Houses for Rent in Winter Park, FL

68 rentals available

All rentals

1d ago

Verified

3028 Dikewood Ct, Winter Park, FL 32792

Outdoor space | Garage parking | Walk-in closets

3 beds

2 baths

$3,720

$2,710

Price drop

2d ago

Verified

$3,450 - 3 Bedroom 2 Bathroom Updated House In Winter Park With Great Amenities $3,450 - 3 Bedroom 2 Bathroom House In Winter Park With Great Amenities

1817 Loch Berry Rd #NA, Winter Park, FL 32789

In-unit laundry | Outdoor space | Assigned parking

3 beds

2 baths

$3,450

2d ago

Verified

1833 Pineview Cir, Winter Park, FL 32792

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

3 beds

2 baths

$2,645

$2,445

Price drop

4d ago

Verified

4040 Waterview Loop Winter Park, FL 32792

4040 Waterview Loop, Winter Park, FL 32792

Outdoor space | Garage parking | Walk-in closets

3 beds

2 baths

$2,375

$2,215

Price drop

5d+ ago

Verified

2000 Galen Avenue, Winter Park, FL 32789

In-unit laundry | Outdoor space | Storage

3 beds

2 baths

$4,500

7429 Daniel Webster Dr #B15C - Photo 1 of 1

3D tour

4d ago

House for rent in Winter Park

7429 Daniel Webster Dr #B15C, Winter Park, FL 32792

Swimming pool

1 bed

1 bath

$1,000

Nearby rental good for eco-living

$1,700

7404 Woodburn Ct

Nearby rental good for pet owners

$1,000

7429 Daniel Webster Dr #B15C

5d+ ago

House for rent in Winter Park

2401 Albert Lee Pkwy, Winter Park, FL 32789

Outdoor space | Garage parking | Carpet

3 beds

2 baths

$2,850

$2,750

Price drop

5d+ ago

House for rent in Winter Park

3374 Cedar Springs Pl, Winter Park, FL 32792

In-unit laundry | Outdoor space | Swimming pool

2 beds

2.5 baths

$1,590

The best of Zumper, delivered

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

6h ago

House for rent in Winter Park

$2,350 - 3 Bedroom 2.5 Bathroom House In Winter Park

1840 Bachman Way, Winter Park, FL 32792

In-unit laundry | Outdoor space | Garage parking

3 beds

3 baths

$2,550

$2,350

Price drop

15h ago

House for rent in Winter Park

$2,350 - 3 Bedroom 2.5 Bathroom House In Winter Park With Great Amenities

1840 Bachman Way #NA, Winter Park, FL 32792

In-unit laundry | Outdoor space | Garage parking

3 beds

2.5 baths

$2,550

$2,350

Price drop

Find sweet deals in Winter Park

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

$2,710

3028 Dikewood Ct

$2,445

1833 Pineview Cir

$2,215

4040 Waterview Loop

$1,000

7429 Daniel Webster Dr #B15C

1d ago

House for rent in Winter Park

Spacious 3-Bedroom, 4-Bath Home for Rent in Winter Park, FL | WiFi Included + Private Community Pool

