
Homes for Rent in Winter Park, FL (302 Rentals)


7345 Daniel Webster Dr, Unit D

5323 Poinsetta Ave

1253 Indiana Ave

5335 N Orange Ave

7296 Daniel Webster Dr

1381 Viburnum Ln

1399 Miller Ave

1305 Viburnum Ln

1061 Portsmouth Ln

5351 Cypress Dr

7457 Blue Jacket Pl E

324 Lake Fair Ln

2717 Amsden Rd

1729 Puritan Ave

1601 Aster Dr

7431 Portside Ct

1427 Broad Wing Ln

881 Julian St

630 N Lakemont Ave

1745 Indiana Ave

7145 Timber Dr

2843 Riddle Dr

384 St Dunstan Way

860 N Denning Dr

1855 Eastbrook Blvd

525 S Lakemont Ave

2011 Cornell Ave

200 St Andrews Blvd

2326 Wellington Blvd

134 Lewfield Cir

2929 Antique Oaks Cir

3057 Aaron Burr Ave

1000 S Semoran Blvd

3651 N Goldenrod Rd

7638 University Garden Dr

115 Scottsdale Square

7449 Wynnewood Square

316 Scottsdale Square

628 Trinidad Ct

3267 Forest Oaks Ct

3007 George Mason Ave

3045 Aaron Burr Ave

225 Lewfield Cir

4968 Tangerine Ave

1695 Lee Rd

7328 Forest Hill Ct

7750 Country Pl
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 | $1,921 | $1,200 | $3,500 |
Winter Park 3 Bedroom Homes for Rent | $2,784 | $1,575 | $6,000 |
Winter Park 4 Bedroom Homes for Rent | $5,165 | $1,995 | $10,000+ |
Winter Park 5 Bedroom Homes for Rent | $5,749 | $2,149 | $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
Winter Park, FL Local Guide
- Winter Park Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
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 295 Apartments for Rent in Winter Park, FL with pricing that ranges from $900 to $9,567. There are also 302 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 $3,079.
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.