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Search results; Over 1,000 homes in Kissimmee

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Top guest favourite
Villa in Kissimmee
Luxury Villa Windsor Hills Resort 2 miles / Disney
4 bedrooms, 7 beds, 4 private bathrooms
13–18 Sept
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4.98 out of 5 average rating, 126 reviews
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Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 bathrooms
6–11 Sept
4.93 out of 5 average rating, 15 reviews
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Superhost
Home in Kissimmee
3 Epic Theme Rooms • Sleeps 27 • Pool/Spa • Disney
9 bedrooms, 14 beds, 7.5 bathrooms
7–12 Sept
New place to stay
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Superhost
Home in Kissimmee
9BR Pixar Theater Game Room | Pool Spa | Sleeps 27
9 bedrooms, 19 beds, 5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 3 reviews
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Superhost
Flat in Kissimmee
Luxury Reunion Retreat Patio Views Near Disney
5 bedrooms, 6 beds, 4 bathrooms
2–7 Sept
New place to stay
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Superhost
Home in Kissimmee
8 Bd/ 6.5 Ba/ Solara Resort (2326 Cs)
8 bedrooms, 11 beds, 6.5 bathrooms
7–12 Sept
New place to stay
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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
20–25 Sept
4.98 out of 5 average rating, 42 reviews
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Guest favourite
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Bella Vida (4563 Cl)
4 bedrooms, 5 beds, 3 bathrooms
6–11 Sept
5.0 out of 5 average rating, 9 reviews
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Superhost
Home in Kissimmee
12BR Luxury Disney Villa/Sleeps 29/Arcade/Pool
12 bedrooms, 22 beds, 11.5 bathrooms
29 Sept – 4 Oct
5.0 out of 5 average rating, 4 reviews
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Superhost
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Storey Lake (4887 Rc)
4 bedrooms, 6 beds, 3 bathrooms
18–23 Sept
New place to stay
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Home in Kissimmee
No Airbnb Guest Fee | 2 Masters| Pool | Mini Golf
4 bedrooms, 6 beds, 3 bathrooms
1–6 Sept
5.0 out of 5 average rating, 5 reviews
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Home in Kissimmee
Pool Home 10min from Disney
4 bedrooms, 8 beds, 3 bathrooms
1–6 Sept
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Home in Kissimmee
2026 NEW 06 Bedrooms at Solara Resort/Private Pool
6 bedrooms, 9 beds, 4.5 bathrooms
2–7 Sept
5.0 out of 5 average rating, 18 reviews
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Top guest favourite
Home in Kissimmee
9BR Home at Storey Lake - Pool, Game Room, Spa
9 bedrooms, 17 beds, 5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 42 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
8–13 Sept
5.0 out of 5 average rating, 9 reviews
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Superhost
Home in Kissimmee
4BR house with private pool in Magic Village
4 bedrooms, 6 beds, 4.5 bathrooms
1–6 Sept
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Top guest favourite
Home in Kissimmee
Private Pool | Themed Rooms | Near Disney World!
5 bedrooms, 7 beds, 4 bathrooms
8–13 Sept
5.0 out of 5 average rating, 21 reviews
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Guest favourite
Flat in Kissimmee
10 Min to Disney World| Resort Pool & Free Parking
1 bedroom, 2 beds, 1 bathroom
27 Jan – 1 Feb
4.67 out of 5 average rating, 6 reviews
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Home in Kissimmee
4BR Bright home with private pool
4 bedrooms, 7 beds, 3 bathrooms
7–12 Sept
5.0 out of 5 average rating, 4 reviews