Houses for Rent in Winter Park, FL

This delightful 3-bedroom, 2-bathroom bungalow combines classic charm with modern comforts. Features include a beautifully updated kitchen with stainless steel appliances and granite countertops, and an inviting living area with elegant wood flooring. An enclosed sunroom offers a perfect spot to enjoy sunny days, while the manicured, fenced yard provides privacy. With a one-car garage and convenient interior laundry, this property is a perfect blend of style and functionality.

This inviting 3-bedroom, 2.5-bath home features a modern open layout with vinyl plank flooring, quartz countertops, and stainless steel appliances. Enjoy the comforts of a smart home with a programmable thermostat and central A/C. The spacious yard offers plenty of room for outdoor activities, ideal for pets. With an attached garage and ample storage, convenience meets style in this well-maintained, pet-friendly residence. Perfect for modern living in a desirable neighborhood!

This charming 4-bedroom, 2-bathroom rental offers a relaxing patio and balcony perfect for enjoying the fresh air. With a spacious 1,534 sq. ft. layout, convenience is key with in-unit W/D hookups and access to a refreshing swimming pool. This pet-friendly home is an excellent choice for those seeking comfort and leisure in a welcoming community. Enjoy the ease of application and leasing through FirstKey Homes, ensuring a smooth transition into your new abode.

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-bedroom, 2-bathroom home offers a convenient layout featuring a garage and luxurious vinyl plank flooring. Enjoy the benefits of a Smart Home equipped with a video doorbell and newly added stainless steel appliances. The home is professionally managed and comes with essential amenities like high-speed internet, air filter delivery, and utility services for a hassle-free leasing experience. With a total of 1,030 square feet, it's ideal for comfortable living!

This cozy 3-bedroom, 2-bath home spans 1,496 sq. ft. and combines modern living with a touch of comfort. Enjoy natural light through the open-concept layout, featuring luxury vinyl plank flooring and a stylish kitchen with granite countertops. The finished fireplace in the living room creates a warm atmosphere, while the fenced backyard with a sunroom offers ample space for your furry friends. Smart home technology and professional management ensure hassle-free living.

Enjoy a blend of style and convenience in this pet-friendly 4-bedroom, 2-bath home featuring hardwood floors and a functional kitchen with stainless steel appliances and granite countertops. The open floorplan is perfect for gatherings, while the private backyard invites outdoor fun. Benefit from included Smart Home technology and professional property management, making life easier in this spacious 1,964 sq. ft. residence.

This beautifully maintained 3-bedroom, 2-bath home offers an inviting open split-bedroom floor plan and a modern kitchen with breakfast bar. Enjoy the large screened patio overlooking a private, fenced backyard—ideal for relaxation and entertaining. Recent upgrades include brand-new tile flooring, a renovated primary suite with dual marble vanities, and no HOA. Conveniently located near top-rated schools and easy access to SR-417, this move-in ready home is perfect for serene living in Winter Park.

Experience modern comfort in this beautifully upgraded 3-bedroom, 2-bath home with high ceilings and new laminate flooring throughout. The inviting open kitchen is perfect for gatherings, while the spacious master bathroom features a separate tub and shower. Enjoy the naturally shaded back patio for dining al fresco. Added conveniences include a new roof, AC, and an attached garage. This pet-friendly home is ideally located near employment hubs and main roads.

This immaculate 3-bedroom, 2.5-bath townhouse invites relaxation with its inviting fireplace and enclosed courtyard, perfect for entertaining. Enjoy walk-out balconies in both upstairs bedrooms and a convenient first-floor guest room. The functional kitchen features custom cabinets and a large pantry, while residents benefit from community amenities including a pool, tennis court, and ample parking—all just minutes from highways and local attractions.

This beautifully renovated 3-bedroom, 2-bath home features new porcelain tile and wood floors, modern kitchen with granite waterfall island, and upgraded baths. Enjoy two private paved driveways, a separate family room with backyard access, and a tranquil garden retreat. The fenced concrete patio with an outdoor shower adds charm, while being just steps from shops and parks. Ideal for those seeking a vibrant lifestyle in a lovely, convenient setting.

This stunning 7,000 SF home features 8 bedrooms and 6 baths across three levels, perfect for family living. Enjoy a chef-inspired kitchen with quartz countertops, cozy living spaces with a gas fireplace, and dual primary suites. An impressive lower level boasts an in-law suite, gym, and game room. The outdoor area includes a covered patio and pool deck, ideal for entertaining. Located in a quiet cul-de-sac near Park Avenue, this residence is a perfect blend of luxury and comfort.

This delightful 3-bedroom, 2-bathroom home features a fully tiled interior and includes all essential appliances, such as a washer and dryer. Enjoy the privacy of a fenced courtyard and patio, perfect for outdoor relaxation. The convenience of a two-car garage with remote adds to its appeal. Located close to shopping, theaters, and malls, this residence combines comfort with a vibrant local lifestyle.

