
Pet Friendly Homes for Rent in Winter Park, FL (97 Rentals)
Homes for rent in Winter Park that love your dogs or cats as much as you do!


7720 Fernbrook Way

2848 Chantilly Ave

1826 Shadyhill Ter

1739 Willa Cir

5219 Ardmore Dr

5576 Garden Grove Cir

261 Scottsdale Square

293 Scottsdale Square

169 Lewfield Cir
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

1695 Lee Rd

5206 Seminole Ave

7340 Swallow Run

3651 N Goldenrod Rd

2532 Kamnic Ct

4624 N Goldenrod Rd

1250 S Denning Dr

1399 Miller Ave

5485 Park Vale Blvd

5163 Lazy Oaks Dr
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla F

2158 Sussex Rd

3445 Bowman Dr

5206 Tangerine Ave

2619 Ambergate Rd

607 Warrenton Rd

2101 Edwin Blvd

2520 Eastbrook Blvd

7042 Green Needle Dr

3458 Arbutus Ln

3416 Seagrape Dr

850 W Canton Ave

1006 Manchester Cir

616 Driver Ave

1823 Dover Rd

1496 Broad Wing Ln

831 Huntington Ct

504 St Dunstan Way

2449 Firstlight Wy

1344 Blue Stem Ln

860 N Denning Dr

654 Kenwick Cir, Unit 103

511 Lake Shore Dr

690 San Pablo Ave

501 Katherine Ave

4113 Fairview Vista Point, Unit 212

703 Drywood Ave

205 Lochmond Dr

1806 Bobtail Dr

1719 Durock Ct

7741 Wicklow Cir
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 | $1,884 | $1,200 | $4,500 |
Winter Park 3 Bedroom Homes for Rent | $2,699 | $1,300 | $5,800 |
Winter Park 4 Bedroom Homes for Rent | $4,100 | $2,000 | $9,800 |
Winter Park 5 Bedroom Homes for Rent | $4,334 | $2,602 | $6,900 |
Winter Park 6 Bedroom Homes for Rent | $3,647 | $2,795 | $4,500 |
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
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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 $600 to $9,558. There are also 197 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $997 to $9,800.
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 $997 to $9,800 with an average monthly rent of $2,793.
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 $9,558, 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 $2,000 and Four Bedroom Apartments start at $2,355.
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.

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.

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.

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.