
Homes for Rent in Winter Garden, FL (192 Rentals)


15308 Honeybell Dr

1007 Butterfly Blvd

Total Monthly Price
14200 Avalon Rd, Unit SI ID1244709P

Total Monthly Price
1231 E Plant St, Unit SI ID1511056P

Total Monthly Price
14200 Avalon Rd, Unit SI ID1244719P

747 Citrus Dr

16200 Ascend Vlg Ln

16200 Ascend Vlg Ln, Unit 2 - 2

7759 Green Mountain Way, Unit 6/6.5
Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities
Why fight Orlando's tourist traffic when you don't have to? Explore the best cities surrounding Orlando for renters, with expert tips on commuting, lifestyle, hidden costs, and where to find the most value.

632 Autumn Oaks Loop

419 Home Grove Dr

1847 Portcastle Cir

641 Stevelynn Cir

1781 Morning Sky Dr

427 S Main St

16984 Tradewind Pt

6463 Breeze Filled Ln

1424 Mistflower Ln

12597 Clear Sapphire Dr
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

806 Hayley Cir

1544 Loch Avich Rd

1337 Brandy Lake View Cir

12907 Westhaven Oak Dr

16372 Grey Pne Dr

11193 Hanlon Ter Aly

6536 Calamondin Dr

703 Bainbridge Loop

1961 Portcastle Cir

153 Timbercreek Pines Cir
The Soul of the City Beautiful: What Life in Orlando Is Really Like
Orlando is much more than theme parks. Uncover the city's rich history, diverse neighborhoods like Winter Park and Downtown, and its bustling cultural and culinary life.

1198 Maxey Dr

1078 Woodson Hammock Cir

109 Zachary Wade St

15333 Harrowgate Way

1238 Rain Lily Rd

1708 Portcastle Cir

16350 Turning Tide Wy

15639 Signature Drive

8018 John Hancock Dr

353 Lake Amberleigh Dr
Top Neighborhoods Near Orlando Major Employers
Learn about the best places to live near major employers in Orlando with original content written by our Local Expert Darla Ferrara

10264 Love Story St

13307 Peaceful Melody Dr

17819 Twisted Mandarin Aly

8221 Lakeview Crossing Dr

1300 Eastern Pecan Pl

15045 Groveside Rd

15174 Field Daisy Dr

1642 Scarlet Oak Loop

13613 Larsen Ln

15025 Evergreen Oak Loop
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.
Winter Garden, FL Local Guide

How much does it cost to rent a home in Winter Garden?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winter Garden 2 Bedroom Homes for Rent | $1,870 | $1,495 | $2,200 |
| Winter Garden 3 Bedroom Homes for Rent | $2,633 | $1,500 | $3,995 |
| Winter Garden 4 Bedroom Homes for Rent | $3,442 | $2,170 | $8,000 |
| Winter Garden 5 Bedroom Homes for Rent | $4,721 | $3,399 | $8,800 |
| Winter Garden 6 Bedroom Homes for Rent | $5,745 | $3,990 | $7,500 |
| Winter Garden 7 Bedroom Homes for Rent | $14,000 | $10,000 | $10,000+ |
Browse Top Homes for Rent in Winter Garden
Explore Winter Garden
Winter Garden, FL Local Guide
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A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Learn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.
Read Article18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Tour smarter and choose with confidence. Get the essential 18 questions that reveal the truth about a rental property's maintenance, utilities, and safety.
Read ArticleYour Guide to the Perfect Orlando Neighborhood for Student Renters
Learn About the Best Neighborhoods to Rent Near College Campuses in Orlando, FL | Find Orlando Off-Campus Student Housing at ApartmentHomeLiving.com
Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
Read ArticleQuick 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.
Best Local Schools in Winter Garden, FL
School data provided by Great Schools
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Winter Garden, FL Rentals by Map
See the most popular apartments and homes in Winter Garden, FL
Frequently Asked Questions about Winter Garden
What type of rentals are currently available in Winter Garden?
There are currently 86 Apartments for Rent in Winter Garden, FL with pricing that ranges from $1,099 to $8,500. There are also 192 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Garden ranging from $650 to $14,000.
What is the current price range for Rental Homes in Winter Garden?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winter Garden ranges from $650 to $14,000 with an average monthly rent of $3,058.
How much are larger Three and Four Bedroom Rentals in Winter Garden?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Winter Garden range from $1,850 to $3,999, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,500 to $3,995. Four Bedroom Single-Family rentals are also available starting from $2,170 and Four Bedroom Apartments start at $2,690.
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.
Helpful Local Expert Guides

Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities
Written by: Darla Ferrara
When people think of Orlando, FL, the iconic theme parks and buzz of downtown tend to steal the spotlight.

The Soul of the City Beautiful: What Life in Orlando Is Really Like
Written by: Darla Ferrara
When people think of Orlando, Florida, they dream of theme parks and sunny weather, and rightfully so. It’s that energy that keeps this city a mainstay in the global tourist industry.

Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers
Written by: Darla Ferrara
When I first moved to Orlando, Florida, in the 1990s, one of the things that drew me here was the remarkably low unemployment rates. There was a job for everyone. Two decades later, that fundamental appeal remains.

Your Guide to the Perfect Orlando Neighborhood for Student Renters
Written by: Darla Ferrara
There is never a dull moment in Orlando, Florida. Along with top-tier universities, technical schools, and local colleges, there are world-class entertainment venues, the ocean within driving distance, and lots of sunshine.
Articles, How-To's, and Tips

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
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
Written by: Robin Stewart
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.