This delightful 2-bedroom, 1-bath home offers 1,290 square feet of cozy living space, featuring a remodeled kitchen and fresh flooring. Outdoors, enjoy a private fenced backyard and an enclosed summer room perfect for year-round comfort. Lawn care is included, and off-street parking adds convenience. With a prime location near Phelps Park and vibrant Downtown Winter Park, this home is ideal for those seeking comfort and accessibility in a tranquil neighborhood.

This delightful 2-bedroom, 2.5-bath townhouse features an open living and dining area with laminate wood floors and a cozy nook. Enjoy a private patio perfect for grilling, plus an in-unit washer and dryer. The upstairs boasts two spacious bedrooms, each with en-suite baths and new vanities. Located steps from the community pool and surrounded by top schools, shopping, and dining, this home offers comfort and convenience in a peaceful neighborhood.

This modern 3-bedroom, 2.5-bathroom townhouse spans 1,755 sqft in the gated Hawks Crest community. It features an open floor plan, a chic kitchen with granite counters and stainless steel appliances, plus a serene backyard patio. The upstairs primary suite boasts dual sinks and a walk-in closet. Enjoy community amenities like a pool, playground, and park. Conveniently located near Lake Howell, shopping, and dining, this pet-friendly residence is perfect for a vibrant lifestyle.

This inviting 3-bedroom, 2-bathroom home features an open floor plan that welcomes natural light, ideal for relaxation and entertaining. Enjoy a gated oversized backyard, perfect for outdoor activities, and exclusive access to Lake Killarney for paddle boarding or kayaking. Located just minutes from top dining and shopping spots, this dog-friendly residence includes central air, hardwood floors, and utilities like gas, internet, and water are included in the rent.

This spacious 3-bedroom, 2.5-bath townhouse features 1,907 sq. ft. of comfortable living in a gated community. Enjoy the convenience of in-unit laundry, plus 1 GB Fiber Internet and TV included. Relax by the pool and cabana, all while being just minutes away from Orlando's finest dining, shopping, and attractions. With a holiday special of 1 month free for applications before December 31st, this opportunity is too good to miss!

This delightful 4-bedroom, 1.5-bath home offers a bright, open layout with tile and hardwood-style flooring throughout, ensuring no carpet anywhere. The well-equipped kitchen features modern appliances and ample storage. Enjoy the convenience of an in-unit laundry closet. Outside, a large fenced backyard awaits for relaxation or entertaining. Positioned on a quiet street, it’s just minutes from downtown Winter Park and all local amenities, making it an ideal place for families.

This sophisticated townhouse features over 2,600 sq ft of stylish living with high-end finishes throughout. The open-concept main level includes a chef's kitchen, while upstairs, two primary suites boast luxurious spa-inspired baths. Versatile third-floor spaces can adapt to your needs. Enjoy low-maintenance living in an intimate community just moments from vibrant local spots. Pet-friendly and equipped with smart home features, this residence is perfect for a modern lifestyle.

This unique 4-bedroom, 2-bath home features a cozy old Florida style with an open living space spanning 1,180 sqft, including a master suite with a walk-in closet. A single car garage adds convenience, while the location offers easy access to the vibrant Park Avenue and Rollins College, perfect for enjoying local dining and culture. Washer and dryer included for added comfort. Experience the blend of classic charm and modern living in this lovely home.

This inviting 4-bedroom, 3.5-bathroom residence spans 2,589 sq ft and offers a serene lifestyle near modern conveniences. Enjoy spacious bedrooms, well-appointed baths, and year-round comfort with central air and heating. The property features a refreshing swimming pool and a courtyard, perfect for relaxation. Located just minutes from shopping and AdventHealth Orlando, this home combines comfort and convenience for a delightful living experience.

This beautifully designed 3-bedroom, 2-bathroom home boasts 1,371 square feet of elegance and comfort. Featuring an inviting open layout that maximizes natural light, every detail reflects quality craftsmanship. Enjoy a fully fenced backyard and the convenience of top-rated schools and local amenities nearby. Perfect for both entertaining and relaxing, this welcoming retreat presents an ideal balance of functionality and charm.

Enjoy serene conservation views from this spacious 3-bedroom, 2.5-bath townhome, boasting 2,042 sq ft of inviting living space. High ceilings and abundant natural light create a welcoming atmosphere. The largest covered lanai in the community is perfect for gatherings. An open-concept design seamlessly blends the family room and kitchen area. With a secondary loft ideal for an office or play area, this move-in-ready home is just minutes from shopping and major employment hubs.

