
Luxury Homes for Rent in Windermere, FL (96 Rentals)
The most luxurious Homes in Windermere with high-end amenities, features, and finishes.


6131 Payne Stewart Dr

12428 Summerport Ln

9525 Lavill Ct

11050 Coniston Way

11415 Waterstone Loop Dr

11537 Claymont Cir

6533 Cartmel Ln

8363 Bowden Way

307 W 4th Ave
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla F

8418 Bowden Way

11538 Delwick Dr

1650 Roberts Landing Rd

13419 Zori Ln

3278 Downs Cove Rd

7282 Backwoods Trail

12755 Westside Vlg Lp

14008 Bluebird Park Rd

13448 Zori Ln

415 E 6th Ave

9042 Arbors Edge Trl

8784 Peachtree Park Ct

13757 Darchance Rd

9368 Woodbreeze Blvd

1125 Lascala Dr

13827 Amelia Pond Dr

4932 Indian Deer Rd

5612 Remsen Cay Ln

13113 Penshurst Ln

4927 River Gem Ave

8745 Via Tavoleria Way

7231 Rambling Water Way

12863 Holdenbury Ln

10726 Reams Rd

9143 Woodbreeze Blvd

14014 Eden Isle Blvd

8371 Lookout Pointe Dr

8642 Powder Ridge Trail

12024 Via Caselli Ln

11668 Black Rail St

11561 Charnock Dr

7621 Ripplepointe Way

9394 Woodbreeze Blvd

11926 Silverlake Park Dr

13708 Summerport Village Pkwy

7346 Brightland St

7313 Penkridge Ln

7664 Ripplepointe Way

10709 Village Lake Rd

7675 Fordson Ln
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 | $2,375 | $1,750 | $3,000 |
Windermere 3 Bedroom Homes for Rent | $3,055 | $2,195 | $10,000+ |
Windermere 4 Bedroom Homes for Rent | $4,554 | $2,700 | $10,000+ |
Windermere 5 Bedroom Homes for Rent | $5,755 | $3,199 | $9,950 |
Windermere 6 Bedroom Homes for Rent | $8,166 | $5,800 | $10,000+ |
Browse Top Homes for Rent in Windermere
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Windermere, FL Local Guide
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Quick Rent Budget Calculator
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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.
Frequently Asked Questions about Windermere
What type of rentals are currently available in Windermere?
There are currently 57 Apartments for Rent in Windermere, FL with pricing that ranges from $1,195 to $7,178. There are also 122 Single Family Homes for rent, Condos, and Townhome rentals currently available in Windermere ranging from $1,395 to $12,700.
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 $1,395 to $12,700 with an average monthly rent of $3,922.
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 $1,883 to $7,178, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,195 to $11,000. Four Bedroom Single-Family rentals are also available starting from $2,700 and Four Bedroom Apartments start at $2,217.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.

An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent
Written by: Darla F
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.

Battling the Butts: Your Guide to the Reality of Smoke-Free Renting
Written by: Andrea Lee Negroni, JD
While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.

Understanding Amenity Fees: Know Where You Might Be Able to Save Money
Written by: Amber Kanuckel
With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.

How Your Move-In Inspection Can Protect Your Security Deposit
Written by: Christine Leonard, Esq.
If you’re anything like most people, housing costs represent a huge chunk of your monthly budget. On top of that, moving can be both a stressful and expensive affair.