
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.


7340 Westpointe Blvd

7330 Westpointe Blvd, Unit 414

7340 Westpointe Blvd

7270 Westpointe Blvd

7280 Westpointe Blvd

2168 Leather Fern Dr
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

6434 Rockingtree Ln

2095 Velvet Leaf Dr

2002 Fishtail Fern Way

824 Palm Cove Dr

6320 Morning Mist Ln

2324 Lielasus Dr

2031 Wintermere Pointe Dr
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.

1207 Almond Tree Ct

5722 Bay Side Dr

8644 Sandberry Blvd

4318 Woodtree Ln

2521 Roat Dr

464 Douglas Edward Dr

7600 Debeaubien Dr
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.

4464 Willow Wind Ct

8644 Sandberry Blvd

3356 Bellington Dr

3425 Turningwind Ln

706 Canopy Estate Dr

10176 Brocksport Cir

5640 Masters 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
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 | $2,131 | $1,600 | $2,900 |
| Windermere 3 Bedroom Homes for Rent | $2,804 | $2,100 | $4,000 |
| Windermere 4 Bedroom Homes for Rent | $4,874 | $2,595 | $10,000+ |
| Windermere 5 Bedroom Homes for Rent | $5,900 | $3,500 | $10,000+ |
| Windermere 6 Bedroom Homes for Rent | $6,187 | $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 $1,158 to $4,923. There are also 97 Single Family Homes for rent, Condos, and Townhome rentals currently available in Windermere ranging from $1,300 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 $1,300 to $15,000 with an average monthly rent of $3,994.
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 $1,843 to $3,450, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,100 to $4,000. Four Bedroom Single-Family rentals are also available starting from $2,595 and Four Bedroom Apartments start at $2,576.
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

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.