
Homes for Rent in Winter Park, FL (285 Rentals) Page 2 of 6


731 W Comstock Ave

830 Carver St

3220 Oak Lawn Pl

5171 N Orange Ave

3050 Autumn Ct

5139 Oak Hill Dr

503 Kilshore Ln

2700 Tortoise Cv

2657 Exuma Way
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara

3036 Patel Dr

1618 Indiana Ave

1640 N Orange Ave

640 N Park Ave

1653 Peruvian Ln

5212 N Indiana Ave

836 Miles Ave

7522 Laurel Springs Dr

2648 Galliano Cir

2529 Galliano Cir
Neighborhood & Market Insights: How to Choose the Right Area to Rent
Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.

2561 Galliano Cir

5117 Lake Howell Rd

2632 Galliano Cir

1340 Paradise Ln

3449 Allston Ln

2730 Prince John Rd

3340 Alena Ct

1603 Alabama Dr

7542 Cranes Creek Ct

301 S Capen Ave
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

521 Ohio St

2479 Passamonte Dr

1871 Casselwood St

4959 Tangerine Ave

2530 Passamonte Dr

2366 Coldstream Dr

1524 Little Wren Ln

1351 Merrydale Wy

540 W Comstock Ave

508 Dunblane Dr
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.

1830 Staunton Ave

438 Lakeview Ave

7864 Broken Arrow Trail

2497 Waving Moss Wy

2252 Howard Dr

1667 Mizell Ave

5354 Lanyard Ct

782 S Pennsylvania Ave

784 S Pennsylvania Ave

1403 Michigan 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 | $1,909 | $1,150 | $3,200 |
| Winter Park 3 Bedroom Homes for Rent | $2,833 | $1,575 | $9,500 |
| Winter Park 4 Bedroom Homes for Rent | $3,481 | $2,070 | $6,495 |
| Winter Park 5 Bedroom Homes for Rent | $5,586 | $2,745 | $9,500 |
Browse Top Homes for Rent in Winter Park
Explore Winter Park
Frequently Asked Questions about Winter Park
What type of rentals are currently available in Winter Park?
There are currently 311 Apartments for Rent in Winter Park, FL with pricing that ranges from $250 to $6,500. There are also 285 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Park ranging from $825 to $9,500.
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 $825 to $9,500 with an average monthly rent of $2,754.
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 $750 to $6,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,575 to $9,500. Four Bedroom Single-Family rentals are also available starting from $2,070 and Four Bedroom Apartments start at $1,844.
Expert Rental Resources
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.
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Articles, How-To's, and Tips

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
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Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
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There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

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Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.