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Search results; Over 1,000 homes in Winter Garden

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Top guest favourite
Home in Winter Garden
Downtown Winter Garden, Florida
2 bedrooms, 2 beds, 1 private bathroom
20–25 Sept
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4.99 out of 5 average rating, 161 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
21–26 Sept
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Guest favourite
Home in Kissimmee
Charming 3BR Home Near Disney with Comfort & Conve
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 7 reviews
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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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Top guest favourite
Home in Minneola
New! Resort Style Oasis ~ Heated Pool & Game Room
3 bedrooms, 3 queen beds, 2.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 89 reviews
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Top guest favourite
Home in Clermont
Lake Front Home with private Dock on Lake Louisa
3 bedrooms, 4 beds, 2 bathrooms
2–7 Oct
4.94 out of 5 average rating, 228 reviews
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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 Ocoee
Lakefront in West Orlando Florida
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.92 out of 5 average rating, 97 reviews
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Flat in Kissimmee
Close to everything, spacious, and comfortable
3 bedrooms, 5 beds, 2 bathrooms
31 Oct – 5 Nov
New place to stay
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Top guest favourite
Flat in Kissimmee
Magical getaway: 2-bedroom property near Disney.
2 bedrooms, 3 beds, 2 bathrooms
19–24 Sept
4.92 out of 5 average rating, 13 reviews
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Superhost
Home in Kissimmee
Family fun with private pool & bathtub near disney
3 bedrooms, 5 beds, 2.5 bathrooms
28 Sept – 3 Oct
New place to stay
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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, 3 reviews
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Top guest favourite
Flat in Clermont
Downtown Clermont Scenic Retreat
2 bedrooms, 2 beds, 1.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 14 reviews
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Home in Davenport
Memory Maker | King + Queen • Lazy River • Disney
4 bedrooms, 6 beds, 3 bathrooms
19–24 Sept
New place to stay
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Home in Orlando
Cozy Orlando Getaway
2 bedrooms, 2 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 4 reviews
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Flat in Kissimmee
The cozy escape in Kissimmee
1 bedroom, 1 bed, 1 bathroom
11–16 Oct
New place to stay
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Superhost
Apartment in Kissimmee
Neverland Hideaway At Caribe Cove
2 bedrooms, 5 beds, 2 bathrooms
10–15 Nov
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Home in Orlando
The Escape Village | 8 PPL | Pool | Fire Pit | BBQ
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 3 reviews
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Room in Orlando
Bedroom with en-suite bathroom
1 queen bed, 1 bathroom
20–25 Sept
New place to stay