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Search results; Over 1,000 homes in Kissimmee

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Home in Kissimmee
Dreamy Waterside Villa | Heated Pool & Near Disney
3 bedrooms, 4 beds, 2 private bathrooms
11–16 Oct
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4.81 out of 5 average rating, 146 reviews
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Home in Kissimmee
10 Minutes to Disney! Villa with Pool & Game Room
3 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
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Superhost
Home in Kissimmee
Magical Stay Near Disney
4 bedrooms, 5 beds, 3 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 3 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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Home in Kissimmee
Disney Area 4 BR| Private Pool & Free Water Park
4 bedrooms, 6 beds, 3 bathrooms
20–25 Sept
New place to stay
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Top guest favourite
Home in Kissimmee
4BR Disney & Universal Themed Villa Reunion Resort
4 bedrooms, 6 beds, 4 bathrooms
15–20 Nov
5.0 out of 5 average rating, 22 reviews
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Superhost
Home in Kissimmee
NEW Lois Ann's Disney Landing 4 miles to entrance!
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Nov
5.0 out of 5 average rating, 3 reviews
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Home in Kissimmee
Bloom & Roam — Where Comfort Meets Vacation
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
New place to stay
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Superhost
Home in Davenport
Family & Pet-Friendly Pool Home | Near Disney
3 bedrooms, 4 beds, 2.5 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
29 Oct – 3 Nov
4.95 out of 5 average rating, 106 reviews
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Top guest favourite
Home in Kissimmee
Marvelous place to relax, w/ pool, near all parks!
3 bedrooms, 4 beds, 2 bathrooms
7–12 Jan
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Townhouse in Kissimmee
Disney Theme Rooms | Private Pool | Storey Lake
4 bedrooms, 6 beds, 3 bathrooms
31 Jan – 5 Feb
5.0 out of 5 average rating, 45 reviews
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Top guest favourite
Home in Kissimmee
10 Minutes to Disney | Heated Pool, Arcade, Kings
4 bedrooms, 6 beds, 2 bathrooms
4–9 Oct
4.99 out of 5 average rating, 158 reviews
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Guest favourite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5 bedrooms, 9 beds, 4.5 bathrooms
30 Sept – 5 Oct
5.0 out of 5 average rating, 25 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, 46 reviews
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Superhost
Home in Kissimmee
Luxe Family Escape | Pool Oasis Near Disney
4 bedrooms, 6 beds, 3 bathrooms
25–30 Oct
New place to stay
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Guest favourite
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds, 4.5 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 9 reviews
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Guest favourite
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Lucaya Village (8-101)
4 bedrooms, 7 beds, 3 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 6 reviews
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Top guest favourite
Home in Kissimmee
Coastal Magic Retreat at Windsor Hills
3 bedrooms, 5 beds, 3 bathrooms
23–28 Sept
5.0 out of 5 average rating, 12 reviews