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Search results; Over 1,000 homes in Winter Garden

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Superhost
Apartment in Winter Garden
Upstay Modern 2BR Condo Near Disney
2 bedrooms, 3 beds, 2 private bathrooms
14–19 Sept
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4.84 out of 5 average rating, 32 reviews
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Flat in Winter Garden
Chic Studio Apt by Bike Trail & Downtown, Apt #4
1 bedroom, 1 queen bed
1–6 Sept
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Guest favourite
Home in Ocoee
Serenity Retreat
2 bedrooms, 2 beds
1–6 Sept
5.0 out of 5 average rating, 6 reviews
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Superhost
Home in Ocoee
Lakefront in West Orlando Florida
3 bedrooms, 4 beds
8–13 Sept
4.92 out of 5 average rating, 96 reviews
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Top guest favourite
Home in Minneola
New! Resort Style Oasis ~ Heated Pool & Game Room
3 bedrooms, 3 queen beds
18–23 Sept
5.0 out of 5 average rating, 85 reviews
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Room in Ocoee
Bedroom and private bathroom
1 queen bed
1–6 Sept
5.0 out of 5 average rating, 3 reviews
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Superhost
Home in Montverde
3BD Montverde Lakeview Escape Near Orlando
3 bedrooms, 3 beds
1–6 Sept
New place to stay
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Home in Orlando
Home Sweet Home
3 bedrooms, 3 beds
27 Sept – 2 Oct
New place to stay
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Top guest favourite
Home in Kissimmee
Private Pool | Themed Rooms | Near Disney World!
5 bedrooms, 7 beds
6–11 Sept
5.0 out of 5 average rating, 19 reviews
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Superhost
Home in Four Corners
7 Bd/ 5.5 Ba/ Windsor Cay (1036 Bp)
7 bedrooms, 10 beds
1–6 Sept
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Top guest favourite
Flat in Orlando
Modern 2BR Escape | King Bed • Pets • Epic U10 min
2 bedrooms, 3 beds
2–7 Sept
5.0 out of 5 average rating, 44 reviews
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Top guest favourite
Townhouse in Kissimmee
3 Bd/ 2.5 Ba/ Encantada Resort (3113 Yl)
3 bedrooms, 4 beds
6–11 Sept
5.0 out of 5 average rating, 8 reviews
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Top guest favourite
Villa in Clermont
Visiting Family, Lakes, Golf, Olympus, the Mouse?
2 bedrooms, 4 beds
1–6 Sept
4.96 out of 5 average rating, 49 reviews
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Top guest favourite
Home in Kissimmee
Luxury Home Orlando – approx. 10 min to Disney
3 bedrooms, 4 beds
7–12 Sept
4.98 out of 5 average rating, 90 reviews
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Guest favourite
Townhouse in Kissimmee
3 Bd/ 3 Ba/ The Hub At Westside (3349 Tt)
3 bedrooms, 5 beds
14–19 Sept
4.9 out of 5 average rating, 10 reviews
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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
10 Bd/ 8 Ba/ Windsor Cay (1031 Cr)
10 bedrooms, 15 beds
7–12 Sept
5.0 out of 5 average rating, 3 reviews
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Home in Apopka
Casita de campo en los spring cerca de Disney
3 bedrooms, 3 beds
7–12 Sept
New place to stay
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Home in Kissimmee
Disney Dream Oasis 7br/4.5 Bath
7 bedrooms, 11 beds
1–6 Sept
New place to stay