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Search results; Over 1,000 homes in Kissimmee

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Guest favourite
Holiday home in Kissimmee
Disney Escape | Resort Pools & Tennis | Sleeps 6+
3 bedrooms, 4 beds, 2.5 private bathrooms
1–6 Sept
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4.9 out of 5 average rating, 68 reviews
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Superhost
Home in Kissimmee
7 Bd/ 6 Ba/ Storey Lake (4585 Tb)
7 bedrooms, 10 beds
1–6 Oct
New place to stay
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Superhost
Home in Clermont
Experience Our New 2026 10BR Home at Windsor Cay
10 bedrooms, 12 beds
13–18 Sept
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Superhost
Rooms in Kissimmee
4164 Themed 5BR Near Disney w/ Pool
5 bedrooms, 8 beds
1–6 Sept
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Superhost
Home in Four Corners
8 Bd/ 6 Ba/ Windsor Cay (1025 Bw)
8 bedrooms, 8 beds
7–12 Sept
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Superhost
Home in Kissimmee
NEW Home Luxury 04 Bedrooms At Storey Lake
4 bedrooms, 6 beds
12–17 Oct
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Superhost
Flat in Kissimmee
Luxury Reunion Retreat Patio Views Near Disney
5 bedrooms, 6 beds
2–7 Sept
New place to stay
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Top guest favourite
Home in Kissimmee
9BR Home at Storey Lake - Pool, Game Room, Spa
9 bedrooms, 17 beds
7–12 Sept
5.0 out of 5 average rating, 42 reviews
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Top guest favourite
Home in Orlando
12BR Disney Luxury Retreat - Pool, Theater & Fun!
12 bedrooms, 21 beds
26–31 Oct
5.0 out of 5 average rating, 54 reviews
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Guest favourite
Townhouse in Kissimmee
4822 Resort Pool House Disney Universal Orlando
5 bedrooms, 8 beds
1–6 Sept
5.0 out of 5 average rating, 41 reviews
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Superhost
Home in Kissimmee
King Bed | Glow In The Dark Kid Cave
4 bedrooms, 6 beds
21–26 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
1–6 Sept
New place to stay
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Luxe
Villa in Orlando
Luxe Sanctuary w/ Game Room & Jacuzzi | Intl Drive
10 bedrooms, 18 beds
7–12 Sept
4.97 out of 5 average rating, 90 reviews
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Top guest favourite
Home in Davenport
Home Away from Home + 2 suites
5 bedrooms, 6 beds
30 Sept – 5 Oct
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Townhouse in Kissimmee
4806 Rc- 4Bd/ 3Ba - Beatiful Amazing Disney Home
4 bedrooms, 6 beds
13–18 Sept
4.96 out of 5 average rating, 27 reviews
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Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds
6–11 Sept
5.0 out of 5 average rating, 14 reviews
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Guest favourite
Townhouse in Kissimmee
4 Beds / 4.5 Baths / Magic Village Views (3085RW)
4 bedrooms, 6 beds
8–13 Sept
4.88 out of 5 average rating, 25 reviews
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Top guest favourite
Home in Davenport
5 Bedrooms/ 4.5 Bathrooms/ Solterra (7872 Or)
5 bedrooms, 7 beds
27 Sept – 2 Oct
4.88 out of 5 average rating, 17 reviews
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Home in Kissimmee
Superhero HQ: Private Pool & Spa Near Disney
5 bedrooms, 6 beds
5–10 Oct
5.0 out of 5 average rating, 3 reviews