This inviting 3-bed, 1.5-bath residence spans 1,351 sq. ft. and offers a large living room bathed in natural light, connecting to a spacious backyard with a deck. Enjoy the tranquility of the fenced yard bordered by a serene watercourse. Conveniently located near schools, parks, and restaurants, this pet-friendly home comes with a washer/dryer and boasts no HOA. With a move-in incentive of $500 for a December move, it’s a perfect opportunity for a fresh start!

This stunning custom residence spans 5,164 sq ft and showcases 5 bedrooms and 6 bathrooms, redefining luxury living with state-of-the-art technology and artful design. Highlights include a floating staircase, expansive outdoor living space with a resort-style pool, and a tranquil primary suite. Located in the desirable Virginia Heights neighborhood, this home offers deeded lake access and is a short stroll from Winter Park’s dining and shopping, embodying elegance and modern sophistication.

This stunning 3-bedroom, 2.5-bath townhome radiates coastal charm and modern efficiency in an open-concept design. Highlights include a gourmet kitchen with quartz countertops, a spacious primary suite with a designer bath, and a private courtyard for outdoor entertaining. With features like smart home technology and a WiFi-enabled garage, this immaculate residence ensures comfort and convenience just minutes from dining and shopping in vibrant Winter Park.

Experience luxurious comfort in this stunning four-bedroom, three-and-a-half-bath home offering 3,302 sq. ft. of refined living space. The open layout connects a gourmet kitchen with granite counters to a cozy family room, leading to a screened patio and private pool. Enjoy a relaxing primary suite with an expansive en suite bath and custom closet. Beautiful Brazilian cherry wood floors, crown molding, and high ceilings enhance the elegant ambiance. Monthly rent includes grounds care and pool maintenance for a hassle-free lifestyle.

Move into this stunning 3-bedroom, 2.5-bath townhome featuring a beautiful water view at Grayson Square. Spanning 1,907 sq ft, it offers a well-appointed kitchen with stainless steel appliances and a spacious gathering room that flows to a covered lanai. The luxurious master suite boasts a walk-in closet and ensuite bath. Rent includes high-speed internet and streaming services. Enjoy resort-style amenities with a pool and cabana, all in a gated community near shopping and dining.

Experience comfort in this stylish 3-bedroom, 2.5-bath townhouse spanning 1,628 sq ft. Nestled in a gated community, this residence features a convenient laundry area and a one-car garage. Enjoy serene outdoor living on the screened-in lanai and explore beautiful walking paths nearby. The high ceilings and central air add to the home's inviting atmosphere, making it perfect for both relaxation and entertaining in the vibrant Winter Park area.

This lovely 3-bedroom, 2-bathroom home features tile flooring throughout, eliminating carpet worries. The kitchen boasts stainless steel appliances and granite countertops. The spacious master bedroom includes a walk-in closet, while both bathrooms feature granite countertops. Enjoy the outdoors on the screened patio and relax in the fenced backyard. Conveniently located near dining, shopping, and entertainment options, this pet-friendly residence is ready for new tenants!

This stunning 3-bedroom, 2.5-bath townhome features an open-concept design, high ceilings, and stylish finishes throughout. The gourmet kitchen boasts waterfall quartz countertops and stainless steel appliances. A private walled courtyard is perfect for outdoor entertaining, while the spacious primary suite includes a luxurious bath and walk-in closet. Built for modern living with smart-home technology, this immaculately maintained residence offers convenience near vibrant local attractions.

This newly remodeled 3-bedroom, 1-bathroom home features a stylish kitchen with stainless steel appliances and updated cabinets. A bonus room perfect for an office and additional storage enhance functionality. Nestled in the heart of Winter Park, residents enjoy walking to nearby restaurants and shopping with easy access to I-4. Ideal for pet lovers, this charming residence combines comfort and convenience in a vibrant neighborhood.

This beautifully maintained end-unit townhouse features 3 bedrooms and 2.5 bathrooms within 1,429 sq ft of living space. Enjoy abundant natural light and a charming, open layout perfect for entertaining. A 1-car garage adds convenience, while the tranquil Cranes Creek community offers quick access to shopping, Full Sail University, and major roadways. Ideal for those seeking comfort and easy commuting in East Orlando.

This fully remodeled 4-bedroom, 3-bath home boasts a chic open layout featuring high vaulted ceilings and designer porcelain tile throughout. A gourmet kitchen with Viking appliances and a lavish master suite with dual walk-in closets enhance luxurious living. The backyard is a true sanctuary, perfect for entertaining with a summer kitchen, wood-burning fire pit, and a cozy aluminum cabana. Enjoy the vibrant charm of Winter Park with restaurants, shops, and parks just moments away.

This stylish 3-bedroom, 2.5-bath townhouse offers 1,406 sq ft of modern living in a top-rated school district. The first floor features a contemporary kitchen with stainless steel appliances and granite countertops, flowing into an inviting dining and living area. Upstairs, enjoy the convenience of an in-unit laundry and a master suite with a walk-in closet. Located minutes from UCF and other local colleges, this townhouse is perfect for those seeking both comfort and convenience.

