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Search results; Over 1,000 homes in Kissimmee

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Superhost
Holiday home in Kissimmee
Cozy 3 BR Apartment - Near Disney! Pool Onsite
3 bedrooms, 4 beds, 2 private bathrooms
18–23 Sept
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4.86 out of 5 average rating, 189 reviews
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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 Kissimmee
7 Bd/ 6 Ba/ Storey Lake (4585 Tb)
7 bedrooms, 10 beds
1–6 Oct
New place to stay
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Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds
6–11 Sept
4.93 out of 5 average rating, 15 reviews
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Guest favourite
Home in Kissimmee
Amazing Home Near Parks w/ Pool & Spa
4 bedrooms, 5 beds
24–29 Oct
5.0 out of 5 average rating, 9 reviews
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Top guest favourite
Home in Kissimmee
A Magical Stay w/ 4 Ensuites Near Disney (2602SN)
5 bedrooms, 5 beds
27 Sept – 2 Oct
4.98 out of 5 average rating, 42 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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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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Guest favourite
Home in Clermont
5 Bd/ 5.5 Ba/ Windsor Cay (15839 Cc)
5 bedrooms, 7 beds
13–18 Sept
5.0 out of 5 average rating, 22 reviews
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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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Top guest favourite
Townhouse in Kissimmee
NEW Beautiful Townhome Near Disney w/ Themed Room
3 bedrooms, 6 beds
17–22 Sept
5.0 out of 5 average rating, 27 reviews
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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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Guest favourite
Townhouse in Kissimmee
4 Bedrooms/ 3 Bathrooms/ Storey Lake (2457RT)
4 bedrooms, 6 beds
6–11 Sept
5.0 out of 5 average rating, 35 reviews
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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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Superhost
Home in Kissimmee
4BR house with private pool in Magic Village
4 bedrooms, 6 beds
1–6 Sept
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Superhost
Home in Kissimmee
King Bed | Glow In The Dark Kid Cave
4 bedrooms, 6 beds
18–23 Oct
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Guest favourite
Home in Kissimmee
Immersive 15 Bd/ 16.5 Ba/ Sonoma Resort (4071Sb)
15 bedrooms, 22 beds
8–13 Sept
5.0 out of 5 average rating, 9 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
Elegant townhouse w/ pool & resort access
5 bedrooms, 8 beds
20–25 Sept
5.0 out of 5 average rating, 13 reviews