Zumper

Houses for Rent in Winter Park, FL

Average rent

$2,755

Track prices

Rent calculator

What can I afford?

All rentals

1891 Aster Dr - Photo 1 of 1

2d ago

Our team has verified this company

Verified

1891 Aster Dr, Winter Park, FL 32792

Outdoor space | Garage parking | Fireplace

3 beds

2 baths

$2,520

$2,420

Price drop

House for rent

Available Apr 13

Modern Smart Home with Spacious Backyard Oasis

This charming 3-bedroom, 2-bathroom home spans 1,653 sq. ft. and is pet-friendly, featuring smart home technology for ultimate convenience. Enjoy the cozy fireplace, eat-in kitchen, and a large backyard perfect for outdoor activities. Additional highlights include a screened porch, attached garage, and modern stainless steel appliances. Ideal for those seeking comfort and modern living in a lovely setting.

2029 Taylor Ave - Photo 1 of 1

1d ago

Our team has verified this company

Verified

2029 Taylor Ave, Winter Park, FL 32792

On-site laundry | Swimming pool | On-site management

4 beds

3 baths

$2,775

$2,655

Price drop

House for rent

Available Mar 7

Spacious 4-Bed Home with Modern Kitchen & Pool

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.

3091 Crane Strand Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

3091 Crane Strand Dr, Winter Park, FL 32792

On-site laundry | Swimming pool | On-site management

3 beds

2 baths

$2,440

House for rent

Available May 18

Cozy 3-Bed Home with Pool & Pet-Friendly Vibes

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.

1453 Hyde Park Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1453 Hyde Park Dr Winter Park, FL 32792

1453 Hyde Park Dr, Winter Park, FL 32792

Outdoor space | Garage parking | Fireplace

2 beds

2 baths

$2,315

House for rent

Available Mar 18

Modern Retreat with Fenced Yard & Smart Features

Enjoy a stylish lifestyle in this 2-bed, 2-bath home featuring modern finishes, a premium kitchen, and a cozy fireplace. The fenced backyard offers a perfect retreat for pets and outdoor gatherings. With Smart Home technology and a range of convenient services included, this professionally managed property is designed for easy living. Plus, neighborhood amenities like basketball and tennis courts enhance the fun. Ideal for those seeking comfort and flair.

3021 Dikewood Ct - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

3021 Dikewood Ct, Winter Park, FL 32792

On-site laundry | Outdoor space | Swimming pool

3 beds

2.5 baths

$2,735

House for rent

Available May 5

Charming Home with Fenced Yard & Pool Access

This inviting 3-bedroom, 2.5-bathroom rental offers a perfect blend of comfort and convenience in Winter Park. With 1,525 square feet of space, it features a fenced yard ideal for kids and pets. Residents can enjoy access to a swimming pool and on-site management for added ease. Pre-leasing options make securing this home simple. A wonderful opportunity for those looking to enjoy a vibrant community while having a cozy retreat.

609 Montego Bay Ct - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

609 Montego Bay Ct, Winter Park, FL 32792

Fireplace | Dishwasher | Microwave

2 beds

2 baths

$1,725

House for rent

Charming Townhouse with Fireplace & Community Gym

This delightful 2-bedroom, 2-bath townhouse features a master suite on the second floor, perfect for privacy. Enjoy cozy evenings by the fireplace or entertaining at the wet bar. The community offers a fantastic fitness center in the clubhouse, complemented by essential appliances like a dishwasher and microwave. With a total of 1,120 square feet, this home combines comfort and convenience. Additional amenities include trash collection and water services for hassle-free living.

Nearby rental good for eco-living

Nearby rental good for pet owners

1430 Lone Feather Trl - Photo 1 of 1

1d ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

1430 Lone Feather Trl, Winter Park, FL 32792

In-unit laundry | Outdoor space | Garage parking

4 beds

3.5 baths

$3,895

House for rent

524 Byron Rd - Photo 1 of 1

1d ago

House for rent in Winter Park

524 Byron Rd, Winter Park, FL 32792

In-unit laundry | Outdoor space | Storage

4 beds

3 baths

$2,890

House for rent

The best of Zumper, delivered

Be the first to hear about new listings matching your search.

