
Homes for Rent in Winter Park, FL Under $1,500 (42 Rentals)


2500 Lee Rd, Unit 213

5058 Seminole Ave, Unit Seminole Unit 4

5312 Poinsetta Ave, Unit 1

1000 S Semoran Blvd

3037 Antique Oaks Cir

1436 Minnesota Ave

169 Lewfield Cir

5206 Seminole Ave

3035 George Mason Ave
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla F

200 St Andrews Blvd

134 Lewfield Cir

293 Scottsdale Square

261 Scottsdale Square

3069 Aaron Burr Ave

525 S Lakemont Ave

7309 Daniel Webster Dr

1 Strathaven Rd

10 East St

7200 Aloma Ave

5049 Old Cheney Hwy

5333 Davisson Ave

860 N Orange Ave

658 Kenwick Cir

1000 Lake of the Woods Blvd

1172 Calle Del Rey

1375 Lake Shadow Cir

4410 Estill Ct

2880 Plaza Terrace Dr

5304 Satel Dr

631 Shady Ln Dr

1502 Silver Star Rd

1275 Lake Shadow Cir

416 Lime St

555 Flemming Way

555 Fleming Way

216 Obrien Rd

5475 Decatur St

312 Orange St

421 E Kennedy Blvd

837 Cathcart Terrace

1 Lake Howell 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 | $1,850 | $1,025 | $2,950 |
Winter Park 3 Bedroom Homes for Rent | $2,736 | $1,300 | $5,900 |
Winter Park 4 Bedroom Homes for Rent | $4,835 | $2,050 | $10,000+ |
Winter Park 5 Bedroom Homes for Rent | $17,034 | $2,602 | $10,000+ |
Browse Top Homes for Rent in Winter Park
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Quick Rent Budget Calculator
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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 $600 to $9,609. There are also 200 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $880 to $45,000.
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 $880 to $45,000 with an average monthly rent of $4,879.
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 $9,609, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,300 to $5,900. Four Bedroom Single-Family rentals are also available starting from $2,050 and Four Bedroom Apartments start at $2,465.
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 F
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.

Renting Smart: Lease Basics Every Renter Needs
Written by: Christine Leonard, Esq.
Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.

Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.