Houses for Rent in Winter Park, FL

Experience comfortable living in this charming 3-bedroom, 2-bath rental home featuring a bright, open layout perfect for relaxation and entertaining. The spacious kitchen comes equipped with modern appliances, while the cozy living area invites natural light. The private primary suite provides a tranquil retreat, and the lovely backyard is ideal for morning coffee or weekend gatherings. Conveniently located near shopping, dining, parks, and top-rated schools, this home is a perfect blend of style and convenience.

This well-maintained 3-bedroom, 2-bath townhouse boasts updated bathrooms and a cozy dining area alongside a kitchen with ceramic tile. An enclosed atrium creates an ideal workspace, complemented by a fully fenced private backyard perfect for outdoor enjoyment. The community features two large pools and a tennis court, while being conveniently located near shopping centers, fitness facilities, and major highways. A must-see residence for comfortable living!

This beautifully maintained 3-bedroom, 3-bathroom home spans 1,747 sq. ft. and features a bright, open layout with a welcoming living area and functional kitchen. Each bedroom offers its own bath for added privacy. The fully fenced backyard includes a sparkling private pool, perfect for year-round enjoyment. An attached 2½-car garage and ample driveway parking enhance convenience. Located in a prime neighborhood close to parks and amenities, this pet-friendly home includes lawncare and pool service in the rent.

This stylish 4-bedroom, 3-bath residence boasts bright, open living spaces and a large kitchen with wood cabinetry and wine fridge. French doors open to a courtyard and private pool, creating an ideal entertaining space. The primary suite features direct pool access and a modern ensuite bath. Additional highlights include a detached 2-car garage, fresh interior/exterior paint, and a spacious corner lot in a prime location near Phelps Park and Park Avenue dining.

This impressive 2-bedroom, 2.5-bath condo features stylish upgrades and is tiled throughout for easy maintenance. Enjoy an open living and dining area, an eat-in kitchen with granite countertops, and a convenient laundry closet. A private patio adds to the charm, making this unit an ideal retreat. With ample space at 1,031 sq. ft., it perfectly combines comfort and modern living in a desirable community.

This stunning home, available from December 1st to March 31st, features 3 bedrooms, 3 full baths, and 2 half baths across 2,659 sq. ft. An open floor plan exudes character, while the oversized yard and Chicago brick patio provide ample outdoor space for entertaining. The double car garage offers plenty of storage. Minutes from downtown, this property is a rare find in the heart of Winter Park, blending comfort and style for a perfect retreat.

This beautifully renovated 3-bed, 2-bath bungalow offers a cozy yet sophisticated living experience in a sought-after Winter Park neighborhood. Fully furnished with tasteful decor and an attractive kitchen that flows into the family room with a fireplace. Enjoy the large master retreat overlooking a serene backyard, perfect for gatherings. Includes two separate living quarters for guests or privacy, enhancing versatility. Conveniently located near parks and local amenities.

Embrace the inviting charm of this spacious 3-bedroom, 2-bath home in a tranquil neighborhood. The bright open floor plan is perfect for relaxation or entertaining, featuring a modern kitchen and a cozy living area bathed in natural light. A private primary suite offers a serene retreat, while the backyard is ideal for morning coffee or weekend gatherings. Conveniently located near shopping, dining, and top-rated schools, this home blends comfort and style seamlessly.

Experience comfort in this spacious 3-bedroom, 2.5-bath townhome-style condo with modern finishes. The kitchen features elegant granite countertops, while durable tile and luxury vinyl plank flooring add a stylish touch. Relax on your fenced patio with peaceful conservation views. This stunning 1,151 sq ft retreat is available now, complemented by in-unit laundry and central air for convenient living. Renters insurance required.

This charming townhouse-style condo features 2 bedrooms and 2.5 bathrooms, perfect for roommates with spacious ensuites. Enjoy an open-concept living area, fully equipped kitchen, and a private fenced patio with conservation views. Residents can take advantage of community amenities, including a pool and playground, alongside dedicated parking. Conveniently located near major highways, universities, and Winter Park's vibrant dining and shopping scene. Ideal for a low-maintenance lifestyle!

Move-in ready 3-bedroom, 2-bathroom home featuring 1,760 sq. ft. of stylish space on a .23-acre corner lot. Highlights include a newer septic tank, a durable 2016 roof, and fresh upgrades throughout. Nestled in a highly sought-after school district, it offers an excellent choice for families seeking comfort and convenience. Don’t miss the chance to make this beautifully upgraded residence your own!

This rare mid-century lakefront home offers over 4,100 sq. ft. of living space with 4 bedrooms and 3.5 bathrooms, including a private guest suite. Enjoy breathtaking views of Lake Maitland from the screened porch and sunlit living spaces with rich wood accents and stone fireplaces. The property features a private boat dock, a 3-car garage, and an office, making it perfect for peaceful, upscale living in Winter Park. Relax in style and embrace waterfront tranquility!

Enjoy resort-style living in this stunning 3-bed, 2.5-bath townhouse in Visconti, Maitland. The 3-story layout includes a 2-car garage, open living area, and master suite with a convenient laundry. Community amenities feature pools, fitness center, sports courts, and scenic views. Perfectly located near Winter Park, Downtown Orlando, and more, with easy access to I-4 & 408.

This spacious 2-bedroom, 2-bathroom ground-floor townhouse features freshly painted interiors, modern appliances, and sleek tile flooring throughout. Enjoy granite countertops in the kitchen and relax by the community pool. Conveniently located near Full Sail University, UCF, and various shopping and dining options just minutes away. A perfect blend of comfort and accessibility awaits!

Experience the vibrancy of Winter Park in this charming 3-bedroom residence featuring a bonus room perfect for a home office. Enjoy peace of mind with a fenced backyard, a cozy fireplace, and the benefits of solar panels. Conveniently located near fine dining, entertainment, and top-rated schools, this home is within minutes of rolling’s College and UCF. With 1,598 sq ft of living space, your new chapter in this inviting community awaits!