Email
By clicking submit, I accept Zumper's Terms and Conditions, Privacy Policy, and Community Values.
1813 E Cheryl Dr #1 - Photo 1 of 1

5d+ ago

House for rent in Winter Park

1813 East Cheryl Drive - 1

1813 E Cheryl Dr #1, Winter Park, FL 32792

4 beds

2 baths

$2,650

House for rent

Available Feb 26

Beautiful One-Story Home with Fenced Backyard

This charming 3-bedroom, 2-bath home boasts a spacious layout with granite countertops in the kitchen and a walk-in closet in the primary bedroom. The attached 2-car garage adds convenience, while the ceramic-tiled patio overlooking the fenced backyard is perfect for relaxation. Located in a desirable area with easy access to shopping, dining, and major highways, this residence offers both comfort and practicality. Experience the best of Winter Park living!

1148 Park Green Pl - Photo 1 of 1

5d+ ago

House for rent in Winter Park

1148 Park Green Pl, Winter Park, FL 32789

In-unit laundry | Swimming pool | Ceiling fan

3 beds

2 baths

$2,195

House for rent

Stylish Home with Private Courtyard & Community Pool

Enjoy vibrant Florida living in this beautifully updated 3-bedroom, 2-bathroom home offering 1,282 sq. ft. of modern comfort. Fully tiled and freshly painted, it features a convenient kitchen with included appliances, a private fenced courtyard, and a spacious two-car garage. Just moments away from Winter Park Village and the community pool, this residence provides the perfect blend of relaxation and entertainment in a fantastic location.

Advertisement

Find sweet deals in Winter Park

These rentals are 10%-30% cheaper than the local average price for similar rentals.

1850 Whitehall Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Park

3 beds

2 baths

$3,475

House for rent

Furnished Pool Paradise with Utilities Included

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.

438 W Swoope Ave - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

438 W Swoope Ave, Winter Park, FL 32789

In-unit laundry | Storage | Garage parking

4 beds

3.5 baths

$4,395

$3,995

Price drop

House for rent

Available Mar 17

Modern Townhome with Spacious Living & Elegant Design

Experience luxurious living in this modern 4-bedroom, 3.5-bath townhome featuring high-end finishes and an open-concept layout. The chef's kitchen boasts quartz countertops and stainless appliances, while large windows fill the spacious primary suites with light. Versatile third-floor spaces, ample storage, and a rear-entry garage enhance convenience. Located just steps from Winter Park's vibrant attractions, this elegant residence offers a perfect blend of comfort and style.

2907 Little John Rd - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

2907 Little John Rd, Winter Park, FL 32792

In-unit laundry | Outdoor space | Garage parking

4 beds

3 baths

$2,950

House for rent

Spacious Family Home with Screened Porch & Yard

This move-in ready one-story home boasts 4 bedrooms and 3 full baths, perfect for families. Enjoy a large screened porch and a fenced backyard on a quiet street. Modern stainless steel appliances complement the inviting interior, freshly painted and filled with natural light. With A/C replaced in 2022 and lawn care included, this 2,070 sq ft residence offers comfort and convenience in a prime Winter Park location, just minutes from Baldwin Park and local schools.

295 Sandlewood Trl - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

2 BR / 2.5 BA Townhome In Sandlewood Creek

295 Sandlewood Trl, Winter Park, FL 32789

On-site laundry | Outdoor space

2 beds

2.5 baths

$1,895

House for rent

Modern Townhome with Chic Features & Community Pool

This inviting 2-bedroom, 2.5-bath townhouse in the desirable Sandlewood Creek community offers a bright open living area, a stylish kitchen with quartz countertops, and a lovely primary suite. Enjoy outdoor relaxation on the private rear patio, and take advantage of community amenities like the pool. With easy access to Winter Park's shops, dining, and entertainment options, this home is perfect for those seeking modern living in a vibrant area.

