
Pet Friendly Homes for Rent in Winter Park, FL (135 Rentals) Page 2 of 3
Homes for rent in Winter Park that love your dogs or cats as much as you do!


1802 Mondrian Cir

1580 Oakhurst Ave

428 W Swoope Ave

3070 Autumn Ct

1891 Oglesby Ave

281 Shell Pt E

690 San Pablo Ave

860 N Orange Ave, Unit 130

1016 Arthur Ave
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara

860 N Orange Ave, Unit #435

860 N Orange Ave, Unit 860 N Orange Ave UNIT 464

5815 Oleander Dr

3115 Kilgore St

3221 Thistle Hill Dr

512 Elm Dr

210 Magnolia Rd

670 Hibiscus Rd

777 Forest Glen Ct

704 Gregory Dr

312 Orange St

640 Jasmine Rd

8028 Birman St

860 N Orange Ave

343 Kantor Blvd

720 Benedict Way

7314 Tree Ln

8104 Plunkett Ave

860 N Orange Ave

1247 Kingston Ave

1301 Leeway Ave

2055 Eaton St

1515 Legacy Club Dr

2837 Shadow View Cir

1440 Lake Shadow Cir

502 Oranole Rd

101 S College Ave

206 Quayside Cir

1416 Caring Ct

281 Shell Point E

5846 Willow Leaf Ct

860 N Orange Ave

5523 Lehigh Ave

2612 Coolidge Ave

911 N Orange Ave

320 Lakeview St

1418 Beatrice Dr

5314 Andrus Ave

4425 Fairview Ave

4418 Eli St
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 | $1,958 | $1,290 | $4,700 |
| Winter Park 3 Bedroom Homes for Rent | $2,743 | $1,749 | $6,750 |
| Winter Park 4 Bedroom Homes for Rent | $4,861 | $1,975 | $10,000+ |
| Winter Park 5 Bedroom Homes for Rent | $8,383 | $2,450 | $10,000+ |
Browse Top Homes for Rent in Winter Park
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Frequently Asked Questions about Winter Park
What type of rentals are currently available in Winter Park?
There are currently 301 Apartments for Rent in Winter Park, FL with pricing that ranges from $650 to $6,050. There are also 286 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $800 to $20,000.
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 $20,000 with an average monthly rent of $4,812.
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 $1,099 to $6,050, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,749 to $6,750. Four Bedroom Single-Family rentals are also available starting from $1,975 and Four Bedroom Apartments start at $1,995.
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

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 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.

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.

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.
Articles, How-To's, and Tips

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!