
Homes for Rent in Winter Park, FL (214 Rentals)Page 4 of 5


631 Shady Ln Dr

320 Lakeview St

2880 Plaza Terrace Dr

4410 Estill Ct

7200 Aloma Ave

911 N Orange Ave

860 N Orange Ave

5214 Josephine St

5049 Old Cheney Hwy

35 E Winter Park St

2617 Marble Ave

1100 Delaney Ave

324 W Princeton St

1222 Illinois St

5304 Satel Dr

5122 Old Cheney Hwy

922 La Salle Ave

2611 Marble Ave

34 Washington Ave

213 S Lakewood Dr

5416 Milan Dr

42 E Princeton St

922 Eldridge St

31 Deacon Jones Blvd

2033 Tropic Bay Ct

3012 E Jefferson St

400 E Colonial Dr

8 W Par St

941 Pine Grove Ave

6136 Landrace Ln

3104 Harrison Ave

488 W Par St

3148 Crown Jewel Ct

613 Katherine Ave

492 W Par St

1780 Carley Ct

4113 Fairview Vista Point

1708 Moselle Ave

1719 Durock Ct

914 N Thornton Ave

7719 Lady Frances Way

419 N Fern Creek Ave

1128 W Yale St

29 W Preston St

7741 Wicklow Cir

4177 N Orange Blossom Trl

7712 Hoosier Pl

1207 E Jefferson St

1628 Oakmont Ln
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 | $1,908 | $850 | $3,500 |
Winter Park 3 Bedroom Homes for Rent | $2,739 | $1,750 | $6,000 |
Winter Park 4 Bedroom Homes for Rent | $4,706 | $2,175 | $10,000+ |
Winter Park 5 Bedroom Homes for Rent | $23,722 | $2,445 | $10,000+ |
Winter Park 6 Bedroom Homes for Rent | $11,000 | $10,000 | $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 304 Apartments for Rent in Winter Park, FL with pricing that ranges from $820 to $9,609. There are also 211 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $850 to $45,000.
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 $850 to $45,000 with an average monthly rent of $7,575.
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 $9,609, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,750 to $6,000. Four Bedroom Single-Family rentals are also available starting from $2,175 and Four Bedroom Apartments start at $2,414.
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 F
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.

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.

Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.

How Your Move-In Inspection Can Protect Your Security Deposit
Written by: Christine Leonard, Esq.
If you’re anything like most people, housing costs represent a huge chunk of your monthly budget. On top of that, moving can be both a stressful and expensive affair.