
Homes for Rent in Winter Park, FL (272 Rentals) Page 3 of 6


3300 Bennington Ct

1464 Broad Wing Ln

1938 Eland Ave

333 Cambridge Blvd

906 Camellia Ave

1911 Winter Park Rd

1218 Fairway Dr

2307 Kestrel Perch Pl

690 Osceola Ave

2070 St George St

1147 Wildmeadow Run

1288 Michigan Ave

1946 Strathaven Rd

1409 Lone Feather Trail

332 N Phelps Ave

3136 Heartleaf Pl

336 Blue Heron Dr

1800 Mizell Ave

1580 Oakhurst Ave

2627 Verona Trail

1791 Spruce Ave

1695 Lee Rd

261 Scottsdale Square

1408 Lake Shadow Cir, Unit 1105

400 E Colonial Dr, Unit #304

690 San Pablo Ave

860 N Orange Ave

5333 Andrus Ave

1024 Manor Dr

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

5210 Sunrise Blvd

511 Polaris Loop

312 Orange St

1400 Lake Shadow Cir

2407 Branch Way

821 Mulberry St

3016 Legacy Villas Dr

1928 Blossom Ln

2503 Dakota Trail

201 Cedarwood Dr

132 Carriage Hill Dr

561 Hibiscus Rd

5205 Eggleston Ave

5205 Eggleston Ave

5415 Alloway St

1609 Pinewood 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 | $1,924 | $950 | $3,650 |
Winter Park 3 Bedroom Homes for Rent | $2,867 | $1,695 | $6,200 |
Winter Park 4 Bedroom Homes for Rent | $3,536 | $2,550 | $6,000 |
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 299 Apartments for Rent in Winter Park, FL with pricing that ranges from $695 to $10,885. There are also 272 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 $3,014.
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 $2,450.
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.