
Luxury Homes for Rent in Windermere, FL (121 Rentals) Page 2 of 3
The most luxurious Homes in Windermere with high-end amenities, features, and finishes.


13154 Kegan St

5414 Gemgold Ct

11602 Ashlin Park Blvd

12616 Salomon Cove Dr

8752 Powder Ridge Trail

9088 Outlook Rock Trail

5426 Gemgold Ct

2533 Ridgewind Way

13333 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

13106 Orange Isle Dr

13318 Longacre Dr

7211 Still Pond Ln

1351 Glenwick Dr

12025 Lake Butler Blvd

7403 Fairgrove Ave

9241 Patrimonio Loop

4345 Saltmarsh Sparrow Dr

11745 Via Lucerna Cir

11745 Via Lucerna Cir

8370 Lookout Pointe Dr

11905 Camden Park Dr

13225 Charfield St

8447 Bowden Way

8348 Vivaro Isle Way

12860 Lake Sawyer Ln

307 W 4th Ave

6557 Crestmont Glen Ln

11539 Brickyard Pond Ln

11560 Claymont Cir

311 E 8th Ave

6533 Cartmel Ln

1115 Estancia Wds Lp

5243 W Lake Butler Rd

6131 Payne Stewart Dr

6219 Tiroco Wy

4326 Isabella Cir

357 Lake Amberleigh Dr

7340 Westpointe Blvd

7270 Westpointe Blvd

7340 Westpointe Blvd

7330 Westpointe Blvd, Unit 414

7350 Westpointe Blvd, Unit 212

7280 Westpointe Blvd, Unit 815

7350 Westpointe Blvd

7280 Westpointe Blvd

5160 Glasgow Ave

226 White Dogwood Ln

6260 Morning Mist Ln

643 Willett Dr
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 | $2,447 | $1,750 | $3,000 |
| Windermere 3 Bedroom Homes for Rent | $3,237 | $2,000 | $10,000+ |
| Windermere 4 Bedroom Homes for Rent | $4,025 | $2,500 | $9,850 |
| Windermere 5 Bedroom Homes for Rent | $5,497 | $3,175 | $10,000+ |
| Windermere 6 Bedroom Homes for Rent | $4,866 | $4,500 | $5,500 |
| Windermere 7 Bedroom Homes for Rent | $13,500 | $10,000 | $10,000+ |
Browse Top Homes for Rent in Windermere
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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 $1,177 to $5,757. There are also 137 Single Family Homes for rent, Condos, and Townhome rentals currently available in Windermere ranging from $1,349 to $16,000.
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 $1,349 to $16,000 with an average monthly rent of $5,118.
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 $1,869 to $5,757, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,000 to $12,000. Four Bedroom Single-Family rentals are also available starting from $2,500 and Four Bedroom Apartments start at $2,304.
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

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.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.