
Homes for Rent in Winter Park, FL (300 Rentals) Page 5 of 6


604 Kenwick Cir

652 Kenwick Cir

540 Cascade Cir

1166 Paseo De Las Flores

662 Kenwick Cir

1165 Paseo De Las Flores Apt C

228 Everest Point

316 Georgetown Dr

129 Georgetown Dr

518 Polaris Loop

2936 Lowell Ct

2021 Schuller Way

1150 Carmel Cir

5846 Willow Leaf Ct

7347 Azalea Cove Cir

104 Madrid Dr

348 Georgetown Dr

2223 Amherst Ave

1233 Virginia Dr

1212 Jamajo Blvd

2501 E Central Blvd

631 Shady Ln Dr

2307 Formosa Ave

860 N Orange Ave

3022 Plaza Terrace Dr

320 Lakeview St

5517 Decatur St

2515 Formosa Ave

719 Mt Vernon St

911 N Orange Ave

4101 Fairview Vista Point

825 N Primrose Dr

2821 Kilgore St

600 W Princeton St

1239 Virginia Dr

8 E Evans St

1024 Manor Dr

5325 Davisson Ave

1215 Lake Highland Dr

5205 2nd St

4523 Hidden Oak Ct

1600 Baltimore Dr

909 N Thornton Ave

300 Campus View Dr

3106 E Washington St

4117 Fairview Vista Point

3066 Plaza Terrace Dr

1008 Malone Dr

19 W King St
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
Explore Winter Park
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.