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Search results; Over 1,000 homes in Kissimmee

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Guest favourite
Apartment in Kissimmee
Lovely Place at Windsor Hills - Condo 2 bd / 2 bh
2 bedrooms, 3 beds, 2 private bathrooms
3–8 Oct
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4.93 out of 5 average rating, 28 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
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
NEW 2026 Themed 9BR| Racing Simulator |Solara
9 bedrooms, 13 beds, 6.5 bathrooms
14–19 Dec
4.75 out of 5 average rating, 4 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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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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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
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
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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Superhost
Home in Kissimmee
Lakeview 15 Min to Disney Pool Home 4BR/3BA
4 bedrooms, 7 beds, 3 bathrooms
18–23 Oct
New place to stay
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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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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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Top guest favourite
Home in Kissimmee
Lakefront Pool Home Near Disney & Universal
3 bedrooms, 4 beds, 3 bathrooms
13–18 Oct
5.0 out of 5 average rating, 11 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
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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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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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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Top guest favourite
Home in Kissimmee
Lakeview Themed Home w/ Pool & Theater Near Disney
7 bedrooms, 12 beds, 6 bathrooms
24–29 Jan
4.96 out of 5 average rating, 25 reviews
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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