
Pet Friendly Homes for Rent in Winter Park, FL (172 Rentals) Page 2 of 4
Homes for rent in Winter Park that love your dogs or cats as much as you do!


2028 Albert Lee Pkwy

1751 Westchester Ave

2632 Galliano Cir

1849 Viburnum Ln

3557 Arbutus Ln

2401 Albert Lee Pkwy

101 S Lakemont Ave

2545 Madeline Ave

2337 Shadowland Lp
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara

1415 Harmon Ave

333 Cornwall Rd

1667 Mizell Ave

2348 Kestrel Perch Pl

274 N Ranger Blvd

544 N Knowles Ave

1625 Tioga Trail

2341 Devon Ct

1403 Michigan Ave

1368 Hibiscus Ave
Pet-Friendly Renting: Everything You Need to Know Before You Move
Finding a pet-friendly apartment is with ease. Learn how to navigate the rental process as a pet owner and build trust with your landlord from day one.

2234 Howard Dr

1442 Palm Ave

1620 Palm Ave

2605 Galliano Cir

1720 Miller Ave

2923 Shadow View Cir, Unit 2923 Shadow View Cir

119 Georgetown Dr, Unit 119 D Georgetown

1448 Cumbie St

911 N Orange Ave, Unit 441

1100 Maury Rd
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.

110 Zora Pl, Unit 1-318

110 Zora Pl, Unit 7-217

110 Zora Pl, Unit 3-206

110 Zora Pl, Unit 5-312

110 Zora Pl, Unit 6-209

110 Zora Pl, Unit 3-304

110 Zora Pl, Unit 7-215

110 Zora Pl, Unit 5-205

Total Monthly Price
102 W King St, Unit SI ID1029870P

2503 Dakota Trail
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
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3016 Legacy Villas Dr

215 Lochmond Dr

312 Orange St

312 Orange St

2000 Sunderland Rd

135 N Lakewood Cir

115 N Hampton Ave

613 Brittany Ct

144 Mark David Blvd

2483 E Jefferson St
Understanding Amenity Fees: Know Where You Might Be Able to Save Money
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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 | $1,821 | $1,175 | $2,750 |
| Winter Park 3 Bedroom Homes for Rent | $2,909 | $1,795 | $9,500 |
| Winter Park 4 Bedroom Homes for Rent | $3,627 | $2,100 | $7,995 |
| Winter Park 5 Bedroom Homes for Rent | $6,331 | $2,395 | $9,900 |
| Winter Park 6 Bedroom Homes for Rent | $10,000 | $10,000 | $10,000+ |
Browse Top Homes for Rent in Winter Park
Explore Winter Park
Frequently Asked Questions about Winter Park
What type of rentals are currently available in Winter Park?
There are currently 313 Apartments for Rent in Winter Park, FL with pricing that ranges from $529 to $6,500. There are also 288 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $795 to $10,000.
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 $795 to $10,000 with an average monthly rent of $2,338.
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 $750 to $6,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,795 to $9,500. Four Bedroom Single-Family rentals are also available starting from $2,100 and Four Bedroom Apartments start at $1,844.
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
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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.
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Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
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Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
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Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

First Apartment Regrets: Real Renters Share What They'd Do Differently
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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.