Homes for Rent in Winter Park, FL (337 Rentals) Page 4 of 7

Furnished Studio-Orlando - Maitland - Summ

1400 Lake Shadow Cir

320 Eaton St

1936 Durrand Ave

210 Magnolia Rd

14 Bel Air St

8028 Birman St

343 Kantor Blvd

201 Cedarwood Dr

510 Iris Rd

760 Brookside Rd

767 Forest Glen Ct

140 Softwind Trail

508 Zinnia Dr

860 N Orange Ave

512 Elm Dr

518 Elm Dr

720 Benedict Way

0 E Orlando St

1247 Kingston Ave

606 Marigold Rd

1633 E Concord St

1633 E Concord St

2148 Fresco Alley

7719 Brookway St

1301 Leeway Ave

5403 Decatur St

4435 Fairview Ave

452 Banyon Tree Cir

2517 Caper Ln

2422 Branch Way

484 Banyon Tree Cir

1275 Lake Shadow Cir

64 Taylor Ave

496 Banyon Tree Cir

492 Banyon Tree Cir

2406 Branch Way

550 Flemming Way

1150 Lake Shadow Cir

1225 Lake Shadow Cir

1100 Lake Shadow Cir

1000 Lake of the Woods Blvd

1817 Shadow View Cir

551 Finchley Rd
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 | $1,945 | $1,290 | $5,000 |
| Winter Park 3 Bedroom Homes for Rent | $2,711 | $1,445 | $6,050 |
| Winter Park 4 Bedroom Homes for Rent | $4,015 | $1,950 | $10,000+ |
| Winter Park 5 Bedroom Homes for Rent | $9,316 | $2,450 | $10,000+ |
| Winter Park 6 Bedroom Homes for Rent | $4,869 | $2,989 | $6,750 |
Browse Top Homes for Rent in Winter Park
Explore Winter Park
Frequently Asked Questions about Winter Park
What type of rentals are currently available in Winter Park?
There are currently 298 Apartments for Rent in Winter Park, FL with pricing that ranges from $900 to $7,090. There are also 328 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $750 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 $750 to $25,000 with an average monthly rent of $4,842.
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 $7,090, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,445 to $6,050. Four Bedroom Single-Family rentals are also available starting from $1,950 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.





