Houses for Rent in Winter Park, FL

This charming 3-bedroom, 2.5-bathroom home spans 1,482 sq ft and showcases a smart home experience. Enjoy an open floor plan with vaulted ceilings and modern amenities, including granite countertops and stainless steel appliances. The pet-friendly environment offers a fenced yard, perfect for outdoor enjoyment. With a community pool nearby and easy access to walking trails, this home is ideal for comfort and convenience in a vibrant setting.

This pet-friendly 3-bedroom, 2-bath home combines modern living with high-end amenities. Enjoy a stylish kitchen with stainless-steel appliances and granite countertops. The spacious living area features luxury vinyl plank flooring, perfect for entertaining. A wide-open fenced backyard provides a private oasis for relaxation and play. Plus, benefit from Smart Home tech and professional property management for a hassle-free living experience.

This charming 3-bedroom, 2-bath home features 1,200 sq. ft. of comfortable living space. Enjoy the convenience of in-unit laundry hookups and a swimming pool perfect for relaxation. Pet-friendly with on-site management, making it ideal for families. Conveniently pre-leasing, ensuring easy application and a smooth transition to your new home. Don’t miss out on a cozy retreat.

This delightful 3-bedroom, 2-bathroom home spans 1,624 sq ft and is poised for exciting renovations, featuring planned upgrades like new LVP flooring and modern countertops. With a pet-friendly policy, this home ensures comfort and convenience. Enjoy the spacious layout accompanied by potential community amenities, including a swimming pool. Secure your chance to personalize this fantastic space in Winter Park—pre-lease today!

This 4-bedroom, 3-bath home offers 1,856 sq. ft. of comfortable living space, featuring a contemporary kitchen with stainless steel appliances. W/D hookups add convenience, while the outdoor swimming pool enhances relaxation. Perfect for families, this pet-friendly home is ready to make your stay enjoyable in a vibrant community.

This pet-friendly 3-bed, 2.5-bath townhouse in gated Via Lago features a modern open kitchen with granite countertops and stainless steel appliances. Enjoy the abundance of natural light, new wood flooring, and a private patio. With a single-car garage and quick access to top-rated Winter Park schools, shopping, and dining, it's a perfect home for modern living.

Nestled in Kenilworth Shores, this furnished 3-bed, 2-bath home features an open floor plan with a family/dining combo and a family room overlooking a lush, tropical backyard. Relax by the black bottom pool and enjoy the fully fenced yard with a gazebo. Utilities included for stress-free living, situated conveniently between Baldwin Park and Park Avenue.

This charming 3-bedroom, 2-bath home features a newly renovated kitchen with all new appliances and fresh modern finishes throughout. Enjoy the open floor plan with a large living room and sunroom, perfect for relaxation. The fenced yard offers ample outdoor space, while the oversized 2-car garage provides great storage. Rent includes lawn care and pest control, making this a convenient choice in a quiet neighborhood with access to excellent schools.

Enjoy comfortable living in this newly painted 3-bedroom, 2.5-bath townhome spanning 1,782 sq ft, located in the gated Grayson Square community. Featuring an open-concept design, a modern kitchen with stainless steel appliances, and a spacious owner’s suite with a walk-in closet, this home is designed for both relaxation and entertainment. Highlights include a covered lanai, a two-car garage, and access to a community pool. Conveniently located near shopping and top-rated schools.

This pet-friendly 3-bedroom, 2.5-bathroom townhouse offers a bright open floor plan with tile flooring and an upgraded kitchen featuring granite counters and stainless steel appliances. The spacious primary suite includes a walk-in closet and luxurious en-suite bath. Enjoy outdoor living on the patio overlooking a quiet backyard, and benefit from a 2-car garage. Located in the gated Hawks Crest community, residents can take advantage of fantastic amenities, including a pool and playground, all steps from beautiful Lake Howell.

Enjoy this 3-bedroom, 1.5-bath home featuring abundant natural light and a large living room that opens to a spacious fenced backyard with a deck and mature trees. The centrally located kitchen connects to both dining and living areas, perfect for gatherings. Located near schools, parks, and lakes, with easy access to local amenities. A serene setting with no rear neighbors enhances the peaceful ambiance. Washer/Dryer included, pet-friendly!

Nestled on a serene brick-lined street, this inviting 2-bedroom, 1-bath home boasts beautiful hardwood floors and a quaint atmosphere. Enjoy stunning lake views from the backyard, complete with a cozy firepit and lush privacy plants for a tranquil retreat. With a deeded dock and boat lift, experience the perfect lakefront lifestyle that awaits just outside your door. Perfect for those who love the outdoors and need a peaceful space to unwind or entertain.

