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Search results; Over 1,000 homes in Kissimmee

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Top guest favourite
Apartment in Kissimmee
Golf Front Luxury Penthouse: Views, Marvel, 2Pools
3 bedrooms, 4 beds, 2 private bathrooms
22–27 Oct
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4.97 out of 5 average rating, 141 reviews
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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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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 Kissimmee
New Themed Luxury 08 Bedrooms At Encore Resort
8 bedrooms, 8 beds, 7 bathrooms
14–19 Dec
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds, 4 bathrooms
8–13 Oct
5.0 out of 5 average rating, 25 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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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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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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Superhost
Home in Kissimmee
Private pool, resorts, 9 minutes to Disney
4 bedrooms, 7 beds, 3 bathrooms
1–6 Oct
New place to stay
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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
New place to stay
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Superhost
Townhouse in Kissimmee
Magic Village Paradise 4BR
4 bedrooms, 6 beds, 4.5 bathrooms
4–9 Oct
New place to stay
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Superhost
Home in Davenport
Family & Pet-Friendly Pool Home | Near Disney
3 bedrooms, 4 beds, 2.5 bathrooms
17–22 Oct
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, 4 reviews
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Superhost
Home in Kissimmee
3 Epic Theme Rooms • Sleeps 27 • Pool/Spa • Disney
9 bedrooms, 14 beds, 7.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Apartment in Kissimmee
304_Mickey's Slide & Chef Remy Escape
2 bedrooms, 3 beds, 2 bathrooms
18–23 Oct
5.0 out of 5 average rating, 5 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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Top guest favourite
Home in Davenport
Sunny-All-Day Pool Vacation Home
3 bedrooms, 4 beds, 2 bathrooms
3–8 Oct
4.94 out of 5 average rating, 108 reviews
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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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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