
Luxury Homes for Rent in Windermere, FL (95 Rentals)
The most luxurious Homes in Windermere with high-end amenities, features, and finishes.


8867 Herencia Alley

13315 Gorgona Isle Dr.

8878 Herencia Alley

14241 Oasis Cove Boulevard

7346 Brightland St

7642 Fairgrove Ave

6808 Duncaster St

7716 Fordson Ln
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.

8613 Coventry Park Way

13324 Longacre Dr

13705 Summerport Village Pkwy

11692 Water Run Alley

11661 Black Rail St

10714 Reams Rd

5457 Gemgold Ct

8582 Powder Ridge Trail

7381 Fairgrove Ave

7381 Fairgrove Ave
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

11235 Rapallo Ln

13426 Chariho Ln

6024 Soter Ln

5547 Remsen Cay Ln

8623 Via Trieste Dr

1456 Whitney Isles Dr

6607 Earthgold Dr

3636 Lake Buynak Rd

10733 Village Lake Rd

8674 Abbotsbury Dr
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

12761 Bideford Ave

953 Lascala Dr

7340 Tattant Blvd

9014 Outlook Rock Trail

9014 Outlook Rock Trail

7282 Backwoods Trail

6354 Swanson St

6354 Swanson St

7582 Lake Albert Dr

13461 Zori Ln
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara

9332 Windy Ridge Rd

7552 Lake Albert Dr

7462 Fairgrove Ave

3278 Downs Cove Rd

63 Main St

4481 Begonia Ct

2113 Grove Point Ln

12860 Lake Sawyer Ln

8363 Bowden Way

10430 Birch Tree Ln

307 W 4th Ave
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 | $2,557 | $1,695 | $3,400 |
Windermere 3 Bedroom Homes for Rent | $2,934 | $2,090 | $5,800 |
Windermere 4 Bedroom Homes for Rent | $4,340 | $2,400 | $10,000+ |
Windermere 5 Bedroom Homes for Rent | $7,006 | $3,300 | $10,000+ |
Windermere 6 Bedroom Homes for Rent | $10,837 | $5,250 | $10,000+ |
Windermere 7 Bedroom Homes for Rent | $39,500 | $10,000 | $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
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.
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 $1,254 to $4,954. There are also 109 Single Family Homes for rent, Condos, and Townhome rentals currently available in Windermere ranging from $1,695 to $39,500.
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 $1,695 to $39,500 with an average monthly rent of $9,942.
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 $1,889 to $4,954, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,090 to $5,800. Four Bedroom Single-Family rentals are also available starting from $2,400 and Four Bedroom Apartments start at $2,457.
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 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.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.