Homes for Rent in Winter Park, FL (341 Rentals) Page 4 of 7

1125 Lake Shadow Cir

2423 Branch Way

3016 Legacy Villas Dr

2310 Sunderland Rd

140 Softwind Trail

2464 Carolton Rd

2030 Michael Tiago Cir

1860 Bobtail Dr

201 Cedarwood Dr

860 N Lake Sterling Ct

216 Lochmond Dr

510 Iris Rd

421 Iris Rd

5049 Old Cheney Hwy

2531 Carver Ave

3801 Grant Blvd

637 Katherine Ave

4435 Fairview Ave

1301 Leeway Ave

5403 Decatur St

630 Vassar St

14 Bel Air St

421 E Kennedy Blvd

499 Ruffel St

214 S W St

200 S W St

439 Ruffel St

452 Banyon Tree Cir

2525 Caper Ln

64 Taylor Ave

1125 Lake Shadow Cir

520 Gamewell Ave

440 Banyon Tree Cir

2406 Branch Way

550 Flemming Way

450 Cherrywood Gardens Dr

1150 Lake Shadow Cir

1225 Lake Shadow Cir

1325 Lake Shadow Cir

435 Eaton St

1817 Shadow View Cir

581 E Horatio Ave

551 Finchley Rd

8042 Tabby Ln

1440 Lake Shadow Cir
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 | $1,971 | $1,230 | $4,850 |
Winter Park 3 Bedroom Homes for Rent | $2,700 | $950 | $6,050 |
Winter Park 4 Bedroom Homes for Rent | $4,511 | $1,948 | $10,000+ |
Winter Park 5 Bedroom Homes for Rent | $8,912 | $3,550 | $10,000+ |
Winter Park 6 Bedroom Homes for Rent | $800 | $800 | $800 |
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 $720 to $6,050. There are also 333 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $720 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 $720 to $25,000 with an average monthly rent of $5,129.
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 $1,099 to $6,050, while Three Bedroom Homes, Condos, and Townhomes for rent range from $950 to $6,050. Four Bedroom Single-Family rentals are also available starting from $1,948 and Four Bedroom Apartments start at $3,150.
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.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!

The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.