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Search results; Over 1,000 homes in Kissimmee

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Top guest favourite
Home in Kissimmee
Home w/ Heated Pool, Near Disney & Universal
3 bedrooms, 4 beds, 2 private bathrooms
7–12 Oct
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4.96 out of 5 average rating, 125 reviews
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Home in Kissimmee
Windsor at Westside 8BR Resort Home Near Disney
8 bedrooms, 10 beds, 6 bathrooms
4–9 Oct
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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
8BR house with private pool in Bella Vida Resort
8 bedrooms, 8 beds, 7 bathrooms
15–20 Oct
New place to stay
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Home in Kissimmee
Walk to Lazy River! Storey Lake 6BR Pool Home
6 bedrooms, 11 beds, 5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 3 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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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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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
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
Magic Stay near Disney
2 bedrooms, 3 beds, 2 bathrooms
3–8 Oct
5.0 out of 5 average rating, 34 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, 17 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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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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Top guest favourite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5 bedrooms, 9 beds, 4.5 bathrooms
1–6 Mar
5.0 out of 5 average rating, 27 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 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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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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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
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds, 4.5 bathrooms
14–19 Oct
5.0 out of 5 average rating, 11 reviews