
Homes for Rent in Winter Park, FL (341 Rentals) Page 2 of 7


200 St Andrews Blvd

3038 Antique Oaks Cir

4968 Tangerine Ave

3057 Aaron Burr Ave

1500 Gay Rd

3019 Casselwood St

6805 Bonavista Ct

668 Montego Bay Ct

3136 Patel Dr
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.

2510 Roxbury Rd

7429 Daniel Webster Dr

7781 Fernbrook Way

3392 Bougainvillea Dr

2111 Conifer Ave

200 Sandlewood Trail

758 Warrenton Rd
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.

1835 Biscayne Dr

151 Stefanik Rd

250 Carolina Ave

5167 Lazy Oaks Dr

1902 Azalea Ave

232 Sandlewood Trail

7473 Belle River Ct

640 N Park Ave

235 Sandlewood Trail

5587 Pats Point

1805 Edwin Blvd

438 Garfield Ave

1919 Azalea Ave

2458 Grand Teton Cir

848 Miles Ave

690 Osceola Ave

2949 Clever Ln

7733 Fox Knoll Pl

2011 Cornell Ave

645 Huntington Ave

2340 Sun Valley Cir

2748 Bright Bird Ln

7542 Cranes Creek Ct

2831 Lion Heart Rd

2886 Carew Ave

955 Minnesota Ave

843 W Swoope Ave

850 W Canton Ave

333 Cambridge Blvd

2006 Canny Cv

1280 Gladiolas Dr

2332 Smiley Ave

939 Aragon Ave
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 | $1,971 | $1,230 | $4,850 |
Winter Park 3 Bedroom Homes for Rent | $2,700 | $950 | $6,050 |
Winter Park 4 Bedroom Homes for Rent | $4,511 | $1,948 | $10,000+ |
Winter Park 5 Bedroom Homes for Rent | $8,912 | $3,550 | $10,000+ |
Winter Park 6 Bedroom Homes for Rent | $800 | $800 | $800 |
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 299 Apartments for Rent in Winter Park, FL with pricing that ranges from $720 to $6,050. There are also 333 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $720 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 $720 to $25,000 with an average monthly rent of $5,129.
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 $6,050, while Three Bedroom Homes, Condos, and Townhomes for rent range from $950 to $6,050. Four Bedroom Single-Family rentals are also available starting from $1,948 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.

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.