
Cheap Homes for Rent in Windermere, FL from $1,300 (15 Rentals)
Search the lowest-cost Homes available for rent right now in Windermere.


7330 Westpointe Blvd

8264 Maritime Flag St

804 Oakdale St, Unit Suite

8256 Maritime Flag St
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

13014 Langstaff Dr

11564 Mizzon Dr, Unit 109, Unit 109

11564 Mizzon Dr

11434 Jasper Kay Terrace

7270 Westpointe Blvd, Unit 932, Unit 932
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

8265 Maritime Flag St

8277 Maritime Flag St

7300 Westpointe Blvd

7350 Westpointe Blvd, Unit 212, Unit 212

8140 Serenity Spring Dr
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.
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
Explore Windermere
Windermere, FL Local Guide
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Cheapest Neighborhoods for Apartments in Windermere, FL
Pricing Updated: 05/24/2026Current apartment rentals in the Windermere, FL area range in price from to with an overall median price of . Here is today’s list neighborhoods with the lowest median pricing for Windermere Apartments for rent:
| Neighborhood | Median Price | Min Price | Available Units |
|---|---|---|---|
| Summerlake | $5,800 | $675 | 69 |
| Windermere | $5,800 | $675 | 184 |
Cheapest Available Windermere Apartments for Rent
 The cheapest available apartment rental in Windermere, FL is a 1 Bed unit found at ARIUM Lakeview in the Ashton Park neighborhood priced from $1,102. Advenir at The Oaks in the Ashton Park neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,350. Here is today’s list of the most affordable Windermere apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| ARIUM Lakeview | A1 | 1BR,1BA | $1,102 |
| Advenir at The Oaks | Birch | 1BR,1BA | $1,350 |
| Hawthorne Groves | Birchwood UP | 1BR,1BA | $1,392 |
| The Debra Metrowest | A1R2 | 1BR,1BA | $1,399 |
| Kestra | Elm | 1BR,1BA | $1,427 |
Best Value Apartments for Rent in Windermere, FL
As of May 25, 2026 the best value apartment in the Windermere area is the $1.83 price per square foot 32A Model at MAA Windermere in the in the Southbridge Village Townhomes neighborhood starting from $2,368. The second greatest value Windermere apartment is the Ridgemont DN Model at Hawthorne Groves starting at $1,847 with a $1.66 price per square foot in the Ashton Park neighborhood. Here is today’s list of the best values for Windermere apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| MAA Windermere | 32A | 3BR,2BA | $1.83 |
| Hawthorne Groves | Ridgemont DN | 2BR,2BA | $1.66 |
| Veranda Club | Lucca | 1BR,1BA | $1.98 |
| Casa Mirella | A | 1BR,1BA | $1.70 |
| Millennium MetroWest | Magnolia | 1BR,1BA | $1.85 |
| Citra at Windermere | Amethyst | 1BR,1BA | $1.83 |
| Harbortown | Nevis | 1BR,1BA | $1.88 |
| The Debra Metrowest | A2R3 | 1BR,1BA | $1.94 |
| Ellery at Lake Sherwood | The Hampton | 1BR,1BA | $1.92 |
| Kestra | Elm | 1BR,1BA | $1.99 |
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 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 ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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 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
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 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
Written by: Lauren Harrington
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.