1580 Oakhurst Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

1580 Oakhurst Ave, Winter Park, FL 32789

In-unit laundry | Outdoor space | Garage parking

4 beds

2.5 baths

$4,700

$4,495

Price drop

House for rent

Charming Two-Story Home with Outdoor Oasis

This stunning 4-bedroom, 2.5-bath residence features recent updates and a stylish interior, including hardwood floors and granite countertops. The gourmet kitchen flows into a cozy family room with a wood-burning fireplace. A spacious master suite offers a luxurious bath and access to a delightful second-floor deck. Enjoy the serene front porch and lush backyard with fruit trees. Ideally situated near shops, restaurants, and top schools, this home is perfect for Florida living.

717 Denton Rd - Photo 1 of 1

5d+ ago

House for rent in Winter Park

717 Denton Rd, Winter Park, FL 32792

On-site management | Package service | Business center

4 beds

2 baths

$2,099

House for rent

Available May 19

Cozy Family Home with Spacious Bonus Room

This charming 4-bedroom, 2-bath home offers 1,411 sq ft of comfortable living space, complete with a bonus room ideal for an office or play area. The eat-in kitchen comes with stainless steel appliances, perfect for family meals. Enjoy the convenience of a 2-car carport and proximity to major roads, shopping, and Full Sail University. Pet-friendly with a spacious yard, make this Winter Park residence a perfect family retreat!

1441 Oneco Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Park

1441 Oneco Ave, Winter Park, FL 32789

In-unit laundry | Outdoor space | Storage

4 beds

3.5 baths

$6,000

House for rent

Stylish Modern Home with Spacious Living Areas

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.

1860 Via Contessa - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

1860 Via Contessa, Winter Park, FL 32789

In-unit laundry | Garage parking | Swimming pool

8 beds

6 baths

$13,500

House for rent

Luxe 7,000 SF Dream Home with Private In-Law Suite

This extraordinary residence features 8 bedrooms and 6 bathrooms across three levels, offering an exceptional blend of sophistication and livability. The chef's kitchen and expansive primary suites are just the beginning. Entertain seamlessly between the spacious family room and covered patio, while a fully-equipped in-law suite downstairs promises flexibility. Located in a prestigious neighborhood, it's the perfect retreat for modern living.

Advertisement
1611 Little Wren Ln - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

3 BR / 2.5 BA Townhouse In Hawks Crest

1611 Little Wren Ln, Winter Park, FL 32792

In-unit laundry | Carpet | Walk-in closets

3 beds

2.5 baths

$2,730

House for rent

Available Mar 12

Modern Townhouse with Pool & Serene Backyard Oasis

Embrace contemporary living in this stylish 3-bedroom, 2.5-bathroom townhouse in a gated community by Lake Howell. The open floor plan features tile flooring, an upgraded kitchen with granite countertops, and stainless steel appliances. The primary suite offers a walk-in closet and elegant bath. Enjoy outdoor relaxation in the private backyard patio, plus community amenities like a pool, cabana, park, and playground. Convenient access to Winter Park dining and shopping.

1807 N Park Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Park

House for rent

Serene Home with Pool & Office in Winter Park

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.

252 Balfour Dr - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

House for rent

Modern Townhome with Serene Green View Retreat

This remodeled 3-bedroom, 2.5-bath townhouse offers modern comforts with an updated kitchen and bathrooms. Enjoy the enclosed/screen patio overlooking a tranquil green view and courtyard. Additional perks include a solar boosted water heater and a pet-friendly environment, perfect for dog lovers. With 1,727 sq ft of living space, this townhome blends convenience and style, making it an ideal retreat in Winter Park.

1622 Arbor Park Dr #1 - Photo 1 of 1

5d+ ago

House for rent in Winter Park

1622 Arbor Park Drive - 1

1622 Arbor Park Dr #1, Winter Park, FL 32789

Ceiling fan | Controlled access

3 beds

1.5 baths

$2,435

House for rent

Available Oct 10

Bright & Spacious Home with Large Fenced Yard

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!