741 Minnesota Ave, Winter Park, FL 32789

In-unit laundry | Outdoor space | Storage

3 beds

3.5 baths

$3,995

2d ago

House for rent in Winter Park

Residential Lease, WINTER PARK, FL

2503 Tahoe Cir #2503, Winter Park, FL 32792

In-unit laundry | Assigned parking | Dishwasher

2 beds

2 baths

$1,900

2d ago

House for rent in Winter Park

3051 Autumn Ct, Winter Park, FL 32792

In-unit laundry | On-site management | Package service

3 beds

2 baths

$2,200

2d ago

House for rent in Winter Park

401 Balfour Dr, Winter Park, FL 32792

In-unit laundry | Dishwasher | Microwave

2 beds

2 baths

$2,200

$2,000

Price drop

2d ago

House for rent in Winter Park

2500 Lee Rd, Winter Park, FL 32789

1 bed

1 bath

$1,099

3d ago

House for rent in Winter Park

Minnesota Ave 737 - A

737 Minnesota Ave #A, Winter Park, FL 32789

In-unit laundry | Storage | Furnished

3 beds

3 baths

$3,995

3d ago

Townhouse for rent in Winter Park

Residential Lease, WINTER PARK, FL

2337 Shadowland Loop, Winter Park, FL 32792

In-unit laundry | Outdoor space | Garage parking

3 beds

2.5 baths

$3,095

3d ago

Townhouse for rent in Winter Park

Residential Lease, WINTER PARK, FL

7487 Canford Ct #5, Winter Park, FL 32792

In-unit laundry | Outdoor space | Storage

4 beds

3 baths

$2,300

3d ago

House for rent in Winter Park

Residential Lease, WINTER PARK, FL

800 W Canton Ave, Winter Park, FL 32789

In-unit laundry | Outdoor space | Dishwasher

2 beds

1 bath

$2,500

3d ago

House for rent in Winter Park

PRICE DROP! The Michigan Avenue Muse | A Winter Park Retreat Reimagined for Modern Luxury Living! PRIVATE POOL! WASHER & DRYER INCLUDED WITH STANDBY GENERATOR!

1403 Michigan Ave, Winter Park, FL 32789

In-unit laundry

4 beds

3.5 baths

$4,999

3d ago

House for rent in Winter Park

2719 Merrie Oaks Rd, Winter Park, FL 32792

In-unit laundry | Outdoor space | Concierge service

4 beds

3 baths

$3,045

$2,595

Price drop

4d ago

House for rent in Winter Park

3 Bedroom, 2 Bath-Corner Lot with Tons of Updates Inside!

3306 Netherwood Dr, Winter Park, FL 32792

Carpet | Dishwasher

3 beds

2 baths

$1,695

4d ago

Garden Acres townhouse for rent in Winter Park

1381 Orchid Ave, Winter Park, FL 32789

In-unit laundry | On-site management | Package service

3 beds

2.5 baths

$3,150

4d ago

House for rent in Winter Park

1100 Aragon Ave, Winter Park, FL 32789

In-unit laundry | Dishwasher

1 bed

1 bath

$1,895

5d+ ago

House for rent in Winter Park

2545 Madeline Ave, Winter Park, FL 32789

Outdoor space | Storage | Garage parking

3 beds

2 baths

$3,095

$2,995

Price drop

5d+ ago

House for rent in Winter Park

Spacious 3-Bedroom House for Rent in Winter Park, FL - WiFi Included + Community Pool

737 Minnesota Ave, Winter Park, FL 32789

In-unit laundry | Outdoor space | Swimming pool

3 beds

3.5 baths

$3,995

5d+ ago

House for rent in Winter Park

Spacious 3-Bedroom House for Rent in Winter Park, FL - WiFi Included + Community Pool

