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Search results; Over 1,000 homes in Winter Garden

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Top guest favourite
Flat in Winter Garden
Lakeview Garden Studio
Studio, 1 bed, 1 private bathroom
5–10 Oct
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4.97 out of 5 average rating, 299 reviews
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Flat in Winter Garden
Chic Studio Apt by Bike Trail & Downtown, Apt #4
1 bedroom, 1 queen bed, 1 bathroom
1–6 Oct
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Superhost
Home in Kissimmee
8BR house with private pool in Bella Vida Resort
8 bedrooms, 8 beds, 7 bathrooms
15–20 Oct
New place to stay
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Superhost
Cottage in Kissimmee
Hogwarts Hideaway
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
New place to stay
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Home in Gotha
Private Pool Retreat Mins to Universal & Disney
4 bedrooms, 6 beds, 2 bathrooms
28 Nov – 3 Dec
New place to stay
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Home in Kissimmee
Windsor at Westside 8BR Resort Home Near Disney
8 bedrooms, 10 beds, 6 bathrooms
4–9 Oct
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Top guest favourite
Home in Ocoee
Serenity Retreat
2 bedrooms, 2 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 9 reviews
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Room in Ocoee
Bedroom and private bathroom
1 queen bed, 1.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Flat in Orlando
Luxury 1BR & Resort Amenities - 6min to Epic-Uni
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 18 reviews
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Top guest favourite
Home in Four Corners
Luxury 05 Bedroom at Windsor Cay
5 bedrooms, 7 beds, 4.5 bathrooms
4–9 Oct
4.94 out of 5 average rating, 35 reviews
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Superhost
Home in Kissimmee
Magical Stay Near Disney
4 bedrooms, 5 beds, 3 bathrooms
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Home in Ocoee
Lakefront in West Orlando Florida
3 bedrooms, 4 beds, 2 bathrooms
4–9 Oct
4.92 out of 5 average rating, 98 reviews
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Villa in Davenport
Sunshine Heated Pool Home 12 guests 8mi to Disney
5 bedrooms, 8 beds, 4 bathrooms
1–6 Oct
New place to stay
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Superhost
Home in Four Corners
Sleeps 14·Private Pool·Games Room
6 bedrooms, 8 beds, 6 bathrooms
1–6 Oct
New place to stay
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Superhost
Home in Clermont
Lake Louisa Retreat - Your Clermont Retreat.
4 bedrooms, 5 beds, 2 bathrooms
1–6 Oct
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Home in Kissimmee
24-Guest House with Heated Pool, Spa and Theater
9 bedrooms, 15 beds, 5 bathrooms
1–6 Oct
New place to stay
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Top guest favourite
Home in Orlando
12BR Disney Luxury Retreat - Pool, Theater & Fun!
12 bedrooms, 21 beds, 11.5 bathrooms
13–18 Oct
4.98 out of 5 average rating, 58 reviews
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Guest favourite
Home in Kissimmee
9 Bd/ 6.5 Ba/ Solara Resort (9071 Sr)
9 bedrooms, 14 beds, 6 bathrooms
1–6 Oct
5.0 out of 5 average rating, 11 reviews
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Hotel in Kissimmee
Close to Old Town + Free Breakfast, Shuttle & Pool
1 bedroom, 2 queen beds, 1 bathroom
1–6 Oct
New place to stay