
Luxury Homes for Rent in Windermere, FL (78 Rentals) Page 2 of 2
The most luxurious Homes in Windermere with high-end amenities, features, and finishes.


801 W 2nd Ave

10577 Down Lakeview Cir

7340 Westpointe Blvd

7340 Westpointe Blvd

7350 Westpointe Blvd, Unit 212, Unit 212

7280 Westpointe Blvd, Unit 815, Unit 815

7330 Westpointe Blvd, Unit 414, Unit 414

7270 Westpointe Blvd

7280 Westpointe Blvd
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara

2095 Velvet Leaf Dr

2168 Leather Fern Dr

608 Bridge Creek Blvd

2002 Fishtail Fern Way

7781 Snowberry Cir

6320 Morning Mist Ln

7841 Belvoir Dr

7843 St Andrews Cir

5614 Craindale Dr

4318 Woodtree Ln

7670 Milano Dr

464 Douglas Edward Dr

7600 Debeaubien Dr

8629 Great Cove Dr

Total Monthly Price
8644 Sandberry Blvd, Unit SI ID1386071P

10176 Brocksport Cir

5640 Masters Blvd

12927 Canopy Woods Way
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 | $2,377 | $1,725 | $3,500 |
| Windermere 3 Bedroom Homes for Rent | $2,936 | $2,100 | $10,000+ |
| Windermere 4 Bedroom Homes for Rent | $4,846 | $2,840 | $10,000+ |
| Windermere 5 Bedroom Homes for Rent | $7,924 | $3,500 | $10,000+ |
| Windermere 6 Bedroom Homes for Rent | $6,266 | $5,500 | $7,500 |
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 51 Apartments for Rent in Windermere, FL with pricing that ranges from $1,102 to $5,831. There are also 95 Single Family Homes for rent, Condos, and Townhome rentals currently available in Windermere ranging from $1,399 to $15,000.
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 $1,399 to $15,000 with an average monthly rent of $4,448.
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 $5,831, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,100 to $12,000. Four Bedroom Single-Family rentals are also available starting from $2,840 and Four Bedroom Apartments start at $2,580.
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
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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

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
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This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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.