
Homes for Rent in Winter Park, FL (224 Rentals)Page 2 of 5


469 Shoreview Ave

5484 Park Vale Blvd

2568 Passamonte Dr

2300 Dunbury Ct

2419 Dominica Run

1890 Edwin Blvd

2508 Galliano Cir

3416 Balsam Dr

7637 Aloma Pines Ct

2710 Winter Park Rd

7042 Green Needle Dr

5219 Ardmore Dr

1101 S Pennsylvania Ave

2719 Bright Bird Ln

2848 Chantilly Ave

642 Balfour Dr

350 Carolina Ave

2750 Scarlet Rd

101 S Lakemont Ave

2247 King Edwards Ct

2425 Firstlight Wy

1604 Bomi Cir

1823 Dover Rd

151 N Orlando Ave

644 N Knowles Ave

5334 Lake Howell Rd

853 W Lyman Ave

2112 Staunton Ave

1850 Whitehall Dr

2177 Lake Dr

1096 Azalea Ln

2348 Kestrel Perch Pl

1344 Blue Stem Ln

2504 Tuscaloosa Trail

437 N Capen Ave

2513 Sweetwater Trail

782 S Pennsylvania Ave

860 N Denning Dr

1731 Windsor Dr

1620 Palm Ave

851 Virginia Dr

1461 Vía Tuscany

2539 Antilles Dr

1355 Merrydale Wy

2936 Antique Oaks Cir

206 Tyree Ln, Unit 202

2682 Granada Run, Unit 7

654 Kenwick Cir, Unit 103

400 E Colonial Dr, Unit 701
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 | $1,911 | $850 | $3,500 |
Winter Park 3 Bedroom Homes for Rent | $2,765 | $1,750 | $6,000 |
Winter Park 4 Bedroom Homes for Rent | $4,707 | $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 215 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 $7,580.
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.