
Pet Friendly Homes for Rent in Winter Park, FL (161 Rentals)
Homes for rent in Winter Park that love your dogs or cats as much as you do!


1695 Lee Rd, Unit # C-214

2560 Galliano Cir

1509 Springtime Loop

1253 Indiana Ave
The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

7475 Canford Ct

5335 N Orange Ave

7296 Daniel Webster Dr

1381 Viburnum Ln

1399 Miller Ave

1061 Portsmouth Ln

5351 Cypress Dr

1305 Viburnum Ln

7457 Blue Jacket Pl E

2717 Amsden Rd

324 Lake Fair Ln

1729 Puritan 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.

3330 Coleus Ct

7431 Portside Ct

881 Julian St

630 N Lakemont Ave

7145 Timber Dr

2843 Riddle Dr

1427 Broad Wing Ln

860 N Denning Dr

2011 Cornell Ave

3057 Aaron Burr Ave

1000 S Semoran Blvd
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.

3651 N Goldenrod Rd

115 Scottsdale Square

628 Trinidad Ct

3267 Forest Oaks Ct

3045 Aaron Burr Ave

225 Lewfield Cir

851 Miles Ave

2510 Roxbury Rd

1500 Gay Rd

1835 Biscayne Dr
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.

3392 Bougainvillea Dr

1436 Tangerine Ct

689 Overspin Dr

1943 Canny Cv

7733 Fox Knoll Pl

2831 Lion Heart Rd

645 Huntington Ave

1502 Lawndale Cir

1057 Minnesota Ave
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

2748 Bright Bird Ln
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 | $1,919 | $800 | $3,500 |
Winter Park 3 Bedroom Homes for Rent | $2,728 | $1,695 | $6,000 |
Winter Park 4 Bedroom Homes for Rent | $5,415 | $2,380 | $10,000+ |
Winter Park 5 Bedroom Homes for Rent | $6,200 | $3,750 | $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
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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 294 Apartments for Rent in Winter Park, FL with pricing that ranges from $900 to $9,567. There are also 294 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $800 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 $800 to $25,000 with an average monthly rent of $3,176.
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 $1,695 to $6,000. Four Bedroom Single-Family rentals are also available starting from $2,380 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.