
Luxury Homes for Rent in Windermere, FL (110 Rentals)
The most luxurious Homes in Windermere with high-end amenities, features, and finishes.


8398 Iron Mountain Trail

14284 Desert Haven St

7621 Sutherton Ln

8145 Serenity Spring Dr

12910 Calderdale Ave

14242 Desert Haven St

1047 Lascala Dr

12958 Vennetta Way

13131 Vennetta Way
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.

7664 Fairgrove Ave

12609 Salomon Cove Dr

13645 Riggs Way

8536 Iron Mountain Trail

8623 Via Trieste Dr

11320 Jasper Kay Terrace

7654 Fairgrove Ave

7448 Leighside Dr

13718 Beckman Dr

WINDERMERE TRAILS - 3BR/2.5BA PLUS DEN - WALK TO THE PARK
Cash 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.

805 Oakdale St

8620 Wellington Blue Ln

13833 Bridgewater Crossings Blvd

8436 Greenbank Blvd

8436 Greenbank Blvd

7819 Hardenton St

1314 Glenwick Dr

6920 Helmsley Cir

13762 Summer Harbor Ct

11842 Silverlake Park 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

7681 Fordson Ln

7231 Rambling Water Way

5031 Blue Major Dr

8174 Enchantment Drive

14217 Bridgewater Crossings Blvd

13094 Kegan St

6251 Talaria Dr

13426 Chariho Ln

5212 Lemon Twist Ln

4835 Blue Major 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.

11551 Via Lucerna Cir

7224 Halton Ct

12808 Westside Vlg Lp

6836 Trellis Vine Loop

9134 Sabal Palm Cir

1626 Whitney Isles Dr

10733 Village Lake Rd

13309 Fernow St

6776 Trellis Vine Loop

5414 Gemgold Ct
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.
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 | $2,441 | $1,600 | $3,000 |
| Windermere 3 Bedroom Homes for Rent | $2,997 | $2,095 | $10,000+ |
| Windermere 4 Bedroom Homes for Rent | $3,842 | $2,395 | $8,500 |
| Windermere 5 Bedroom Homes for Rent | $9,037 | $3,300 | $10,000+ |
| Windermere 6 Bedroom Homes for Rent | $12,483 | $4,150 | $10,000+ |
| Windermere 7 Bedroom Homes for Rent | $26,500 | $10,000 | $10,000+ |
Browse Top Homes for Rent in Windermere
Explore Windermere
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 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.
Pet Friendly LifestyleWindermere, FL
Ranked #411
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
2.5Pet Friendly
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 52 Apartments for Rent in Windermere, FL with pricing that ranges from $1,110 to $4,505. There are also 123 Single Family Homes for rent, Condos, and Townhome rentals currently available in Windermere ranging from $1,400 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 $1,400 to $39,500 with an average monthly rent of $8,518.
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 $1,834 to $3,788, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,095 to $12,000. Four Bedroom Single-Family rentals are also available starting from $2,395 and Four Bedroom Apartments start at $2,280.
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.

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!