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Search results; Over 1,000 homes in Kissimmee

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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
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
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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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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Guest favourite
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
7 bedrooms, 10 beds, 5.5 bathrooms
3–8 Jun
4.94 out of 5 average rating, 17 reviews
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Top guest favourite
Home in Kissimmee
Cozy nd peaceful home w/ lake, near Disney Parks!
3 bedrooms, 4 beds, 2 bathrooms
1–6 Jul
5.0 out of 5 average rating, 16 reviews
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Top guest favourite
Home in Kissimmee
Delightful private pool home near Disney!
4 bedrooms, 6 beds, 3 bathrooms
14–19 Dec
4.97 out of 5 average rating, 29 reviews
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Top guest favourite
Home in Kissimmee
Magical 5BR w/ 4 Ensuites Near Disney (2602SN)
5 bedrooms, 5 beds, 5 bathrooms
4–9 Dec
4.98 out of 5 average rating, 44 reviews
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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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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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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, 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 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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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 Clermont
2026 Themed 7BR | LED Pool | Windsor Cay
7 bedrooms, 7 beds, 6 bathrooms
14–19 Nov
New place to stay
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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