1235 Via Estrella - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

1235 Via Estrella, Winter Park, FL 32789

In-unit laundry | Outdoor space | Storage

4 beds

3 baths

$5,895

House for rent

Elegant Oasis with Pool in Prime Location

Fully renovated 4-bedroom, 3-bath home offers 2,207 SF of sunlit living space just steps from Winter Park Racquet Club. The private backyard features a sparkling pool and heated spa, surrounded by lush landscaping for perfect outdoor relaxation. Enjoy modern comforts with a new roof, dual-speed AC, and included services for gardening and pool maintenance. This dreamy retreat combines luxury with low utility costs, making it an ideal choice for effortless Florida living.

933 Early Ave #NA - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Cozy Midcentury Modern Home with Easy Highway Access

933 Early Ave #NA, Winter Park, FL 32789

In-unit laundry | Outdoor space | Garage parking

3 beds

1.5 baths

$2,325

House for rent

Available Mar 9

Charming Midcentury Retreat with Spacious Yard

This fully furnished 3-bedroom, 1.5-bath midcentury modern home boasts refinished parquet hardwood floors and an abundance of natural light. Enjoy open living areas, two Florida rooms, and a fenced backyard. Additional features include a one-car garage and a large driveway. Located just minutes from I-4, this stylish retreat offers easy access to premier shopping and dining in the vibrant Winter Park area, making it an ideal rental escape.

1924 Azalea Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Park

1924 Azalea Ave, Winter Park, FL 32792

In-unit laundry | Dishwasher | Microwave

3 beds

1 bath

$1,995

House for rent

Charming Mid-Century Modern Bungalow Awaits!

This adorable 3-bedroom, 1-bathroom mid-century modern bungalow boasts new tile wood floors and an updated kitchen with sleek white appliances. The refreshed bathroom features a stylish mosaic tile floor. Enjoy a spacious backyard complete with a wooden deck, perfect for outdoor gatherings. With included washer, dryer, and lawn care, this inviting home is a fantastic find in Winter Park!

1302 Michigan Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

1302 Michigan Ave, Winter Park, FL 32789

In-unit laundry | Garage parking | Walk-in closets

3 beds

2.5 baths

$3,850

House for rent

Elegant Home with Gourmet Kitchen & Patio Retreat

This stunning 3-bedroom, 2.5-bath residence showcases elegance and comfort in 1,880 sq ft. The gourmet kitchen boasts wood cabinetry, stainless steel appliances, and granite countertops, perfect for culinary enthusiasts. French doors lead to a large, secluded patio, ideal for entertaining. The spacious master suite features an ensuite with dual vanities and a jacuzzi. Conveniently located near Park Avenue and Rollins College, this pet-friendly home is a true delight.

Advertisement
1815 Barker Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

1815 Barker Dr, Winter Park, FL 32789

In-unit laundry | Outdoor space | Furnished

4 beds

2 baths

$5,500

$4,000

Price drop

House for rent

Luxury Lake-View Retreat with Outdoor Paradise

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.

952 Fairway Dr - Photo 1 of 1

5d+ ago

Golfside house for rent in Winter Park

Single Family Residence - WINTER PARK, FL

952 Fairway Dr, Winter Park, FL 32792

In-unit laundry | Outdoor space | Garage parking

3 beds

2 baths

$3,300

House for rent

Stunning Home with Luxurious Upgrades Throughout

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.

307 Sandlewood Trl - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

2 BR / 2.5 BA Townhome In Sandlewood Creek

307 Sandlewood Trl, Winter Park, FL 32789

On-site laundry | Outdoor space

2 beds

2.5 baths

$1,895

House for rent

Available May 29

Modern Townhome with Pool in Vibrant Community

Embrace a stylish lifestyle in this pet-friendly 2-bedroom, 2.5-bathroom townhome featuring 960 sq ft of living space. Enjoy a spacious main area with open living and dining, a chic kitchen with quartz countertops, and a lovely primary suite with custom finishes. A rear patio offers outdoor relaxation, while the community pool adds a touch of fun. Located near Park Avenue's shops, dining, and recreational amenities, this home is perfect for those seeking convenience in Winter Park.

