
Homes for Rent in Winter Park, FL (209 Rentals)


5058 Seminole Ave, Unit Seminole Unit 4

5312 Poinsetta Ave, Unit 1

1695 Lee Rd, Unit # C-214

7720 Fernbrook Way

2848 Chantilly Ave

3065 George Mason Ave

1739 Willa Cir

5576 Garden Grove Cir

525 S Lakemont Ave
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.

3069 Aaron Burr Ave

261 Scottsdale Square

293 Scottsdale Square

134 Lewfield Cir

169 Lewfield Cir

3035 George Mason Ave

200 St Andrews Blvd

1695 Lee Rd

5206 Seminole Ave

1436 Minnesota Ave
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Learn How a Move-In Inspection Can Protect Your Security Deposit from the Renter University at AparmentHomeLiving.com.

3032 Antique Oaks Cir

1000 S Semoran Blvd

105 Jergo Rd

7340 Swallow Run

115 Scottsdale Square

7268 Swallow Run

3651 N Goldenrod Rd

2500 Lee Rd

151 N Orlando Ave

2522 Alexa Ct
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2532 Kamnic Ct

4624 N Goldenrod Rd

4968 Tangerine Ave

4880 Tangerine Ave

2941 Antique Oaks Cir

7720 Fernbrook Way

1714 Miller Ave

2630 Lafayette Ave

300 Scottsdale Square

1716 Miller Ave

2624 Lafayette Ave

2032 Indiana Ave

1101 S Pennsylvania Ave

2654 Sunny Bright Ct

3353 Royal St

1445 Chilean Ln

3201 Royal St

5163 Lazy Oaks Dr

2158 Sussex Rd

3445 Bowman 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 | $1,953 | $1,150 | $8,000 |
Winter Park 3 Bedroom Homes for Rent | $2,739 | $1,300 | $5,800 |
Winter Park 4 Bedroom Homes for Rent | $3,512 | $2,000 | $9,800 |
Winter Park 5 Bedroom Homes for Rent | $5,200 | $3,500 | $6,900 |
Winter Park 6 Bedroom Homes for Rent | $5,931 | $2,795 | $10,000+ |
Browse Top Homes for Rent in Winter Park
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Winter Park, FL Local Guide
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Quick Rent Budget Calculator
How much rent can you afford?
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Frequently Asked Questions about Winter Park
What type of rentals are currently available in Winter Park?
There are currently 302 Apartments for Rent in Winter Park, FL with pricing that ranges from $820 to $9,543. There are also 207 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $850 to $10,500.
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 $850 to $10,500 with an average monthly rent of $3,180.
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 $9,543, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,300 to $5,800. Four Bedroom Single-Family rentals are also available starting from $2,000 and Four Bedroom Apartments start at $2,355.
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.