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Search results; Over 1,000 homes in Kissimmee

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Top guest favourite
Cottage in Kissimmee
Cozy Orlando Area Cottage - 4 Miles to Disney
1 bedroom, 2 beds, 1 private bathroom
12–17 Oct
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4.97 out of 5 average rating, 155 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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Home in Kissimmee
24-Guest House with Heated Pool, Spa and Theater
9 bedrooms, 15 beds, 5 bathrooms
1–6 Oct
New place to stay
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Superhost
Home in Kissimmee
7 Bd/ 6 Ba/ Storey Lake (4585 Tb)
7 bedrooms, 10 beds, 6 bathrooms
1–6 Oct
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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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Superhost
Home in Kissimmee
8BR house sleeps 22 with private pool in kissimmee
8 bedrooms, 8 beds, 7 bathrooms
15–20 Oct
New place to stay
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Top guest favourite
Townhouse in Kissimmee
5BR to Gather, Relax and Make Memories (2640ST)
5 bedrooms, 6 beds, 4 bathrooms
11–16 Oct
5.0 out of 5 average rating, 38 reviews
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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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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
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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Superhost
Rooms in Kissimmee
4164 Themed 5BR Near Disney w/ Pool
5 bedrooms, 8 beds, 4 bathrooms
1–6 Oct
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Home in Kissimmee
Bloom & Roam — Where Comfort Meets Vacation
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 3 reviews
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Guest favourite
Home in Kissimmee
Amazing Home Near Parks w/ Pool & Spa
4 bedrooms, 5 beds, 4 bathrooms
21–26 Oct
5.0 out of 5 average rating, 9 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
New place to stay
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Superhost
Home in Four Corners
Sleeps 14·Private Pool·Games Room
6 bedrooms, 8 beds, 6 bathrooms
1–6 Oct
New place to stay
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Guest favourite
Home in Kissimmee
9 Bd/ 6.5 Ba/ Solara Resort (9071 Sr)
9 bedrooms, 14 beds, 6 bathrooms
1–6 Oct
5.0 out of 5 average rating, 11 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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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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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