
Luxury Homes for Rent in Windermere, FL (113 Rentals)
The most luxurious Homes in Windermere with high-end amenities, features, and finishes.


12910 Calderdale Ave

8145 Serenity Spring Dr

7708 Bexton Ln

12974 Vennetta Way

14242 Desert Haven St

1047 Lascala Dr

13270 Vennetta Way

12958 Vennetta Way

7664 Fairgrove Ave
The Soul of the City Beautiful: What Life in Orlando Is Really Like
Orlando is much more than theme parks. Uncover the city's rich history, diverse neighborhoods like Winter Park and Downtown, and its bustling cultural and culinary life.

8326 Bryce Canyon Ave

13645 Riggs Way

8639 Via Trieste Dr

11320 Jasper Kay Terrace

8536 Iron Mountain Trail

13333 Gorgona Isle Dr.

8500 Iron Mountain Trail

13749 Beckman Dr

13718 Beckman Dr

805 Oakdale St
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

8436 Greenbank Blvd

1314 Glenwick Dr

12337 Via Derna Pl

13762 Summer Harbor Ct

11842 Silverlake Park Dr

8174 Enchantment Drive

7681 Fordson Ln

6758 Duncaster St

5318 Kumquat Loop

14217 Bridgewater Crossings Blvd
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.

11551 Via Lucerna Cir, Unit 0425

5212 Lemon Twist Ln

4748 Blue Major Dr

13309 Fernow St

13426 Chariho Ln

4835 Blue Major Dr

7224 Halton Ct

13450 Sunkiss Loop

14479 Yellow Butterfly Rd

7340 Tattant Blvd
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.

6836 Trellis Vine Loop

1626 Whitney Isles Dr

6060 Roseate Spoonbill Dr

7448 Ella Ln

8631 Crescendo Ave

11602 Ashlin Park Blvd

11530 Vicolo Loop

8752 Powder Ridge Trail

5414 Gemgold Ct

12880 Westside Vlg Lp
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.
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 | $5,004 | $1,775 | $10,000+ |
| Windermere 3 Bedroom Homes for Rent | $3,199 | $2,150 | $10,000+ |
| Windermere 4 Bedroom Homes for Rent | $4,038 | $2,549 | $8,995 |
| Windermere 5 Bedroom Homes for Rent | $5,479 | $3,200 | $10,000+ |
| Windermere 6 Bedroom Homes for Rent | $12,633 | $4,600 | $10,000+ |
| Windermere 7 Bedroom Homes for Rent | $24,700 | $10,000 | $10,000+ |
Browse Top Homes for Rent in Windermere
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Windermere, FL Local Guide
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Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleCash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
Read ArticleYour Guide to the Perfect Orlando Neighborhood for Student Renters
Learn About the Best Neighborhoods to Rent Near College Campuses in Orlando, FL | Find Orlando Off-Campus Student Housing at ApartmentHomeLiving.com
Read ArticleQuick 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.
Best Local Schools in Windermere, FL
School data provided by Great Schools
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Windermere, FL Rentals by Map
See the most popular apartments and homes in Windermere, FL
Frequently Asked Questions about Windermere
What type of rentals are currently available in Windermere?
There are currently 50 Apartments for Rent in Windermere, FL with pricing that ranges from $1,091 to $4,274. There are also 130 Single Family Homes for rent, Condos, and Townhome rentals currently available in Windermere ranging from $1,775 to $35,900.
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 $1,775 to $35,900 with an average monthly rent of $8,213.
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

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.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!