
Homes for Rent in Winter Park, FL (341 Rentals) Page 3 of 7


1330 Merrydale Wy

644 N Knowles Ave

2502 Fifeshire Dr

1447 Broad Wing Ln

5037 Lake Howell Rd

5600 Revelwood Loop

1127 Minnesota Ave

1946 Strathaven Rd

707 Depugh St

1096 Azalea Ln

1690 Dale Ave

550 Killarney Bay Ct

1288 Michigan Ave

1641 Chestnut Ave

1147 Wildmeadow Run

730 W Swoope Ave

2227 Howard Dr

104 S Interlachen Ave

2952 De Brocy Way

1580 Oakhurst Ave

2031 Temple Dr

960 Georgia Ave

1205 Mayfield Ave

2020 Venetian Way

1860 Vía Contessa

151 Stefanik Rd

2500 Lee Rd

1127 Minnesota Ave

3326 Young St

281 Shell Pt E

662 Kenwick Cir, Unit Casselberry

900 Northern Dancer Way, Unit 100

690 San Pablo Ave

4328 Edgewater Dr, Unit E204

1024 Manor Dr

860 N Orange Ave, Unit 130

320 Lakeview St, Unit 214

860 N Orange Ave, Unit 860 N Orange Ave UNIT 464

1016 Arthur Ave

5210 Sunrise Blvd

739 Eldridge St

1115 Naples Dr

233 Emory Pl

1200 Tanager Dr

1629 N Goldenrod Rd
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.