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Search results; Over 1,000 homes in Kissimmee

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Top guest favourite
Villa in Kissimmee
*Hibiscus Hideaway* Minutes to Disney+Free Resort!
6 bedrooms, 10 beds, 4 private bathrooms
2–7 Oct
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4.97 out of 5 average rating, 175 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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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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Superhost
Townhouse in Kissimmee
2688 Waterfront Townhouse w/ Hot Tub 3mi to Disney
3 bedrooms, 5 beds, 2.5 bathrooms
1–6 Nov
New place to stay
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Home in Kissimmee
Disney Luxury Escape Private Pool 4BR BBQ
4 bedrooms, 5 beds, 3 bathrooms
21–26 Oct
New place to stay
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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 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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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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Superhost
Home in Kissimmee
New Themed Luxury 08 Bedrooms At Encore Resort
8 bedrooms, 8 beds, 7 bathrooms
6–11 Feb
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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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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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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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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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Superhost
Home in Kissimmee
9BR house sleeps 24 with spa and pool
9 bedrooms, 14 beds, 5 bathrooms
29 Oct – 3 Nov
New place to stay
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Guest favourite
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
7 bedrooms, 10 beds, 5.5 bathrooms
31 Oct – 5 Nov
4.93 out of 5 average rating, 14 reviews
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Top 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
Coastal Magic Retreat at Windsor Hills
3 bedrooms, 5 beds, 3 bathrooms
23–28 Sept
5.0 out of 5 average rating, 12 reviews
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Townhouse in Kissimmee
NEW Disney Escape | Private Pool + Themed Rooms
4 bedrooms, 6 beds, 3 bathrooms
24–29 Sept
New place to stay