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Search results; Over 1,000 homes in Kissimmee

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Guest favourite
Apartment in Kissimmee
One in a Minion condo your kids will love +450Mbps
2 bedrooms, 4 beds, 2 private bathrooms
16–21 Oct
,
4.86 out of 5 average rating, 218 reviews
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Superhost
Home in Kissimmee
9BR house sleeps 24 with spa and pool
9 bedrooms, 14 beds, 5 bathrooms
29 Oct – 3 Nov
New place to stay
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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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Top guest favourite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5 bedrooms, 9 beds, 4.5 bathrooms
1–6 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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Home in Kissimmee
Disney Area 4 BR| Private Pool & Free Water Park
4 bedrooms, 6 beds, 3 bathrooms
9–14 Oct
New place to stay
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Top guest favourite
Home in Orlando
12BR Disney Luxury Retreat - Pool, Theater & Fun!
12 bedrooms, 21 beds, 11.5 bathrooms
13–18 Oct
4.98 out of 5 average rating, 58 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 2026 Themed 9BR| Racing Simulator |Solara
9 bedrooms, 13 beds, 6.5 bathrooms
14–19 Dec
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Home in Kissimmee
9BR Pixar Theater Game Room | Pool Spa | Sleeps 27
9 bedrooms, 19 beds, 5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 5 reviews
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Superhost
Home in Kissimmee
7 Bd/ 6 Ba/ Storey Lake (4585 sq ft)
7 bedrooms, 10 beds, 6 bathrooms
1–6 Oct
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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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Superhost
Home in Kissimmee
New Themed Luxury 08 Bedrooms At Encore Resort
8 bedrooms, 8 beds, 7 bathrooms
18–23 Feb
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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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Guest favourite
Home in Kissimmee
Memories Mansion
10 bedrooms, 17 beds, 12.5 bathrooms
9–14 Nov
5.0 out of 5 average rating, 5 reviews
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Superhost
Home in Kissimmee
7 Bd/ 6 Ba/ Storey Lake (4585 sq ft)
7 bedrooms, 10 beds, 6 bathrooms
1–6 Oct
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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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Top guest favourite
Home in Kissimmee
Home, Private Pool, 10 min to Disney, 3 BR/2 Baths
3 bedrooms, 5 beds, 2 bathrooms
1–6 Nov
4.98 out of 5 average rating, 47 reviews
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Top guest favourite
Home in Kissimmee
Lakeview Themed Home w/ Pool & Theater Near Disney
7 bedrooms, 12 beds, 6 bathrooms
17–22 Jan
4.96 out of 5 average rating, 25 reviews