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Search results; Over 1,000 homes in Winter Garden

Top guest favourite
Guest suite in Winter Garden
Winter Garden guest suite
1 bedroom, 1 bed, 1 private bathroom
3–8 Sept
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5.0 out of 5 average rating, 32 reviews
Flat in Winter Garden
Chic Studio Apt by Bike Trail & Downtown, Apt #4
1 bedroom, 1 queen bed, 1 bathroom
2–7 Sept
Top guest favourite
Villa in Clermont
Visiting Family, Lakes, Golf, Olympus, the Mouse?
2 bedrooms, 4 beds, 2 bathrooms
2–7 Sept
4.96 out of 5 average rating, 49 reviews
Superhost
Rooms in Oakland
Oakland Trails
2 bedrooms, 2 queen beds, 1 bathroom
22–27 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Clermont
Cozy Clermont Retreat
6 bedrooms, 9 beds, 4 bathrooms
2–7 Sept
4.98 out of 5 average rating, 51 reviews
Room in Ocoee
Bedroom and private bathroom
1 queen bed, 1.5 bathrooms
4–9 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Room in Orlando
Cozy Private suite near OCC and Epic Universal
1 bed, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Flat in Clermont
Downtown Clermont Scenic Retreat
2 bedrooms, 2 beds, 1.5 bathrooms
2–7 Sept
5.0 out of 5 average rating, 14 reviews
Superhost
Home in Kissimmee
4BR house with private pool in Magic Village
4 bedrooms, 6 beds, 4.5 bathrooms
13–18 Sept
Top guest favourite
Villa in Clermont
Sunset Paradise Villa in Orlando, Disney area.
4 bedrooms, 6 beds, 3 bathrooms
2–7 Sept
5.0 out of 5 average rating, 28 reviews
Top guest favourite
Flat in Apopka
The little Manatee Home - Lake & Wildlife Retreat
1 bedroom, 2 beds, 1 bathroom
11–16 Oct
4.99 out of 5 average rating, 70 reviews
Top guest favourite
Home in Clermont
Lakefront 2King 2Twin 1Queen 3BD+Deck Near Events
3 bedrooms, 5 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Townhouse in Clermont
The gold cottage
2 bedrooms, 2 beds, 1 bathroom
15–20 Sept
4.9 out of 5 average rating, 58 reviews
Superhost
Apartment in Kissimmee
Neverland Hideaway At Caribe Cove
2 bedrooms, 5 beds, 2 bathrooms
14–19 Sept
New place to stay
Top guest favourite
Flat in Kissimmee
Magical Getaway: 2-BR Near Disney
2 bedrooms, 3 beds, 2 bathrooms
2–7 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Townhouse in Clermont
Family Villa w/ Pool + Games • Near Disney (1189)
5 bedrooms, 7 beds, 4.5 bathrooms
14–19 Sept
4.98 out of 5 average rating, 45 reviews
Superhost
Room in Winter Garden
Haven 15 minutes from Disney
1 bed, 1 bathroom
2–7 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Orlando
Modern 2BR Escape | King Bed • Pets • Epic U10 min
2 bedrooms, 3 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 45 reviews
Flat in Clermont
Private Oakside Retreat in Clermont
1 bedroom, 1 bed, 1 bathroom
2–7 Sept
5.0 out of 5 average rating, 3 reviews