
Homes for Rent in Winter Park, FL (226 Rentals)


5485 Park Vale Blvd, Unit 06-305

5058 Seminole Ave, Unit Seminole Unit 4

2500 Lee Rd, Unit 213

851 Miles Ave, Unit Aragón Condominum

1855 Eastbrook Blvd

525 S Lakemont Ave

3069 Aaron Burr Ave

286 Lewfield Cir

2948 Antique Oaks Cir

1695 Lee Rd
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla F

3035 George Mason Ave

2500 Lee Rd

635 St Johns Ct

169 Lewfield Cir

1555 Michigan Ave

3651 N Goldenrod Rd

7794 Country Pl

7340 Swallow Run

7268 Swallow Run

2936 Antique Oaks Cir

1000 S Semoran Blvd

7481 Belle River Ct

2704 Tortoise Cv

7412 Woodburn Ct

4968 Tangerine Ave

186 Scottsdale Square

1250 S Denning Dr

200 St Andrews Blvd

7765 Country Pl

2522 Alexa Ct

2654 Sunny Bright Ct

1433 Indiana Ave

1621 Winter Green Blvd

4880 Tangerine Ave

3629 Hedgewood Dr

311 Sandlewood Trail

3201 Royal St

3967 Waterview Loop

1191 Sawmill Ct

1500 Gay Rd

3353 Royal St

469 Shoreview Ave

2611 Antilles Dr

709 Denton Rd

5484 Park Vale Blvd

1864 Maywood Rd

2568 Passamonte Dr

1833 Pineview Cir

2419 Dominica Run
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 | $1,873 | $1,345 | $3,500 |
Winter Park 3 Bedroom Homes for Rent | $2,678 | $1,650 | $6,500 |
Winter Park 4 Bedroom Homes for Rent | $4,408 | $2,175 | $10,000+ |
Winter Park 5 Bedroom Homes for Rent | $17,315 | $2,445 | $10,000+ |
Winter Park 6 Bedroom Homes for Rent | $7,500 | $7,500 | $7,500 |
Browse Top Homes for Rent in Winter Park
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Winter Park, FL Local Guide
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Quick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Frequently Asked Questions about Winter Park
What type of rentals are currently available in Winter Park?
There are currently 305 Apartments for Rent in Winter Park, FL with pricing that ranges from $800 to $12,239. There are also 223 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $900 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 $900 to $45,000 with an average monthly rent of $5,860.
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 $10,236, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,650 to $6,500. Four Bedroom Single-Family rentals are also available starting from $2,175 and Four Bedroom Apartments start at $2,562.
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.