
Pet Friendly Homes for Rent in Winter Park, FL (163 Rentals) Page 2 of 4
Homes for rent in Winter Park that love your dogs or cats as much as you do!


5037 Lake Howell Rd

101 S Lakemont Ave

333 Cambridge Blvd

1096 Azalea Ln

1946 Strathaven Rd

1846 Barker Dr
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

1289 Heavenly Cove

1681 Walnut Ave

336 Blue Heron Dr

2952 De Brocy Way

2227 Howard Dr

1580 Oakhurst Ave

2330 Westminster Ct

2020 Venetian Way

1695 Lee Rd

900 Northern Dancer Way, Unit 100

281 Shell Pt E

119 Georgetown Dr, Unit B
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690 San Pablo Ave

225 E New Hampshire St, Unit #14

860 N Orange Ave, Unit 860 N Orange Ave unit 167

860 N Orange Ave, Unit 268

840 Bethune Dr

1125 Lake Shadow Cir

2521 Caper Ln

2423 Branch Way

227 Lochmond Dr

2503 Dakota Trail

561 Hibiscus Rd

216 Lochmond Dr

101 Lochinvar Dr

2531 Carver Ave

860 N Orange Ave

3801 Grant Blvd

1609 Pinewood Dr

4435 Fairview Ave

1725 Durock Ct

5403 Decatur St

1811 Oregon St

758 Canovia Ave

3907 Kiawa Dr

7508 Carolyn Ave

7524 Marietta St

1614 Ferris Ave
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 | $1,924 | $1,200 | $3,500 |
Winter Park 3 Bedroom Homes for Rent | $2,716 | $1,575 | $6,000 |
Winter Park 4 Bedroom Homes for Rent | $5,499 | $2,290 | $10,000+ |
Winter Park 5 Bedroom Homes for Rent | $6,200 | $3,750 | $8,650 |
Winter Park 6 Bedroom Homes for Rent | $3,295 | $3,295 | $3,295 |
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 295 Apartments for Rent in Winter Park, FL with pricing that ranges from $900 to $9,567. There are also 303 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $950 to $25,000.
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 $950 to $25,000 with an average monthly rent of $3,187.
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 $1,261 to $9,567, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,575 to $6,000. Four Bedroom Single-Family rentals are also available starting from $2,290 and Four Bedroom Apartments start at $3,060.
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.

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Written by: Christine Leonard, Esq.
Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.