This charming 3-bedroom, 2-bath house features a spacious open layout highlighted by vaulted ceilings and dual skylights. The modern kitchen boasts stainless steel appliances and granite countertops, flowing into a dining area with patio access. Relax by the screened-in pool with serene lake views. The master suite offers hardwood floors, an ensuite bath with dual vanities, and a large soaking tub. Eco-friendly solar energy, a two-car garage, and community tennis court access enhance this inviting home.

This charming 2-bedroom, 1-bathroom corner unit offers easy living with ceramic tile flooring throughout and a freshly painted interior. The renovated kitchen and bathroom add a modern touch. Enjoy outdoor relaxation in the privacy of the fenced backyard. Residents benefit from community amenities including a pool and tennis courts, ensuring both comfort and convenience in a friendly neighborhood. A great place to call home!

This stunning 3-bedroom, 2.5-bath townhouse boasts modern finishes and a peaceful setting. Enjoy cooking in a kitchen adorned with elegant granite countertops, complemented by durable tile and luxury vinyl plank flooring. The private fenced patio offers beautiful conservation views, perfect for relaxation and entertaining. This home is ready for immediate occupancy and includes a comprehensive Resident Benefits Package for added convenience.

Ideal for remote workers and travelers, this furnished 3-bedroom house offers all the comforts of home with a fully equipped kitchen and cozy living room. Located in Central Florida, just 5 minutes from I-4, enjoy easy access to theme parks, beaches, and shopping. Includes in-unit laundry, security cameras, and fenced yard for privacy. Perfect for extended stays with all the amenities you need!

This inviting 3-bedroom, 2.5-bathroom home features ceramic tile and laminate flooring throughout, complemented by a bright kitchen with stainless steel appliances and a breakfast bar. Enjoy a cozy front porch and balcony, and the functional layout perfect for daily life and entertaining. Conveniently located near Hannibal Square, Park Ave, and Rollins College, this residence balances classic Florida charm with modern living in a desirable area.

This stunning 3-bedroom, 2.5-bathroom townhouse offers 2,308 sqft of modern living within the gated Enclave at Hawks Crest. Enjoy an open living area, sleek kitchen with stainless steel appliances, and a cozy flex room ideal for a home office. The primary suite features tray ceilings and an en-suite bath. Additional highlights include a loft area, garage parking, and a covered patio. Residents will love the community pool and playground, plus internet & cable included!

A stunning 4-bedroom, 3-bath home featuring a private pool within the gated Landings at Hawks Crest community. This spacious 2,196 sq ft residence offers contemporary designs for effortless living and entertaining. Enjoy access to resort-style amenities, including a community pool, fitness center, and fishing pier. The home can be rented furnished or unfurnished, with lawn and pool services included, making it a perfect place for comfortable Florida living.

This charming 3-bedroom, 2-bath residence features fresh renovations and sits on an oversized, fully fenced lot, perfect for outdoor fun. Enjoy central AC, washer/dryer hookups, and proximity to A+ schools and Park Avenue's vibrant shopping and dining. An excellent choice for comfort and convenience, this pet-friendly home is ready for its next residents!

This inviting 4-bedroom, 3-bathroom residence boasts a split floorplan, open living spaces, and an idyllic outdoor oasis with a screened porch and sparkling pool. Enjoy wood flooring throughout and a well-equipped kitchen featuring white cabinets and a breakfast nook. Perfectly located in a sought-after school district near parks, shopping, and dining, this home combines comfort and convenience for enjoyable living. Regular pool service is included.

This beautifully maintained 3-bedroom, 2-bathroom townhome features an open-concept layout and stylish tile flooring. Enjoy entertaining in the spacious kitchen with granite countertops. The primary suite is a private retreat with dual walk-in closets and an ensuite bath, while two additional bedrooms offer versatility. Delight in community amenities like tennis courts, pools, and a clubhouse, all just minutes from Park Avenue and top local universities. Embrace vibrant living in a prime location!

Ideal for immediate move-in, this welcoming 3-bedroom, 2-bath home offers a spacious layout with well-appointed rooms and a lovely kitchen filled with counter and cabinet space. Enjoy convenient access to downtown Winter Park, Crosby Center, and Cady Way Park. Pet-friendly and equipped with on-site management, this property is perfect for families seeking comfort and convenience. Don't miss out on this opportunity!

