
Pet Friendly Homes for Rent in the Winter Park Neighborhood of Orlando, FL (52 Rentals)
Homes for rent in the Winter Park area of Orlando that love your dogs or cats as much as you do!


1725 Durock Ct

5489 Baldwin Park St

7508 Carolyn Ave

1726 Diamond Dr

5587 Lehigh Ave

4321 Hargrave St

1917 Truman Rd

5049 Old Cheney Hwy

5122 Old Cheney Hwy
Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities
Why fight Orlando's tourist traffic when you don't have to? Explore the best cities surrounding Orlando for renters, with expert tips on commuting, lifestyle, hidden costs, and where to find the most value.

1782 Carley Ct

2510 Boyd Ave

1509 Woodward St

2934 Plaza Terrace Dr

2882 Plaza Terrace Dr

1407 Park Lake St

6879 Belmar Dr

2102 Montana St

10363 Folly Beach Rd

3707 Pelican Ln
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

5489 Baldwin Park St

833 N Fern Creek Ave

974 Pinelli St

4230 Lower Park Rd

2924 Antique Oaks Cir, Unit 48

522 Holt Ave

659 Montego Bay Ct

200 St Andrews Blvd, Unit 316

7423 Antietam Ct E

1000 S Semoran Blvd
The Soul of the City Beautiful: What Life in Orlando Is Really Like
Orlando is much more than theme parks. Uncover the city's rich history, diverse neighborhoods like Winter Park and Downtown, and its bustling cultural and culinary life.

3651 N Goldenrod Rd

151 N Orlando Ave

7340 Swallow Run

7526 University Garden Dr

3045 Aaron Burr Ave

3043 Antique Oaks Cir

4920 Tangerine Ave

3372 Riverview Way

731 W Comstock Ave

830 Carver St
Top Neighborhoods Near Orlando Major Employers
Learn about the best places to live near major employers in Orlando with original content written by our Local Expert Darla Ferrara

727 Halifax Ave

540 W Comstock Ave

937 Aragon Ave

3086 Bluebrook Dr

7522 Laurel Springs Dr

2730 Prince John Rd

2479 Passamonte Dr

4959 Tangerine Ave

7039 Pecan Ct

1667 Mizell Ave
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.
Winter Park, Orlando, 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 | $1,824 | $1,250 | $3,000 |
| Winter Park 3 Bedroom Homes for Rent | $3,053 | $1,645 | $9,500 |
| Winter Park 4 Bedroom Homes for Rent | $4,447 | $2,295 | $8,295 |
| Winter Park 5 Bedroom Homes for Rent | $5,637 | $2,675 | $8,600 |
Browse Homes for Rent in this Neighborhood
There are currently 52 rentals with your search options within a 2 mile radius of the Winter Park Neighborhood of Orlando, FL.
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Winter Park, Orlando, FL Local Guide
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10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
Read ArticleYour Guide to the Perfect Orlando Neighborhood for Student Renters
Learn About the Best Neighborhoods to Rent Near College Campuses in Orlando, FL | Find Orlando Off-Campus Student Housing at ApartmentHomeLiving.com
Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
Read ArticleQuick 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.
Best Local Schools in Winter Park, Orlando, FL
School data provided by Great Schools
Frequently Asked Questions about Winter Park
What type of rentals are currently available in Winter Park?
There are currently 137 Apartments for Rent in Winter Park, FL with pricing that ranges from $740 to $7,064. There are also 96 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $1,000 to $9,500.
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 $1,000 to $9,500 with an average monthly rent of $3,301.
Expert Rental Resources
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.
Helpful Local Expert Guides

Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities
Written by: Darla Ferrara
When people think of Orlando, FL, the iconic theme parks and buzz of downtown tend to steal the spotlight.

The Soul of the City Beautiful: What Life in Orlando Is Really Like
Written by: Darla Ferrara
When people think of Orlando, Florida, they dream of theme parks and sunny weather, and rightfully so. It’s that energy that keeps this city a mainstay in the global tourist industry.

Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers
Written by: Darla Ferrara
When I first moved to Orlando, Florida, in the 1990s, one of the things that drew me here was the remarkably low unemployment rates. There was a job for everyone. Two decades later, that fundamental appeal remains.

Your Guide to the Perfect Orlando Neighborhood for Student Renters
Written by: Darla Ferrara
There is never a dull moment in Orlando, Florida. Along with top-tier universities, technical schools, and local colleges, there are world-class entertainment venues, the ocean within driving distance, and lots of sunshine.
Articles, How-To's, and Tips

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.