
Homes for Rent in Winter Park, FL (216 Rentals)Page 2 of 5


2158 Sussex Rd

3353 Royal St

1445 Chilean Ln

3201 Royal St

1338 Peruvian Ln

2730 Prince John Rd

5163 Lazy Oaks Dr

3610 Oak Vista Ln

2619 Ambergate Rd

2405 Passamonte Dr

607 Warrenton Rd

2101 Edwin Blvd

2101 Oakhurst Ave

1714 Winter Green Blvd

7628 Aloma Pines Ct

384 Perth Ln

616 Driver Ave

2749 Bright Bird Ln

1504 Broad Wing Ln

831 Huntington Ct

2249 Shadowland Lp

424 Dunraven Dr

2530 Franklin Ave

1031 Wildmeadow Run

1344 Blue Stem Ln

690 Osceola Ave

1791 Goodrich Ave

860 N Denning Dr

1879 Sunset Dr

311 E Morse Blvd

1299 Harding St

2234 Vía Luna

206 Tyree Ln

654 Kenwick Cir, Unit 103

400 E Colonial Dr, Unit 1005

511 Lake Shore Dr

37 Carriage Hill Cir

690 San Pablo Ave

5335 Andrus Ave

649 /651 Woodward St., Unit 649

911 N Orange Ave, Unit 441

400 E Colonial Dr, Unit 310

860 N Orange Ave, Unit 464

860 N Orange Ave, Unit 268

501 Katherine Ave

1702 Haven Dr

10 East St

703 Drywood Ave

205 Lochmond 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 | $1,957 | $1,150 | $8,000 |
Winter Park 3 Bedroom Homes for Rent | $2,698 | $1,300 | $5,800 |
Winter Park 4 Bedroom Homes for Rent | $3,720 | $2,000 | $9,800 |
Winter Park 5 Bedroom Homes for Rent | $5,633 | $3,500 | $6,900 |
Winter Park 6 Bedroom Homes for Rent | $6,647 | $2,795 | $10,000+ |
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 302 Apartments for Rent in Winter Park, FL with pricing that ranges from $820 to $9,543. There are also 213 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $825 to $10,500.
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 $825 to $10,500 with an average monthly rent of $3,686.
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 $1,146 to $9,543, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,300 to $5,800. Four Bedroom Single-Family rentals are also available starting from $2,000 and Four Bedroom Apartments start at $2,355.
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.

Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.

Rise of Digital Nomads: Remote Work Tips for Apartment Renters
Written by: Brandie Parton
As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.