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Search results; Over 1,000 homes in Winter Garden

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Superhost
Home in Winter Garden
WATERFRONTWntrGdnPoolHSE VIEWS Dock Wildl Nr Disn
4 bedrooms, 4 beds, 2.5 private bathrooms
20–25 Sept
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4.95 out of 5 average rating, 147 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
4–9 Sept
5.0 out of 5 average rating, 6 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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Top guest favourite
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
21–26 Sept
5.0 out of 5 average rating, 85 reviews
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Top guest favourite
Home in Clermont
Lake Front Home with private Dock on Lake Louisa
3 bedrooms, 4 beds
10–15 Sept
4.94 out of 5 average rating, 228 reviews
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Room in Ocoee
Bedroom and private bathroom
1 queen bed
4–9 Sept
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Flat in Orlando
Modern 2BR Escape | King Bed • Pets • Epic U10 min
2 bedrooms, 3 beds
12–17 Sept
5.0 out of 5 average rating, 45 reviews
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Top guest favourite
Flat in Clermont
Downtown Clermont Scenic Retreat
2 bedrooms, 2 beds
2–7 Sept
5.0 out of 5 average rating, 14 reviews
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Superhost
Home in Kissimmee
4BR house with private pool in Magic Village
4 bedrooms, 6 beds
13–18 Sept
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Top guest favourite
Home in Kissimmee
Brand New Designer Townhome | 10 Min to Disney
3 bedrooms, 4 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 28 reviews
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Top guest favourite
Flat in Orlando
Luxe King En-Suite• Universal/Epic 6 mins• Getaway
2 bedrooms, 3 beds
8–13 Sept
5.0 out of 5 average rating, 6 reviews
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Superhost
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Lucaya Village (8-101)
4 bedrooms, 7 beds
6–11 Sept
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Home in Kissimmee
Luxury Home Orlando – approx. 10 min to Disney
3 bedrooms, 4 beds
1–6 Oct
4.98 out of 5 average rating, 91 reviews
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Top guest favourite
Townhouse in Kissimmee
Disney, 4Bd, 3 Baths, Wi-Fi, Private Pool
4 bedrooms, 1 king bed
18–23 Sept
5.0 out of 5 average rating, 20 reviews
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Guest favourite
Villa in Oakland
Historic Oakland Manor House
5 bedrooms, 5 beds
2–7 Sept
4.91 out of 5 average rating, 54 reviews
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Guest favourite
Townhouse in Kissimmee
Upstay Modern Home Near Disney with Pool
4 bedrooms, 5 beds
13–18 Sept
5.0 out of 5 average rating, 13 reviews
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Top guest favourite
Flat in Kissimmee
Disney Fab4, Stitch and More.
2 bedrooms, 3 beds
14–19 Sept
4.96 out of 5 average rating, 99 reviews