
Homes for Rent in Winter Park, FL (216 Rentals)Page 3 of 5


1928 Blossom Ln

680 Kentia Rd

610 Zinnia Dr

5205 Eggleston Ave

5205 Eggleston Ave

923 Malone Dr

1719 Durock Ct

7741 Wicklow Cir

3601 Lake Sarah Dr

5536 Kingswood Dr

312 Orange St

421 E Kennedy Blvd

555 Flemming Way

555 Fleming Way

416 Lime St

1125 Lake Shadow Cir

1000 Lake of the Woods Blvd

408 Banyon Tree Cir

2407 Branch Way

2640 Legacy Villas Dr

821 Mulberry St

100 Eaton St

483 Meadowood Blvd

531 Wigman Dr

3016 Legacy Villas Dr

2113 Shadow View Cir

205 Lochmond Dr

530 Ventris Ct

2441 Deloraine Trail

2430 Deloraine Trail

216 Obrien Rd

658 Kenwick Cir

654 Kenwick Cir

630 Kenwick Cir

642 Kenwick Cir

612 Kenwick Cir

518 Polaris Loop

608 Wilshire Dr

130 Lago Vista Blvd

858 Bishop Dr

662 Sausalito Blvd

7347 Azalea Cove Cir

348 Georgetown Dr

1428 Maury Rd

1502 Silver Star Rd

631 Shady Ln Dr

35 E Winter Park St

5304 Satel Dr

5521 Lehigh Ave
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 | $1,957 | $1,150 | $8,000 |
Winter Park 3 Bedroom Homes for Rent | $2,698 | $1,300 | $5,800 |
Winter Park 4 Bedroom Homes for Rent | $3,720 | $2,000 | $9,800 |
Winter Park 5 Bedroom Homes for Rent | $5,633 | $3,500 | $6,900 |
Winter Park 6 Bedroom Homes for Rent | $6,647 | $2,795 | $10,000+ |
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 302 Apartments for Rent in Winter Park, FL with pricing that ranges from $820 to $9,543. There are also 213 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $825 to $10,500.
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 $825 to $10,500 with an average monthly rent of $3,686.
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 $1,146 to $9,543, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,300 to $5,800. Four Bedroom Single-Family rentals are also available starting from $2,000 and Four Bedroom Apartments start at $2,355.
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.

Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.

Rise of Digital Nomads: Remote Work Tips for Apartment Renters
Written by: Brandie Parton
As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.