
Homes for Rent in Winter Park, FL (300 Rentals) Page 2 of 6


7449 Wynnewood Square

225 Lewfield Cir

4968 Tangerine Ave

1695 Lee Rd

7328 Forest Hill Ct

3136 Patel Dr
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3019 Casselwood St

1250 S Denning Dr

851 Miles Ave

152 Sandlewood Trail

7337 Cedar Creek Ct

2510 Roxbury Rd

7726 Country Pl

1500 Gay Rd

758 Warrenton Rd

7473 Belle River Ct

7750 Country Pl

1835 Biscayne Dr

1917 Woodcrest Dr

1902 Azalea Ave

936 Aragon Ave

235 Sandlewood Trail

3050 Autumn Ct

1653 Peruvian Ln

3392 Bougainvillea Dr

1436 Tangerine Ct

5323 Poinsetta Ave

5587 Pats Point

689 Overspin Dr

7542 Cranes Creek Ct

1921 Dartmouth Ave

1943 Canny Cv

7733 Fox Knoll Pl

2831 Lion Heart Rd

645 Huntington Ave

1502 Lawndale Cir

1504 Broad Wing Ln

2749 Bright Bird Ln

1057 Minnesota Ave

850 W Canton Ave

3149 Nicholson Dr

2748 Bright Bird Ln

5334 Lake Howell Rd

3300 Bennington Ct

1464 Broad Wing Ln

644 N Knowles Ave

1515 Little Wren Ln

5037 Lake Howell Rd

101 S Lakemont 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 | $1,941 | $1,200 | $3,850 |
Winter Park 3 Bedroom Homes for Rent | $2,686 | $900 | $6,000 |
Winter Park 4 Bedroom Homes for Rent | $5,597 | $2,380 | $10,000+ |
Winter Park 5 Bedroom Homes for Rent | $6,200 | $3,750 | $8,650 |
Winter Park 6 Bedroom Homes for Rent | $3,395 | $3,395 | $3,395 |
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 294 Apartments for Rent in Winter Park, FL with pricing that ranges from $900 to $9,567. There are also 292 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $900 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 $900 to $25,000 with an average monthly rent of $3,214.
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 $900 to $6,000. Four Bedroom Single-Family rentals are also available starting from $2,380 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.

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.

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.