
Homes for Rent in Winter Park, FL (306 Rentals) Page 3 of 7


690 Osceola Ave

830 Douglas Ave

1846 Barker Dr

2817 Eastern Pkwy

1288 Michigan Ave

1289 Heavenly Cove

1681 Walnut Ave

332 N Phelps Ave

336 Blue Heron Dr

2952 De Brocy Way

2227 Howard Dr

2627 Verona Trail

1580 Oakhurst Ave

2330 Westminster Ct

960 Georgia Ave

1841 Harland Park Dr

2020 Venetian Way

1695 Lee Rd

900 Northern Dancer Way, Unit 100

456 Banyon Tree Cir, Unit 102

281 Shell Pt E

119 Georgetown Dr, Unit B

360 Hibiscus Rd, Unit 0

690 San Pablo Ave

225 E New Hampshire St, Unit #14

5333 Andrus Ave

860 N Orange Ave, Unit 860 N Orange Ave unit 167

860 N Orange Ave, Unit 268

400 E Colonial Dr, Unit #304

840 Bethune Dr

620 S Lake Formosa Dr

2815 Shadow View Cir

1125 Lake Shadow Cir

2521 Caper Ln

2423 Branch Way

320 Eaton St

227 Lochmond Dr

3016 Legacy Villas Dr

2503 Dakota Trail

561 Hibiscus Rd

216 Lochmond Dr

101 Lochinvar Dr
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 | $1,914 | $1,200 | $3,500 |
Winter Park 3 Bedroom Homes for Rent | $2,750 | $1,575 | $6,000 |
Winter Park 4 Bedroom Homes for Rent | $5,157 | $1,995 | $10,000+ |
Winter Park 5 Bedroom Homes for Rent | $6,150 | $3,750 | $8,650 |
Winter Park 6 Bedroom Homes for Rent | $3,295 | $3,295 | $3,295 |
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 295 Apartments for Rent in Winter Park, FL with pricing that ranges from $900 to $9,567. There are also 304 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $950 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 $950 to $25,000 with an average monthly rent of $3,131.
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 $1,575 to $6,000. Four Bedroom Single-Family rentals are also available starting from $1,995 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.

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.

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.