
Homes for Rent in Winter Park Neighborhood of Orlando, FL (74 Rentals)


5303 High Park Ln

2892 Lincroft Ave

2146 Shaw Ln

5401 Decatur St

2617 Marble Ave

2611 Marble Ave

2609 Marble Ave

1419 Lake Baldwin Ln

1780 Carley Ct
Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

2916 Lake Shore Dr

5519 Lehigh Ave

922 Eldridge St

5214 Josephine St

4803 Roush Ave

1719 Durock Ct

5049 Old Cheney Hwy

1504 Minnesota St

1823 Canton St

1100 Delaney Ave
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Learn How a Move-In Inspection Can Protect Your Security Deposit from the Renter University at AparmentHomeLiving.com.

1215 Lake Highland Dr

7200 Aloma Ave

1526 E Marks St

941 Pine Grove Ave

1308 E Marks St

1407 Woodward St

7508 Carolyn Ave

7524 Marietta St

6761 Belmar Dr

7343 Azalea Cove Cir
Winter Park - One of the Best Affordable Neighborhoods in Orlando
Named as one of the Best Affordable Areas to rent in Orlando by our , Local Expert Darla F. See how it ranks!

5058 Seminole Ave, Unit Seminole Unit 4

3065 George Mason Ave

525 S Lakemont Ave

424 Dunraven Dr

384 Perth Ln

1791 Goodrich Ave

690 Osceola Ave

2101 Edwin Blvd

504 St Dunstan Way

200 St Andrews Blvd
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla F

311 E Morse Blvd

2941 Antique Oaks Cir

2619 Ambergate Rd

2101 Oakhurst Ave

3032 Antique Oaks Cir

607 Warrenton Rd

782 S Pennsylvania Ave

1101 S Pennsylvania Ave

115 Scottsdale Square

261 Scottsdale Square
Winter Park, Orlando, 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 | $1,928 | $1,500 | $4,500 |
Winter Park 3 Bedroom Homes for Rent | $3,035 | $2,100 | $5,800 |
Winter Park 4 Bedroom Homes for Rent | $4,392 | $2,425 | $9,800 |
Winter Park 5 Bedroom Homes for Rent | $6,900 | $6,900 | $6,900 |
Browse Homes for Rent in this Neighborhood
There are currently 74 rentals with your search options within a 2 mile radius of the Winter Park Neighborhood of Orlando, FL.
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Winter Park, Orlando, FL Local Guide
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Quick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Frequently Asked Questions about Winter Park
What type of rentals are currently available in Winter Park?
There are currently 126 Apartments for Rent in Winter Park, FL with pricing that ranges from $740 to $9,543. There are also 74 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $1,050 to $9,800.
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 $1,050 to $9,800 with an average monthly rent of $3,195.
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 $1,261 to $9,543, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,100 to $5,800. Four Bedroom Single-Family rentals are also available starting from $2,425 and Four Bedroom Apartments start at $3,916.
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.

Rise of Digital Nomads: Remote Work Tips for Apartment Renters
Written by: Brandie Parton
As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants
Written by: Christine Leonard, Esq.
Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.

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.