
Homes for Rent in Winter Park Neighborhood of Orlando, FL (116 Rentals) Page 2 of 3


2631 Ambergate Rd

7116 Green Needle Dr

3045 Aaron Burr Ave

7296 Daniel Webster Dr

7666 Glenmoor Ln

7408 Azalea Cove Cir

525 S Lakemont Ave

1946 Strathaven Rd

2332 Smiley Ave
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

690 Osceola Ave

2502 Fifeshire Dr

2227 Howard Dr

200 St Andrews Blvd

104 S Interlachen Ave

1690 Dale Ave

2831 Lion Heart Rd
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

1580 Oakhurst Ave

2941 Antique Oaks Cir

2952 De Brocy Way

2929 Antique Oaks Cir

758 Warrenton Rd

3038 Antique Oaks Cir

644 N Knowles Ave

115 Scottsdale Square

640 N Park Ave

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

960 Georgia Ave

1205 Mayfield Ave

668 Montego Bay Ct

1096 Azalea Ln

438 Garfield Ave

316 Scottsdale Square

1250 S Denning Dr

955 Minnesota Ave

939 Aragon Ave

707 Depugh St

848 Miles Ave

730 W Swoope Ave

851 Miles Ave

1127 Minnesota Ave

850 W Canton Ave

843 W Swoope Ave

6805 Bonavista Ct

760 Northwood Cir

1288 Michigan Ave

1000 S Semoran Blvd

3392 Bougainvillea Dr

7229 Swallow Run

3057 Aaron Burr Ave
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 | $1,901 | $1,230 | $4,850 |
Winter Park 3 Bedroom Homes for Rent | $2,669 | $1,800 | $4,750 |
Winter Park 4 Bedroom Homes for Rent | $4,013 | $2,195 | $6,995 |
Winter Park 5 Bedroom Homes for Rent | $8,912 | $3,550 | $10,000+ |
Browse Homes for Rent in this Neighborhood
There are currently 116 rentals with your search options within a 2 mile radius of the Winter Park Neighborhood of Orlando, FL.
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Frequently Asked Questions about Winter Park
What type of rentals are currently available in Winter Park?
There are currently 124 Apartments for Rent in Winter Park, FL with pricing that ranges from $720 to $5,934. There are also 116 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $720 to $22,500.
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 $720 to $22,500 with an average monthly rent of $3,347.
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 $5,376, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,800 to $4,750. Four Bedroom Single-Family rentals are also available starting from $2,195 and Four Bedroom Apartments start at $4,540.
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.