
Homes for Rent in Winter Park, FL (337 Rentals) Page 3 of 7


2843 Riddle Dr

1878 Erudite Wy

2428 Firstlight Wy

2502 Fifeshire Dr

1300 Michigan Ave

2717 Scarlet Rd

1041 Manchester Cir

1127 Minnesota Ave

1447 Broad Wing Ln

2809 Bower Rd

2181 Linden Rd

1055 Cherokee Ave

2805 Northwood Blvd

2238 Hawick Ln

1710 Aster Dr

2862 Kings Deer Rd

1641 Chestnut Ave

1835 Edwin Blvd

1807 N Park Ave

216 Rippling Ln

690 Osceola Ave

1147 Wildmeadow Run

1817 Loch Berry Rd

640 N Park Ave

1681 Walnut Ave

1381 Canterbury Rd

2627 Verona Trail

2031 Temple Dr

104 S Interlachen Ave

1580 Oakhurst Ave

1525 Palmer Ave

1701 Palmer Ave

2020 Venetian Way

1860 Vía Contessa

1041 Manchester Cir

151 Stefanik Rd

2500 Lee Rd

1127 Minnesota Ave

3326 Young St

320 Lakeview St, Unit 203

2520 Caper Ln, Unit 102

610 Kenwick Cir, Unit 103

360 Hibiscus Rd, Unit 0

690 San Pablo Ave

860 N Orange Ave, Unit 130

30 W Par St

612 Stetson St

612 Stetson St

840 Bethune 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 | $1,945 | $1,290 | $5,000 |
| Winter Park 3 Bedroom Homes for Rent | $2,711 | $1,445 | $6,050 |
| Winter Park 4 Bedroom Homes for Rent | $4,015 | $1,950 | $10,000+ |
| Winter Park 5 Bedroom Homes for Rent | $9,316 | $2,450 | $10,000+ |
| Winter Park 6 Bedroom Homes for Rent | $4,869 | $2,989 | $6,750 |
Browse Top Homes for Rent in Winter Park
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Frequently Asked Questions about Winter Park
What type of rentals are currently available in Winter Park?
There are currently 298 Apartments for Rent in Winter Park, FL with pricing that ranges from $900 to $7,090. There are also 328 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $750 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 $750 to $25,000 with an average monthly rent of $4,842.
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 $7,090, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,445 to $6,050. Four Bedroom Single-Family rentals are also available starting from $1,950 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.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

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.