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Search results; Over 1,000 homes in Winter Garden

Guest favourite
Home in Winter Garden
Cozy cottage in Winter Garden
2 bedrooms, 2 beds, 2 private bathrooms
27 Sept – 2 Oct
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4.97 out of 5 average rating, 65 reviews
Flat in Winter Garden
Studio Apt close to Downtown & Bike Trail, Apt #3
1 bedroom, 1 king bed, 1 bathroom
14–19 Sept
Superhost
Home in Montverde
3BD Montverde Lakeview Escape Near Orlando
3 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
New place to stay
Guest favourite
Room in Winter Garden
Haven 15 minutes from Disney
1 bed, 1 bathroom
15–20 Sept
5.0 out of 5 average rating, 5 reviews
Room in Winter Garden
J&K Accommodation
4 beds, 1 bathroom
14–19 Sept
New place to stay
Home in Orlando
Luxury 2BR Home | Private Patio & Stylish Stay
2 bedrooms, 2 king beds, 1 bathroom
25–30 Sept
New place to stay
Top guest favourite
Villa in Clermont
Visiting Family, Lakes, Golf, Olympus, the Mouse?
2 bedrooms, 4 beds, 2 bathrooms
14–19 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
Guest favourite
Home in Ocoee
Serenity Retreat
2 bedrooms, 2 beds, 2 bathrooms
24–29 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Clermont
Cozy Clermont Retreat
6 bedrooms, 9 beds, 4 bathrooms
14–19 Sept
4.98 out of 5 average rating, 51 reviews
Villa in Clermont
Modern 4BR South Facing Pool Home Near Disney
4 bedrooms, 5 beds, 3 bathrooms
15–20 Sept
Superhost
Home in Kissimmee
4BR house with private pool in Magic Village
4 bedrooms, 6 beds, 4.5 bathrooms
14–19 Sept
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
Top guest favourite
Flat in Orlando
Luxury 1BR & Resort Amenities - 6min to Epic-Uni
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 16 reviews
Room in Orlando
Room with private bathroom
1 queen bed, 1 bathroom
19–24 Sept
New place to stay
Top guest favourite
Home in Four Corners
Luxury 05 Bedroom at Windsor Cay
5 bedrooms, 7 beds, 4.5 bathrooms
2–7 Oct
4.94 out of 5 average rating, 35 reviews
Flat in Windermere
15 Min to Disney | Family 1BR w/ Balcony + Pool
1 bedroom, 3 beds, 1 bathroom
6–11 Oct
Top guest favourite
Villa in Clermont
Sunset Paradise Villa in Orlando, Disney area.
4 bedrooms, 6 beds, 3 bathrooms
14–19 Sept
5.0 out of 5 average rating, 28 reviews
Superhost
Apartment in Kissimmee
Neverland Hideaway At Caribe Cove
2 bedrooms, 5 beds, 2 bathrooms
10–15 Nov