This stunning 4-bedroom, 3.5-bathroom home features a beautiful tile roof and an inviting open-concept layout. With a soaring 20-foot ceiling in the family room and wide sliding doors leading to a spacious covered lanai, it’s the perfect space for gatherings. Enjoy big-ticket upgrades like UV sanitizing lights in bathrooms and a water filter system in the kitchen. The community offers fantastic amenities, including a pool, clubhouse, and dog park, all while being minutes from shopping and dining.

This charming 2-bedroom, 2-bath home features a spacious kitchen and living area, all set within 967 sq ft of tiled comfort. Enjoy an accommodating driveway for two cars and a fenced backyard with a small shed, perfect for pets or outdoor activities. Located near shopping options like Target and Publix, plus the highly-rated Winter Park Schools, this home combines convenience with a welcoming atmosphere.

Nestled in a tranquil neighborhood, this stunning 4-bedroom, 3.5-bath residence spans 3,064 sq ft and features an open floor plan highlighted by soaring vaulted ceilings and abundant natural light. The gourmet kitchen boasts premium Wolf appliances and quartz countertops, while the primary suite offers a spa-inspired bath with a luxurious walk-in shower. Outdoor spaces include a spacious deck overlooking the pool, hot tub, and beautifully landscaped backyard, perfect for embracing resort-style living.

Experience comfort in this delightful 3-bedroom, 2-bath townhouse featuring a private driveway in a peaceful neighborhood. Enjoy modern amenities like central air, a fully-equipped kitchen, and a mini bar, alongside a yard and storage shed. Lawn service is included, while the Resident Benefits Package adds value with liability insurance, identity theft protection, and more, making living here both convenient and secure.

Experience effortless living in this beautifully upgraded 3-bedroom, 2-bath pool home. Featuring an open floor plan and a spacious kitchen with modern finishes, this residence shines with ample outdoor entertaining space including a screened-in pool, covered patio, and firepit lounge. Located in a top-rated school zone and close to local amenities, this home balances lifestyle and convenience in a vibrant Winter Park setting.

Experience modern luxury in this stunning 3-bedroom, 3.5-bath waterfront townhome featuring an expansive layout with 2,193 sq ft of elegance. Bright interiors boast soaring 10'6" ceilings and stylish kitchens with high-end Samsung appliances. Enjoy a private terrace with partial lake views, an outdoor patio for entertaining, and access to community amenities like kayak racks. With its prime location near downtown Winter Park and Lake Killarney, this residence blends comfort and convenience perfectly.

This beautifully remodeled 3-bedroom, 2.5-bath townhouse offers fresh interior updates, including new flooring and paint. Enjoy serene water views from the patio, and take advantage of nearby amenities like a dog park and children's play area. Ideally located just outside Baldwin Park, this home provides easy access to shopping and top schools, making it perfect for families. Unfurnished and ready for move-in by mid-April, it combines comfort and convenience in a welcoming community.

This beautiful 3-bedroom, 2-bath home offers 1,525 sq ft of inviting space, perfect for families and pet lovers. Enjoy the convenience of a swimming pool, making it an ideal spot for relaxation and fun. With a pet-friendly policy and easy application process, this residence is ready for new tenants! The home features a welcoming atmosphere and is well-suited for comfortable living in a vibrant community.

Available May 1st, this charming 3-bedroom, 2-bath house features an open-concept layout with easy-to-maintain tile flooring throughout. Enjoy the spacious living area that flows into a gigantic screened patio overlooking a private wooded backyard, perfect for relaxation. Nestled on a cul-de-sac and just minutes from Full Sail, this home also includes a privacy fence and attached one-car garage, making it an ideal serene retreat.

This charming 2-bedroom, 2.5-bath townhouse features a spacious layout enhanced by high ceilings and modern upgrades. The kitchen boasts granite countertops and stainless steel appliances, while a large loft adds versatility. Enjoy relaxing in the screened patio, seamlessly connecting indoor and outdoor living. Located in a gated community, this residence offers convenience just minutes from dining, shopping, and downtown Winter Park. Perfect for those seeking comfort and style!

This updated 4-bed, 2-bath mid-century home features an expansive .34-acre lot with a botanical garden and a serene patio with a raised hot tub. The open-concept great room offers a bright space with a wood-burning fireplace, while the kitchen boasts granite counters and a reverse osmosis water filtration system. Enjoy the master suite's spacious walk-in closet and convenient access to the scenic backyard. Located near Baldwin Park and top-rated schools, it's perfect for family living.

This stunning 4-bedroom, 3-bathroom home, built in 2023, offers a perfect blend of modern luxury and functional elegance. Boasting an open-concept layout with a designer kitchen, light-filled living room, and a spacious dining area, it's designed for today's lifestyle. Enjoy the private in-ground pool, fenced yard, and oversized balcony overlooking the serene outdoor space. Located steps from Phelps Park and minutes from Park Avenue's shops and dining, this residence is truly exceptional.

