
Homes for Rent in Windermere, FL (86 Rentals)


9042 Arbors Edge Trl

14252 Confetti Dr

8264 Maritime Flag St

13014 Langstaff Dr

8256 Maritime Flag St

11434 Jasper Kay Terrace

8265 Maritime Flag St

7603 Bramwell St

12335 Cruxbury Dr
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.

12926 Calderdale Ave

7668 Billingham St

8253 Maritime Flag St

8658 Brookvale Dr

11564 Mizzon Dr

13749 Lensdale Ln

8277 Maritime Flag St

8140 Serenity Spring Dr

12965 Langstaff Dr

5513 Somersby Rd
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.

8913 Matriarca Aly

11642 Water Run Alley

12349 Via Derna Pl

7255 Shadeview Alley

13040 Overstreet Rd

7609 Sutherton Ln

7652 Ripplepointe Way

8470 Iron Mountain Trail

11807 Vermillion Ave

13231 Overstreet Rd
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

8642 Powder Ridge Trail

12030 Silverlake Park Dr

12863 Holdenbury Ln

11507 Charnock Dr

4835 Blue Major Dr

14200 Oasis Cove Boulevard

12706 Westside Vlg Lp

12803 Holdenbury Ln

1053 Lascala Dr

12761 Bideford Ave
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara

11813 Via Lucerna Cir

8117 Jailene Dr

7401 Ella Ln

11745 Via Lucerna Cir

1351 Glenwick Dr

8447 Bowden Way

307 W 4th Ave

8278 Procida Isle Ln

311 E 8th Ave

812 East Blvd
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.
Windermere, FL Local Guide

How much does it cost to rent a home in Windermere?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Windermere 2 Bedroom Homes for Rent | $2,818 | $1,725 | $6,500 |
| Windermere 3 Bedroom Homes for Rent | $3,018 | $2,100 | $10,000+ |
| Windermere 4 Bedroom Homes for Rent | $4,680 | $2,685 | $10,000+ |
| Windermere 5 Bedroom Homes for Rent | $8,465 | $3,500 | $10,000+ |
| Windermere 6 Bedroom Homes for Rent | $6,500 | $5,500 | $7,500 |
Browse Top Homes for Rent in Windermere
Explore Windermere
Windermere, FL Local Guide
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18 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 Windermere, FL
School data provided by Great Schools
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Windermere, FL Rentals by Map
See the most popular apartments and homes in Windermere, FL
Frequently Asked Questions about Windermere
What type of rentals are currently available in Windermere?
There are currently 52 Apartments for Rent in Windermere, FL with pricing that ranges from $1,030 to $4,234. There are also 86 Single Family Homes for rent, Condos, and Townhome rentals currently available in Windermere ranging from $1,399 to $15,999.
What is the current price range for Rental Homes in Windermere?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Windermere ranges from $1,399 to $15,999 with an average monthly rent of $4,623.
How much are larger Three and Four Bedroom Rentals in Windermere?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Windermere range from $1,897 to $3,450, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,100 to $12,000. Four Bedroom Single-Family rentals are also available starting from $2,685 and Four Bedroom Apartments start at $2,419.
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

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.

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.

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.

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.
Articles, How-To's, and Tips

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.