
Homes for Rent in Winter Park, FL (201 Rentals)


2500 Lee Rd, Unit 213

1411 Ridgewood Ave

2848 Chantilly Ave

7632 Aloma Pines Ct

1826 Shadyhill Ter

1 Strathaven Rd

525 S Lakemont Ave

3069 Aaron Burr Ave

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

293 Scottsdale Square

1695 Lee Rd

3035 George Mason Ave

2500 Lee Rd

1555 Michigan Ave

1436 Minnesota Ave

3037 Antique Oaks Cir

1000 S Semoran Blvd

169 Lewfield Cir

1565 Michigan Ave

7340 Swallow Run

7268 Swallow Run

3651 N Goldenrod Rd

2617 Noles Ct

4968 Tangerine Ave

2941 Antique Oaks Cir

105 Jergo Rd

1250 S Denning Dr

4622 N Goldenrod Rd

4880 Tangerine Ave

101 Jergo Rd

2630 Lafayette Ave

2522 Alexa Ct

1714 Miller Ave

200 St Andrews Blvd

2611 Antilles Dr

2624 Lafayette Ave

3967 Waterview Loop

1716 Miller Ave

2654 Sunny Bright Ct

2463 Grand Teton Cir

1399 Miller Ave

2496 Barbados Dr

3353 Royal St

3201 Royal St

2032 Indiana Ave

2539 Antilles Dr

5485 Park Vale Blvd

1361 Ridgewood Ave

1833 Pineview 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 | $1,906 | $1,200 | $3,000 |
Winter Park 3 Bedroom Homes for Rent | $2,677 | $1,300 | $5,900 |
Winter Park 4 Bedroom Homes for Rent | $4,449 | $2,050 | $10,000+ |
Winter Park 5 Bedroom Homes for Rent | $17,034 | $2,602 | $10,000+ |
Winter Park 6 Bedroom Homes for Rent | $2,995 | $2,995 | $2,995 |
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 310 Apartments for Rent in Winter Park, FL with pricing that ranges from $600 to $9,609. There are also 201 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $880 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 $880 to $45,000 with an average monthly rent of $4,524.
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 $1,300 to $5,900. Four Bedroom Single-Family rentals are also available starting from $2,050 and Four Bedroom Apartments start at $2,670.
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.

Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

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.