1575 Lawndale Cir - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

1575 Lawndale Cir, Winter Park, FL 32792

In-unit laundry | Outdoor space | Garage parking

3 beds

2.5 baths

$2,500

House for rent

Charming 2-Story Home with Backyard Bliss

This elegant 3-bedroom, 2.5-bath home offers a perfect blend of comfort and style across 1,848 sq ft. Enjoy natural light in spacious living areas with laminate wood and ceramic flooring. Entertain in the sunny backyard or relax in cozy spaces. Conveniently located near schools, shopping, and dining, this home is ready for a new owner to embrace the Florida lifestyle. Washer and dryer included for added convenience!

300 Killarney Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Single Family Residence - WINTER PARK, FL

300 Killarney Dr, Winter Park, FL 32789

In-unit laundry | Outdoor space | Garage parking

4 beds

3 baths

$7,900

House for rent

Elegant Lakefront Retreat with Gourmet Kitchen

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.

1525 Palmer Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Park

1525 Palmer Ave, Winter Park, FL 32789

In-unit laundry | Outdoor space | Garage parking

4 beds

3 baths

$4,695

House for rent

Available Nov 11

Spacious Modern Home with Dual Suites & Fenced Yard

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.

1973 Canny Cv - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

1973 Canny Cv, Winter Park, FL 32792

In-unit laundry | Swimming pool

3 beds

2.5 baths

$2,690

House for rent

Modern Townhome with Pool & Special Offer!

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!

1221 Richmond Rd - Photo 1 of 1
New construction

5d+ ago

Virginia Heights house for rent in Winter Park

Single Family Residence - WINTER PARK, FL

1221 Richmond Rd, Winter Park, FL 32789

In-unit laundry | Garage parking | Swimming pool

5 beds

5.5 baths

$19,000

House for rent

Award-Winning Architectural Marvel with Pool

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.

Advertisement
1275 Michigan Ave #1275 - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

3 BR, 3 BA in Winter Park

1275 Michigan Ave #1275, Winter Park, FL 32789

On-site laundry | High ceilings | Walk-in closets

3 beds

3 baths

$3,950

House for rent

Modern Townhome with Luxury Finishes & Smart Features

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.

1931 Carrigan Ave - Photo 1 of 1

5d+ ago

House for rent in Winter Park

1931 Carrigan Ave, Winter Park, FL 32792

Air conditioning | Central heat | Dishwasher

3 beds

2 baths

$2,200

House for rent

Newly Renovated Home with Spacious Backyard Oasis

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!

7350 Swallow Run #1 - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

7350 Swallow Run, Winter Park, FL 32792 - 1

7350 Swallow Run #1, Winter Park, FL 32792

Swimming pool

2 beds

2 baths

$1,650

House for rent

Available Jul 1

Stylish Ground-Floor Townhouse with Pool Access

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!

2619 Ambergate Rd - Photo 1 of 1

5d+ ago

House for rent in Winter Park

2619 Ambergate Rd, Winter Park, FL 32792

Outdoor space | Garage parking | Fireplace

3 beds

1.5 baths

$2,350

House for rent

Charming Home with Bonus Room and Fenced Yard

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!

Showing 1 - 38 of 38 results
Home > House Rentals in Winter Park
Updated: March 27, 2026

Are you a rental professional?

Try our tenant screening, or post rental listings to Zumper, Craigslist Winter Park, and more.

Discover houses for rent in Winter Park, FL

🌇Available house rentals38 houses
💰Best rent deal7350 Swallow Run #1
🍃With outdoor space
Popular amenities, ,
👚With laundry facilities
🍽With dishwasher
🚗With garage parking
❄️With air conditioning
🏠With photos