
Homes for Rent in Winter Park, FL (331 Rentals)


5323 Poinsetta Ave

1509 Springtime Loop

5417 Ferrol Dr

2804 Dike Rd

2948 Antique Oaks Cir

3045 Aaron Burr Ave

7296 Daniel Webster Dr

123 Oak Grove Rd
The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
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5351 Cypress Dr

2717 Amsden Rd

1315 Viburnum Ln

7116 Green Needle Dr

5139 Ardmore Dr

5216 N Indiana Ave

7413 Fieldcrest Ave
Orlando's Best Affordable Neighborhoods
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1729 Puritan Ave

1601 Aster Dr

881 Julian St

7431 Portside Ct

384 St Dunstan Way

7666 Glenmoor Ln

2218 Winter Woods Blvd

7145 Timber Dr

630 N Lakemont Ave

2843 Riddle Dr

2536 Eastbrook Blvd

1821 Carrigan Ave

525 S Lakemont Ave
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

2326 Wellington Blvd

134 Lewfield Cir

2929 Antique Oaks Cir

3057 Aaron Burr Ave

1000 S Semoran Blvd

2500 Lee Rd

7229 Swallow Run
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

1500 Michigan Ave

3007 George Mason Ave

115 Scottsdale Square

194 Scottsdale Square

3271 Oak Lake Pl

7449 Wynnewood Square

225 Lewfield Cir

316 Scottsdale Square

3060 George Mason Ave

3267 Forest Oaks Ct

3651 N Goldenrod Rd

2923 Antique Oaks Cir

7726 Country Pl
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
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 | $1,972 | $1,395 | $4,850 |
Winter Park 3 Bedroom Homes for Rent | $2,726 | $1,450 | $6,050 |
Winter Park 4 Bedroom Homes for Rent | $4,715 | $2,000 | $10,000+ |
Winter Park 5 Bedroom Homes for Rent | $5,749 | $2,295 | $8,650 |
Winter Park 6 Bedroom Homes for Rent | $800 | $800 | $800 |
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.
Remember the 3 Rules of Real Estate:Location, Location, Location!
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Frequently Asked Questions about Winter Park
What type of rentals are currently available in Winter Park?
There are currently 297 Apartments for Rent in Winter Park, FL with pricing that ranges from $720 to $5,900. There are also 317 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $720 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 $720 to $25,000 with an average monthly rent of $4,761.
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 $5,900, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,450 to $6,050. Four Bedroom Single-Family rentals are also available starting from $2,000 and Four Bedroom Apartments start at $3,150.
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.

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.

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.