
Homes for Rent in Winter Park, FL (375 Rentals)


3505 Midiron Dr

2627 Ambergate Rd

438 W Swoope Ave

3006 George Mason Ave

3469 Seagrape Dr

123 Oak Grove Rd

2663 Rook Cv

7666 Glenmoor Ln

5351 Cypress Dr

7116 Green Needle Dr

3028 Patel Dr

7797 Fox Knoll Pl

630 N Lakemont Ave

2631 Ambergate Rd

1729 Puritan Ave

7145 Timber Dr

7757 Fox Knoll Pl

7431 Portside Ct

3074 Riverbrook Dr

1871 Meadowgold Ln

5116 N Woodcrest Dr

2218 Winter Woods Blvd

2536 Eastbrook Blvd

2843 Riddle Dr

1821 Carrigan Ave

7027 Citrus Point Ct

423 Ololu Dr

350 N Phelps Ave

525 S Lakemont Ave

2326 Wellington Blvd

7417 Daniel Webster Dr

1000 S Semoran Blvd

2905 Antique Oaks Cir

2183 Crandon Ave

200 St Andrews Blvd

3044 Antique Oaks Cir

7229 Swallow Run

1713 Michigan Ave

2500 Lee Rd

3007 George Mason Ave

3060 George Mason Ave

3014 Antique Oaks Cir

3651 N Goldenrod Rd

2941 Antique Oaks Cir

7328 Forest Hill Ct

2936 Antique Oaks Cir
Winter Park, FL Local Guide

How much does it cost to rent a home in Winter Park?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winter Park 2 Bedroom Homes for Rent | $1,947 | $1,000 | $5,000 |
| Winter Park 3 Bedroom Homes for Rent | $2,770 | $1,450 | $6,050 |
| Winter Park 4 Bedroom Homes for Rent | $3,874 | $1,995 | $10,000+ |
| Winter Park 5 Bedroom Homes for Rent | $9,483 | $2,600 | $10,000+ |
| Winter Park 6 Bedroom Homes for Rent | $4,834 | $3,169 | $6,500 |
Browse Top Homes for Rent in Winter Park
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Winter Park, FL Local Guide
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Frequently Asked Questions about Winter Park
What type of rentals are currently available in Winter Park?
There are currently 302 Apartments for Rent in Winter Park, FL with pricing that ranges from $900 to $7,848. There are also 372 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $800 to $25,000.
What is the current price range for Rental Homes in Winter Park?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winter Park ranges from $800 to $25,000 with an average monthly rent of $4,861.
How much are larger Three and Four Bedroom Rentals in Winter Park?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Winter Park range from $1,099 to $7,848, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,450 to $6,050. Four Bedroom Single-Family rentals are also available starting from $1,995 and Four Bedroom Apartments start at $3,150.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent
Written by: Darla Ferrara
For many, Orlando is the place where you vacation, not live. However, this city, located in the central region of Florida, offers a vibrant tech community, plenty of outdoor activities, and some of the best schools in the country.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!

The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.


