
Homes for Rent in Windermere, FL (107 Rentals)


11565 Mizzon Dr #821

8318 Vivaro Isle Way

12947 Runswick Ave

8556 Greenbank Blvd

8794 Crescendo Ave

13762 Bluebird Pond Rd

13644 Tortona Ln, Unit 2/2

13644 Tortona Ln, Unit 1/1

14020 Eden Isle Blvd
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.

11719 Bella Milano Ct

8701 Iron Mountain Trail

7651 Fordson Ln

13831 Farella Aly

12875 Emersondale Ave

6436 Golden Dewdrop Trail

9360 Woodbreeze Blvd

6310 Golden Dewdrop Trail

12982 Kegan St

8259 Maritime Flag St
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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.

7668 Fairgrove Ave

8108 Serenity Spring Dr

8615 Via Trieste Dr

8256 Maritime Flag St

1349 Whitney Isles Dr

12928 Westside Vlg Lp

12355 Langstaff Dr

12543 Cruxbury Dr

13503 Lake Cawood Dr

8470 Iron Mountain Trail
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.

905 Main St

2630 Stanton Hall Ct

8224 Procida Isle Ln

7713 Jailene Dr

8794 Crescendo Ave

6526 Golden Dewdrop Trail

6219 Tiroco Wy

12113 Via Caselli Ln

13483 Gorgona Isle Dr.

14392 Bridgewater Crossings Blvd
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12947 Runswick Ave

9072 Overlook Pass Dr

14422 Crest Palm Ave

6020 Marleon Dr

5927 Caymus Loop

13048 Garridan Ave

13633 Riggs Way

7332 Colbury Ave

5028 Autumn Ridge Ln

13314 Roxboro Rd
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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 | $2,245 | $1,600 | $2,900 |
| Windermere 3 Bedroom Homes for Rent | $2,873 | $2,100 | $4,000 |
| Windermere 4 Bedroom Homes for Rent | $4,016 | $2,650 | $7,500 |
| Windermere 5 Bedroom Homes for Rent | $6,176 | $3,500 | $10,000+ |
| Windermere 6 Bedroom Homes for Rent | $5,450 | $5,000 | $5,900 |
| Windermere 7 Bedroom Homes for Rent | $14,000 | $10,000 | $10,000+ |
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Windermere, 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
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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 ArticleNavigating the Rental Market: Tips for First-Time Renters
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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 50 Apartments for Rent in Windermere, FL with pricing that ranges from $1,185 to $5,056. There are also 106 Single Family Homes for rent, Condos, and Townhome rentals currently available in Windermere ranging from $1,542 to $14,000.
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 $1,542 to $14,000 with an average monthly rent of $3,676.
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 $1,737 to $5,056, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,100 to $4,000. Four Bedroom Single-Family rentals are also available starting from $2,650 and Four Bedroom Apartments start at $2,232.
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

How Commercial-to-Residential Property Conversions Help the Housing Crisis
Written by: Robin Stewart
Many housing markets throughout America share a common complaint: a lack of affordable rental properties.

Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
Written by: Robin Stewart
Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

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.