
Pet Friendly Homes for Rent in Winter Park, FL (108 Rentals)
Homes for rent in Winter Park that love your dogs or cats as much as you do!


1411 Ridgewood Ave

2848 Chantilly Ave

7632 Aloma Pines Ct

1826 Shadyhill Ter

261 Scottsdale Square

293 Scottsdale Square

1695 Lee Rd

1555 Michigan Ave

169 Lewfield Cir
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla F

1565 Michigan Ave

7340 Swallow Run

7481 Belle River Ct

7412 Woodburn Ct

186 Scottsdale Square

1250 S Denning Dr

4622 N Goldenrod Rd

7474 Canford Ct

200 St Andrews Blvd

311 Sandlewood Trail

3629 Hedgewood Dr

1399 Miller Ave

5485 Park Vale Blvd

1833 Pineview Cir

2463 Grand Teton Cir

709 Denton Rd

5163 Lazy Oaks Dr

1890 Edwin Blvd

2520 Eastbrook Blvd

7042 Green Needle Dr

5219 Ardmore Dr

1006 Manchester Cir

2719 Bright Bird Ln

2848 Chantilly Ave

642 Balfour Dr

101 S Lakemont Ave

504 St Dunstan Way

1604 Bomi Cir

151 N Orlando Ave

644 N Knowles Ave

5334 Lake Howell Rd

2112 Staunton Ave

2177 Lake Dr

1096 Azalea Ln

1344 Blue Stem Ln

860 N Denning Dr

1620 Palm Ave

851 Virginia Dr

1461 Vía Tuscany

654 Kenwick Cir, Unit 103
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 | $1,878 | $850 | $3,000 |
Winter Park 3 Bedroom Homes for Rent | $2,715 | $1,300 | $5,800 |
Winter Park 4 Bedroom Homes for Rent | $4,599 | $2,175 | $10,000+ |
Winter Park 5 Bedroom Homes for Rent | $16,682 | $2,445 | $10,000+ |
Winter Park 6 Bedroom Homes for Rent | $11,000 | $10,000 | $10,000+ |
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.
Frequently Asked Questions about Winter Park
What type of rentals are currently available in Winter Park?
There are currently 303 Apartments for Rent in Winter Park, FL with pricing that ranges from $820 to $9,609. There are also 206 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $850 to $45,000.
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 $850 to $45,000 with an average monthly rent of $5,658.
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 $1,146 to $9,609, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,300 to $5,800. Four Bedroom Single-Family rentals are also available starting from $2,175 and Four Bedroom Apartments start at $2,414.
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 F
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.

Apartment Animals: What Renters Should Know About Pet Policies & Service Animals
Written by: Andrea Lee Negroni, JD
If you’re considering an apartment that accepts pets, it’s wise to learn about the rules that apply to animals in apartments. Conversely, if you want a no-pets building, you should understand what “no pets” means.

Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.