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!

Experience spacious living in this 3-bedroom, 2.5-bathroom townhouse, only 5 years old and move-in ready. The master suite features a walk-in closet, while the generous floorplan invites comfort. Enjoy resort-style amenities, including a pool and playground, all located near top-rated schools, shopping, and dining. With flexible lease terms and included washer and dryer, this pet-friendly home is perfect for convenient living in a vibrant community.

This delightful 3-bedroom, 2-bathroom home offers a bright interior with a spacious great room and eat-in kitchen. The beautifully landscaped outdoor oasis features a garden path and an outdoor shower. Enjoy the convenience of a large carport that doubles as a covered patio and a circular driveway for easy off-street parking. Located close to shopping and wellness centers, this residence is perfectly positioned in a sought-after area of Winter Park.

This beautifully updated 3-bedroom, 2-bathroom home showcases brand new stainless steel appliances and custom countertops, paired with fresh interior and exterior paint. Enjoy the large bonus sunroom, perfect for an office or playroom. The expansive fenced backyard, new patio, and immaculate landscaping provide a wonderful outdoor space for entertaining. Additional features include a covered carport and weekly professional yard maintenance, ensuring peace of mind and comfort in this inviting Winter Park residence.

Embrace vibrant Winter Park living in this beautifully updated 5-bedroom, 3-bathroom corner home, offering over 2,200 square feet of stylish space. Features include a bright open floor plan, modern finishes, and a brand-new A/C system. Located just three blocks from Park Avenue, enjoy easy access to dining, shopping, and cultural attractions while basking in the abundance of natural light and extra outdoor space this property provides.

Featuring 2,582 sq. ft. of space, this charming home boasts a split bedroom floorplan with a private master suite and skylights bathing the living and dining rooms in natural light. The gourmet kitchen shines with granite countertops and an inviting eat-in area. Enjoy family gatherings in the spacious family room with wood floors and a woodburning fireplace. A screened outdoor area and pavered deck envelop a swimming pool, perfect for entertaining. Active lifestyle enthusiasts will appreciate neighborhood tennis courts and nearby trails!

Located just a mile from Park Avenue, this charming 4-bedroom, 2-bath home features a welcoming neighborhood with top-rated schools, perfect for families. Enjoy nearby shops and restaurants, embodying the Winter Park lifestyle. Key amenities include central air and in-unit laundry, providing comfort and convenience for everyday living in this active community.

This stunning 4-bedroom, 3-bath home spans 2,479 sq ft in a secure gated community. The bright, open kitchen offers ample storage, while the large screened-in patio is perfect for entertaining. With a loft upstairs and a 2-car garage, there's room for everything. Lawn care is included, making this home a hassle-free haven!

This stunning 4-bedroom, 2.5-bathroom residence features a delightful mix of modern updates and classic charm, boasting 2,406 sq ft of comfortable living space. Enjoy hardwood floors, gourmet kitchen with granite countertops, and a cozy family room with a wood-burning fireplace. The expansive front porch invites relaxation, while the upstairs deck offers scenic views. Situated on a picturesque brick-paved street, this home is minutes from Winter Park’s vibrant dining and shopping scene.

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.

This fully renovated 3-bedroom, 2-bath home features a spacious layout within 1,763 sq. ft., perfect for modern living. Located just minutes from UCF, Full Sail, and vibrant Park Avenue, it offers access to Winter Park's top schools. Dog-friendly and close to local amenities, this cozy residence blends comfort and convenience beautifully.

This stunning 4-bedroom, 3-bathroom home boasts 2,300 sqft of bright, inviting space perfect for family living and entertaining. Enjoy a modern kitchen with stainless steel appliances, and two luxurious primary suites with walk-in closets. A fenced backyard offers a private retreat, while ample parking and a convenient laundry room add to the comforts. Located on desirable Palmer Avenue, residents are steps away from Winter Park's energetic downtown, parks, and lakes.

This charming 3-bedroom, 2.5-bath residence offers a bright and open layout perfect for comfortable living and entertaining. Enjoy the tranquility of a spacious backyard, ideal for gatherings under the Florida sun. With a central air system, ceiling fans, and garage parking, this beauty combines modern convenience with a peaceful setting. Conveniently located near excellent schools, shopping, and dining, it’s the perfect place to call home.

Embrace comfort in this pet-friendly 3-bedroom, 2-bathroom home featuring an open floor plan with warm tile and wood floors. Each oversized bedroom includes walk-in closets, while the modern kitchen boasts stainless steel appliances and wood cabinets. Enjoy outdoor entertaining on the screened patio overlooking a spacious backyard. Convenience meets relaxation, all just moments from shopping and dining. 1334 sq ft of inviting living space awaits!