
Luxury Homes for Rent in Windermere, FL (79 Rentals)
The most luxurious Homes in Windermere with high-end amenities, features, and finishes.


13431 Carroway St

8831 Herencia Alley, Unit 42-649

8838 Abbotsbury Dr

6344 Lake Smith Cir

7435 Ripplepointe Way

8832 Danforth Dr

12230 Langstaff Dr

5439 Kumquat Loop

9211 Palm Tree Dr
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.

12802 Strode Ln

13743 Bravante Aly

9031 Legado Dr

7730 Brofield Ave

7912 Ficquette Rd

5567 Somersby Rd

13244 Strode Ln

11686 Water Run Alley

9142 Sabal Palm Cir

12113 Via Caselli Ln
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.

14392 Bridgewater Crossings Blvd

8470 Iron Mountain Trail

13231 Overstreet Rd

8556 Greenbank Blvd

10628 Reams Rd

12820 Strode Ln

13778 Summerport Trail Loop

5457 Gemgold Ct

12752 S Lake Sawyer Ln

14252 Confetti 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.

8625 Greenbank Blvd

11316 Rapallo Ln

12947 Runswick Ave

5547 Remsen Cay Ln

14205 Bridgewater Crossings Blvd

6526 Golden Dewdrop Trail

1125 Lascala Dr

12886 Westside Vlg Lp

6728 Bridgewater Village Rd

13544 Riggs Way
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

9088 Outlook Rock Trail

13024 Westside Vlg Lp

13272 Penshurst Ln

7023 KIWANO Wy

17538 Black Rail St

8394 Lookout Pointe Dr

8414 Vivaro Isle Way

8463 Tibet Butler Dr

8411 Woburn Ct

8122 Whitford Ct
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.
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 | $2,166 | $1,599 | $2,900 |
| Windermere 3 Bedroom Homes for Rent | $2,803 | $2,300 | $3,995 |
| Windermere 4 Bedroom Homes for Rent | $4,729 | $2,705 | $8,500 |
| Windermere 5 Bedroom Homes for Rent | $4,502 | $3,495 | $6,000 |
| Windermere 6 Bedroom Homes for Rent | $5,533 | $5,500 | $5,600 |
| Windermere 7 Bedroom Homes for Rent | $14,000 | $10,000 | $10,000+ |
Browse Top Homes for Rent in Windermere
Explore Windermere
Windermere, FL Local Guide
- Windermere Neighborhoods
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Your 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 51 Apartments for Rent in Windermere, FL with pricing that ranges from $1,196 to $4,477. There are also 92 Single Family Homes for rent, Condos, and Townhome rentals currently available in Windermere ranging from $1,350 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 $1,350 to $14,000 with an average monthly rent of $5,153.
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 $1,820 to $3,350, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,300 to $3,995. Four Bedroom Single-Family rentals are also available starting from $2,705 and Four Bedroom Apartments start at $2,491.
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

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.

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
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.