
Homes for Rent in Winter Park, FL (267 Rentals) Page 2 of 6


2942 Antique Oaks Cir

1434 Minnesota Ave

1714 Miller Ave

3651 N Goldenrod Rd

3054 George Mason Ave

3057 Aaron Burr Ave

115 Scottsdale Square

316 Scottsdale Square

1695 Lee Rd

2534 Zelina Point

628 Trinidad Ct

7449 Wynnewood Square

3007 George Mason Ave

4968 Tangerine Ave

7350 Swallow Run

174 Scottsdale Square

604 Montego Bay Ct

3353 Royal St

7528 University Garden Dr

2404 Gallery View Dr

3019 Casselwood St

1955 Casselwood St

5741 Marble Ct.

1917 Woodcrest Dr

1338 Peruvian Ln

1902 Azalea Ave

2954 Sanbina St

1620 Florentino Ln

2632 Galliano Cir

5323 Poinsetta Ave

2101 Oakhurst Ave

349 Grove Ave

3557 Arbutus Ln

2831 Lion Heart Rd

1943 Canny Cv

1516 Lawndale Cir

2748 Bright Bird Ln

2749 Bright Bird Ln

850 W Canton Ave

1504 Broad Wing Ln

881 Julian St

660 Killarney Bay Ct

3300 Bennington Ct

1938 Eland Ave

1464 Broad Wing Ln

333 Cambridge Blvd

906 Camellia Ave

1911 Winter Park Rd

1218 Fairway Dr
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 | $2,033 | $950 | $6,800 |
Winter Park 3 Bedroom Homes for Rent | $2,865 | $1,695 | $6,200 |
Winter Park 4 Bedroom Homes for Rent | $3,649 | $2,550 | $7,995 |
Winter Park 5 Bedroom Homes for Rent | $6,200 | $3,750 | $8,650 |
Winter Park 6 Bedroom Homes for Rent | $3,695 | $3,695 | $3,695 |
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 298 Apartments for Rent in Winter Park, FL with pricing that ranges from $900 to $10,885. There are also 267 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $800 to $8,650.
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 $8,650 with an average monthly rent of $3,047.
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 $10,885, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,695 to $6,200. Four Bedroom Single-Family rentals are also available starting from $2,550 and Four Bedroom Apartments start at $2,329.
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.

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.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.