Properties For Rent in Winter Park, Orange County, FL

Discover comfort at The Taylor at Winter Park, featuring newly renovated 1-3 bedroom apartments perfect for families or professionals. Enjoy spacious layouts, screened porches, and a prime location near Interstate 4, schools, restaurants, and more.

This lovely 2-bedroom, 2.5-bath townhouse is perfect for renters seeking modern living with an open-concept layout, a private screened patio, and an upstairs bonus area for a home office. Located near Publix and various restaurants, it's ideal for those who value convenience.

Discover your new home at The Village at Lake Lily, offering luxury living in Downtown Maitland. Enjoy modern renovations with granite countertops and stainless steel appliances. Relax in beautiful courtyards, and take advantage of nearby shopping, dining, and entertainment.

Ideal for families or professionals, this beautifully renovated 3 bed, 2 bath home boasts an open concept design, large Master suite, and a stunning kitchen with quartz counters. Enjoy outdoor living in the fully fenced backyard with a sunroom. Close to parks and schools.

Discover your perfect apartment home with upscale finishes and modern amenities. Enjoy a welcoming palm-lined courtyard, a relaxing pool, and an on-site dog park. Ideal for pet owners, this community is near Winter Park Village, Regal Cinema, and historic downtown for endless entertainment options.

This charming single family home is perfect for families and pet owners alike. Enjoy the convenience of being steps away from Park Avenue, Trader Joe's, and Winter Park Village, while also having a private outdoor patio and fenced yard for relaxation.

Discover upscale living at The Parker at Maitland Station, ideal for those seeking modern comfort in a historic setting. Enjoy designer amenities, community-focused living, and proximity to dining and outdoor activities. Experience the best of Maitland.

This charming 1 bedroom, 1 bathroom apartment is perfect for professionals seeking comfort and convenience. With a private entrance, it's just a short walk from the vibrant Park Avenue shops and Rollins College, making it an ideal choice for a peaceful lifestyle.

Discover the charm of Elon Winter Park Apartments, featuring spacious one-bedroom units designed for urban living. Perfect for young professionals and couples, enjoy modern aesthetics and easy access to local dining and entertainment. Experience your urban oasis today!

Discover your ideal home at Park East Apartments, featuring spacious studios, one, and two bedroom apartments. Enjoy modern interiors, a Zen Garden, outdoor grills, and convenient on-site laundry. Perfect for anyone seeking a stylish and welcoming community.

Discover a pristine, completely renovated condo ideal for renters seeking comfort and convenience. Located in a quiet neighborhood, it offers community features like a heated pool, boat ramp, and parking spots. Enjoy walking to nearby Winter Park Village, theaters, and restaurants.

This delightful rental will attract families and individuals looking for a charming home. Features include upgraded kitchen and bathroom fixtures, period-appropriate ceramic tile, and polished concrete floor in the sunroom. Enjoy a fantastic neighborhood near Phelps Park and Kraft Azalea Gardens.

Experience the vibrant urban lifestyle in this unique 2-level loft at The Lofts! Ideal for city lovers, this apartment features high ceilings and oversized windows, reminiscent of NYC. Enjoy nearby attractions like Regal Movie Theatre, Jeni's Ice Cream, and more.

Discover spacious living in this 2-bedroom condo featuring a bright layout, well-appointed kitchen, and ample storage. Residents enjoy access to a community pool, tennis courts, and clubhouse. It's conveniently located near shopping and dining. Perfect for families seeking comfort.

Discover your perfect retreat in Winter Park with exceptional amenities and laid-back living. Ideal for those seeking convenience, this property is near prime shopping and dining options. Experience lakeside tranquility and easy access to I-4 for a stress-free lifestyle.

Discover luxurious living in this new 2 bed, 2 bath penthouse apartment at Boutique Flats Oak Park. Enjoy spacious interiors, a private deck, and top-notch amenities, including a rooftop deck, workout room, and doggie spa. Perfect for modern urban living near parks and dining.

Completely renovated. Beautiful two bedrooms, two baths with laundry room and private fenced backyard and carport. Close to upscale restaurants and shopping, and Interstate 4....

Discover unparalleled luxury in brand new studio, one, and two bedroom apartments at Seven41. Ideal for discerning renters, these stylish homes feature modern finishes and extensive amenities, ensuring comfort and convenience. Experience the vibrant Winter Park lifestyle.

Discover the serene living experience at Carlton Arms of Winter Park. This well-established community features beautifully maintained landscaping alongside rapid response maintenance and attentive service staff, making it ideal for individuals seeking a peaceful home environment.