
Homes for Rent in Winter Park, FL (300 Rentals) Page 4 of 6


216 Lochmond Dr

561 Hibiscus Rd

860 N Orange Ave

5205 Eggleston Ave

5205 Eggleston Ave

1609 Pinewood Dr

4435 Fairview Ave

1200 Altaloma Ave

1725 Durock Ct

5403 Decatur St

1811 Oregon St

758 Canovia Ave

3907 Kiawa Dr

7508 Carolyn Ave

7524 Marietta St

1614 Ferris Ave

5536 Kingswood Dr

2148 Fresco Alley

421 E Kennedy Blvd

559 Flemming Way

452 Banyon Tree Cir

1125 Lake Shadow Cir

2407 Branch Way

550 Flemming Way

440 Banyon Tree Cir

1375 Lake Shadow Cir

1420 Lake Shadow Cir

1158 Grove St

444 Banyon Tree Cir

1325 Lake Shadow Cir

581 E Horatio Ave

1817 Shadow View Cir

824 Town Cir

2113 Shadow View Cir

215 Lochmond Dr

1440 Lake Shadow Cir

8042 Tabby Ln

1397 Benevolent St

1967 Legacy Cove Dr

1481 Glastonberry Rd

530 Ventris Ct

2120 Deloraine Trail

2132 Falkner Rd

821 Gamewell Ave

2330 Mohawk Trail

2514 Tuscarora Trail

201 Cedarwood Dr

281 Shell Point E

656 Kenwick 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 | $1,941 | $1,200 | $3,850 |
Winter Park 3 Bedroom Homes for Rent | $2,686 | $900 | $6,000 |
Winter Park 4 Bedroom Homes for Rent | $5,597 | $2,380 | $10,000+ |
Winter Park 5 Bedroom Homes for Rent | $6,200 | $3,750 | $8,650 |
Winter Park 6 Bedroom Homes for Rent | $3,395 | $3,395 | $3,395 |
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 294 Apartments for Rent in Winter Park, FL with pricing that ranges from $900 to $9,567. There are also 292 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $900 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 $900 to $25,000 with an average monthly rent of $3,214.
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 $1,261 to $9,567, while Three Bedroom Homes, Condos, and Townhomes for rent range from $900 to $6,000. Four Bedroom Single-Family rentals are also available starting from $2,380 and Four Bedroom Apartments start at $3,060.
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.

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Written by: Christine Leonard, Esq.
Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.