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Search results; Over 1,000 homes in Winter Garden

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Guest favourite
Guest suite in Winter Garden
Designer Guest Suite Near Disney/Universal/DT
1 bedroom, 3 beds, 1 private bathroom
2–7 Oct
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4.84 out of 5 average rating, 424 reviews
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Flat in Winter Garden
Studio Apt close to Downtown & Bike Trail, Apt #3
1 bedroom, 1 king bed, 1 bathroom
1–6 Oct
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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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Superhost
Home in Clermont
Lake Louisa Retreat - Your Clermont Retreat.
4 bedrooms, 5 beds, 2 bathrooms
1–6 Oct
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Guest favourite
Home in Ocoee
Serenity Retreat
2 bedrooms, 2 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 8 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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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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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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Home in Clermont
25 miles to Disney Contry side house
4 bedrooms, 3 beds, 2 bathrooms
3–8 Oct
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Home in Minneola
New! Resort Style Oasis ~ Heated Pool & Game Room
3 bedrooms, 3 queen beds, 2.5 bathrooms
7–12 Oct
5.0 out of 5 average rating, 90 reviews
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Home in Orlando
Luxury 2BR Home | Private Patio & Stylish Stay
2 bedrooms, 2 king beds, 1 bathroom
23–28 Oct
5.0 out of 5 average rating, 5 reviews
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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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Superhost
Cottage in Kissimmee
Hogwarts Hideaway
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
New place to stay
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Superhost
Home in Kissimmee
Magical Stay Near Disney
4 bedrooms, 5 beds, 3 bathrooms
4–9 Oct
5.0 out of 5 average rating, 3 reviews
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Home in Kissimmee
Spacious 8BR Disney-Area Home| Pool & Home Theater
8 bedrooms, 10 beds, 7 bathrooms
11–16 Oct
New place to stay
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Guest favourite
Townhouse in Clermont
Spanish and Portuguese
5 bedrooms, 5 beds, 5 bathrooms
9–14 Nov
4.93 out of 5 average rating, 44 reviews
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Superhost
Home in Kissimmee
NEW 2026 Themed 9BR| Racing Simulator |Solara
9 bedrooms, 13 beds, 6.5 bathrooms
14–19 Dec
4.75 out of 5 average rating, 4 reviews
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Top guest favourite
Home in Clermont
Cozy Clermont Retreat
6 bedrooms, 9 beds, 4 bathrooms
1–6 Oct
4.98 out of 5 average rating, 52 reviews
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Top guest favourite
Flat in Kissimmee
Magical getaway: 2-bedroom property near Disney.
2 bedrooms, 3 beds, 2 bathrooms
20–25 Oct
4.92 out of 5 average rating, 13 reviews