This charming 2-bedroom, 1-bathroom home spans 1,029 sq ft and has been beautifully refurbished. Featuring wood flooring throughout and a modern kitchen with newer cabinets, this property includes a single car carport, washer/dryer, and ample outdoor space. Enjoy a large open yard for relaxation, with lawn care included for convenience. Perfect for anyone seeking comfort and style in Winter Park!

This newly renovated 3-bedroom, 1-bath home offers a stylish and comfortable living experience. Located just minutes from Park Avenue, enjoy modern finishes in a clean, move-in ready space. With 1,056 square feet of functional layout, this property combines accessibility and neighborhood charm, making it perfect for families and professionals alike in vibrant Winter Park. Don't miss out on this high-demand rental opportunity!

Experience luxury in this stunning 5-bedroom, 4-bath home boasting 4,100 sq ft of modern living. Sleek architecture and abundant light enhance the chef's kitchen and spacious living areas, which flow seamlessly into a resort-style lanai and private backyard with a sparkling pool. The first-floor primary suite features a spa-like bath, while upstairs offers a loft and four more bedrooms. Minutes from vibrant Park Avenue, this home is perfect for stylish entertaining and comfortable living.

This inviting townhouse features 3 bedrooms and 2.5 baths, offering plenty of space for comfortable living. Ideal for those seeking a vibrant lifestyle, it includes washer/dryer connections and lots of storage throughout. Enjoy a well-designed layout perfect for modern living. Pet restrictions apply.

This stunning 4-bedroom, 3.5-bathroom home features numerous upgrades and a spacious layout, ideal for entertaining. The gorgeous kitchen shines with solid wood cabinets, granite counters, and a gas stove, flowing into a bright family room. Enjoy hardwood floors, a bonus loft, and an exquisite primary suite that opens to a private balcony. The fenced yard and covered patio complete this beautiful family oasis, conveniently located near parks, shops, and top-rated schools.

This delightful 3-bedroom, 3-bathroom residence combines comfort and style in a warm, inviting space. Detailed archways and bright living areas enhance its charm, while a modern kitchen with stainless steel appliances is perfect for culinary adventures. The expansive private backyard features a paved area, ideal for relaxing or entertaining. Conveniently located near shopping and dining, this home offers the best of Winter Park living. Lawn care included for added ease.

This beautifully maintained 3-bed, 3-bath home offers 1,747 sq. ft. of open living space, complete with a dedicated office, ideal for remote work. Enjoy a fully fenced backyard featuring a sparkling pool perfect for relaxation or entertainment. The property includes an attached garage and ample parking, with lawn care and pool service included. Nestled in a coveted neighborhood, this pet-friendly residence is close to parks and amenities, offering convenience for the whole family.

Lease this stunning 4-bedroom, 3-bath residence featuring an open-concept layout and beautiful bamboo wood floors. The well-equipped kitchen and sunken family room overlook a sparkling pool and heated spa in your private backyard. Enjoy the convenience of a full pool bath and an attached garage. Situated near the prestigious Winter Park Racquet Club, this 2,207 SF home offers a fantastic Florida lifestyle with lawn and pool care included.

This stylish 4-bedroom, 2-bath home features an open-concept design adorned with curated artwork, lush gardens, and a spacious wood deck with an outdoor kitchen, perfect for entertaining. Enjoy stunning lake views and proximity to Orlando's attractions and cultural sights. Ideal for families or professionals seeking a refined long-term stay—embrace an active lifestyle with nearby walking trails, tennis courts, and golf clubs.

Experience unparalleled craftsmanship in this exquisite 3-bedroom, 2-bathroom home, boasting over 2,000 sq. ft. of elegant living space. Highlights include a state-of-the-art kitchen with stainless appliances, a cozy family room with a fireplace, and a serene screened sunroom. The luxurious master suite features a spa-like bath, while the beautifully landscaped outdoor space and deck are ideal for entertaining. Enjoy the convenience of in-unit laundry and a double garage.

A stunning 4-bedroom, 3-bath lakefront residence boasts 2,476 sq ft of sophisticated living in Winter Park. Featuring engineered wood flooring, soaring ceilings, and an open-concept design, this home is filled with natural light. The gourmet kitchen with stainless appliances and a generous island is perfect for entertaining. Enjoy a private courtyard with a hot tub, plus a detached bonus room ideal for a home office or fitness studio. Walk to dining, shopping, and cultural attractions nearby.