bedrooms, 7 beds, 3 bathrooms
1–6 Oct
5.0 out of 5 average rating, 5 reviews
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Superhost
Home in Kissimmee
New Themed Luxury 08 Bedrooms At Encore Resort
8 bedrooms, 8 beds, 7 bathrooms
27 Feb – 4 Mar
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, 4 reviews
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Top guest favourite
Home in Kissimmee
Magic Stay near Disney
2 bedrooms, 3 beds, 2 bathrooms
3–8 Oct
5.0 out of 5 average rating, 34 reviews
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Top guest favourite
Townhouse in Kissimmee
SUPER Cozy & Fun Villa w/ Pool & BBQ | Near Disney
4 bedrooms, 8 beds, 3.5 bathrooms
14–19 Oct
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds, 4 bathrooms
11–16 Oct
5.0 out of 5 average rating, 25 reviews