Houses for Rent in Winter Garden, FL

Known for its charming brick-lined streets and historic theater dating back to 1935, Winter Garden sits 14 miles west of downtown Orlando. The city's award-winning historic downtown district along Plant Street features beautifully preserved 1920s architecture, including the Garden Theatre, local museums, and a weekly farmers' market. The Western Beltway (SR 429) and Florida State Road 50 provide direct routes to downtown Orlando, with typical commute times ranging from 25-35 minutes. The Stoneybrook West neighborhood features rental houses near its 18-hole golf course, while Winter Garden Village offers more than 80 retail stores and restaurants. Outdoor enthusiasts can access the 22-mile West Orange Trail, which connects downtown Winter Garden to Apopka, making it perfect for cycling and walking. The trail also provides scenic views of Lake Apopka, Central Florida's fourth-largest lake. With rental homes averaging $2,171 for two bedrooms and $2,672 for three bedrooms, Winter Garden combines its historic charm with excellent accessibility to Orlando's metropolitan area.