
Homes for Rent in Winter Park, FL (339 Rentals) Page 5 of 7


824 Town Cir

2630 Legacy Villas Dr

2113 Shadow View Cir

1967 Legacy Cove Dr

767 Forest Glen Ct

2132 Tortoise Shell Dr

530 Ventris Ct

2132 Falkner Rd

2330 Mohawk Trail

420 Arapaho Trail

1461 Sunnyside Dr

281 Shell Point E

656 Kenwick Cir

204 Georgetown Dr

670 Kenwick Cir

208 Diamond Cove

1166 Paseo De Las Flores

1165 Paseo De Las Flores Apt C

638 Kenwick Cir

616 Georgetown Dr

1149 Exceller Ct

518 Polaris Loop

604 Kenwick Cir

421 Kentia Rd

1150 Carmel Cir

2864 Wareham Ct

529 E Foothill Way

510 Brighton Way

2535 Dakota Trail

1539 N Carolwood Blvd

7529 Azalea Cove Cir

5846 Willow Leaf Ct

348 Georgetown Dr

166 Lago Vista Blvd

1224 Moselle Ave

1212 Jamajo Blvd

1900 E Robinson St

511 Hillcrest St

633 N Summerlin Ave

1760 Memphis Ave

113 E Smith St

860 N Orange Ave

5523 Lehigh Ave

2821 Kilgore St

1112 Princewood Dr

5632 Pinerock Rd

911 N Orange Ave

1919 Canton St

5309 Andrus Ave
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.