735 Minnesota Ave, Winter Park, FL 32789

In-unit laundry | Outdoor space | Assigned parking

3 beds

3.5 baths

$3,995

3D tour

5d+ ago

House for rent in Winter Park

1603 Winter Green Blvd, Winter Park, FL 32792

Outdoor space | Swimming pool | Carpet

3 beds

2 baths

$1,999

5d+ ago

House for rent in Winter Park

3/2

2252 Howard Dr, Winter Park, FL 32789

In-unit laundry | Storage | Air conditioning

3 beds

2 baths

$3,200

5d+ ago

House for rent in Winter Park

Residential Lease, WINTER PARK, FL

2181 Linden Rd, Winter Park, FL 32792

In-unit laundry | Dishwasher

5 beds

3.5 baths

$2,800

5d+ ago

House for rent in Winter Park

2021 Woodcrest Dr, Winter Park, FL 32792

Outdoor space | Garage parking | On-site management

3 beds

2 baths

$2,400

7526 University Garden Dr - Photo 1 of 1

5d+ ago

House for rent in Winter Park

Garage parking | On-site management | Outdoor space

3 beds

2 baths

$1,745

5d+ ago

House for rent in Winter Park

Residential Lease, WINTER PARK, FL

2056 Wood Thrush Ln, Winter Park, FL 32792

In-unit laundry | Outdoor space | Storage

4 beds

3 baths

$5,500

7309 Daniel Webster Dr #D - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Park

7309 Daniel Webster Dr #D, Winter Park, FL 32792

Air conditioning | Carpet | On-site management

1 bed

1 bath

$1,099

5d+ ago

House for rent in Winter Park

1840 Bachman Way, Winter Park, FL 32792

Garage parking | Air conditioning | Central heat

3 beds

2.5 baths

$2,550

$2,450

Price drop

5d+ ago

House for rent in Winter Park

Residential Lease, WINTER PARK, FL

2352 Kestrel Perch Pl, Winter Park, FL 32792

Outdoor space | Garage parking | Swimming pool

4 beds

3.5 baths

$4,140

5d+ ago

Townhouse for rent in Winter Park

Residential Lease, WINTER PARK, FL

2021 Canny Cv, Winter Park, FL 32792

In-unit laundry | Storage | Swimming pool

3 beds

2.5 baths

$2,700

5d+ ago

Townhouse for rent in Winter Park

7101 Swallow Run, Winter Park, FL 32792

In-unit laundry | Garage parking | Dishwasher

3 beds

2.5 baths

$2,000

5d+ ago

House for rent in Winter Park

Residential Lease, WINTER PARK, FL

1667 Mizell Ave, Winter Park, FL 32789

Outdoor space | Ceiling fan | Dishwasher

3 beds

3 baths

$3,500

5d+ ago

Townhouse for rent in Winter Park

Via Lago Unit #C, Furnished Room w/Shared Bath

2421 Passamonte Dr #C, Winter Park, FL 32792

In-unit laundry | Outdoor space | Garage parking

1 bed

1 bath

$1,000

5d+ ago

Townhouse for rent in Winter Park

Townhouse with 2 Bed and 1.5 Bath

7404 Woodburn Ct, Winter Park, FL 32792

In-unit laundry | Outdoor space | Storage

2 beds

1.5 baths

$1,700

5d+ ago

House for rent in Winter Park

3 BR / 1.5 BA Home In Winter Park

2028 Albert Lee Pkwy, Winter Park, FL 32789

On-site laundry | Outdoor space

3 beds

1.5 baths

$2,295

$2,095

Price drop

5d+ ago

House for rent in Winter Park

904 Carvell Dr, Winter Park, FL 32792

In-unit laundry | Swimming pool | Microwave

3 beds

2 baths

$3,400

5d+ ago

House for rent in Winter Park

Residential Lease, WINTER PARK, FL

1751 Westchester Ave, Winter Park, FL 32789

Outdoor space | Dishwasher

3 beds

2 baths

$2,200

5d+ ago

House for rent in Winter Park

Residential Lease, WINTER PARK, FL

616 Ellendale Dr, Winter Park, FL 32792

Outdoor space | Storage | Garage parking

4 beds

2 baths

$4,000

5d+ ago

Townhouse for rent in Winter Park

2452 Firstlight Way, Winter Park, FL 32792

In-unit laundry | Swimming pool | Microwave

3 beds

2.5 baths

$2,800

5d+ ago

House for rent in Winter Park

759 Antonette Ave, Winter Park, FL 32789

1 bed

1 bath

$1,800

5d+ ago

House for rent in Winter Park

3/2.5 And 2 car garage / Winter Park

258 Balfour Dr, Winter Park, FL 32792

In-unit laundry | Outdoor space | Garage parking

3 beds

2.5 baths

$2,400

5d+ ago

House for rent in Winter Park

301 S Capen Ave, Winter Park, FL 32789

3 beds

2 baths

$2,200

5d+ ago

Townhouse for rent in Winter Park

Residential Lease, WINTER PARK, FL

2577 Galliano Cir, Winter Park, FL 32792

In-unit laundry | Garage parking | Carpet

2 beds

2.5 baths

$2,095

Showing 1 - 50 of 68 results

Home > House Rentals in Winter Park

Updated: September 27, 2026

Are you a rental professional?

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

🌇Available house rentals	68 houses
💰Best rent deal	2421 Passamonte Dr #C
🍃With outdoor space
⭐Popular amenities	, ,
👚With laundry facilities
🍽With dishwasher
🚗With garage parking
❄️With air conditioning
🏠With photos

Popular filters

Pets

Deals

Lifestyle

Zumper Expert Rating

Lease length

Price category

Specialty housing

Laundry

In building

In unit

Amenities

Listing features

Square feet

Houses for Rent in Winter Park, FL

Nearby rental good for eco-living

Nearby rental good for pet owners

Find sweet deals in Winter Park

Browse rentals in Winter Park by popular searches

We've got Homes and Apartments for Rent in Popular Cities.

Search houses by amenities

Available house rentals near Winter Park, FL

Browse apartment buildings in Winter Park

Property types near Winter Park

Find addresses in Winter Park

For Sale

Discover houses for rent in Winter Park, FL