14252 Confetti Dr
WindermereFL34786
Cheap Homes for Rent in Windermere, FL from $1,300 (15 Rentals)
Search the lowest-cost Homes available for rent right now in Windermere.
8347 Lookout Pointe Dr
WindermereFL34786
7350 Westpointe Blvd
OrlandoFL32835
7320 Westpointe Blvd
OrlandoFL32835
7330 Westpointe Blvd
OrlandoFL32835
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.
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$2,0001 Bedroom Apartments Available Aug 8
804 Oakdale St, Unit Suite
804 Oakdale StWindermere, FL 34786
8264 Maritime Flag St
WindermereFL34786
7270 Westpointe Blvd, Unit 932, Unit 932
7270 Westpointe Blvd
OrlandoFL32835
721 Magnolia St
WindermereFL34786
8921 Newmarket Dr
WindermereFL34786
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.
11434 Jasper Kay Terrace
WindermereFL34786
8611 Sugar Palm Ct
OrlandoFL32835
7300 Westpointe Blvd
OrlandoFL32835
7350 Westpointe Blvd, Unit 212, Unit 212
7350 Westpointe Blvd
OrlandoFL32835
8145 Serenity Spring Dr
WindermereFL34786
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.
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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 | $2,833 | $1,750 | $7,000 |
| Windermere 3 Bedroom Homes for Rent | $3,303 | $2,350 | $10,000+ |
| Windermere 4 Bedroom Homes for Rent | $4,353 | $2,500 | $10,000+ |
| Windermere 5 Bedroom Homes for Rent | $5,857 | $3,300 | $10,000+ |
| Windermere 6 Bedroom Homes for Rent | $6,091 | $4,275 | $7,500 |
Browse Top Homes for Rent in Windermere
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Windermere, FL Local Guide
- Windermere Neighborhoods
- Nearby Cities
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Cheapest Neighborhoods for Apartments in Windermere, FL
Pricing Updated: 04/09/2026Current 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 |
|---|---|---|---|
| Windermere | $2,594 | $1,090 | 329 |
| Summerlake | $2,818 | $1,465 | 190 |
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 $1,090. Advenir at The Oaks in the Ashton Park neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,295. 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 | $1,090 |
| Advenir at The Oaks | Birch | 1BR,1BA | $1,295 |
| The Alibi at Lake Lilly | Gatsby S1 | Studio,1BA | $1,465 |
| Hawthorne Groves | Birchwood UP | 1BR,1BA | $1,466 |
| Harbortown | Antigua | 1BR,1BA | $1,470 |
Best Value Apartments for Rent in Windermere, FL
As of April 09, 2026 the best value apartment in the Windermere area is the $1.48 price per square foot B2 Model at Casa Mirella in the in the Ashton Park neighborhood starting from $2,085. The second greatest value Windermere apartment is the Birchwood UP Model at Hawthorne Groves starting at $1,492 with a $1.71 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. |
|---|---|---|---|
| Casa Mirella | B2 | 2BR,2BA | $1.48 |
| Hawthorne Groves | Birchwood UP | 1BR,1BA | $1.71 |
| Zen | Tranquility | 1BR,1BA | $1.93 |
| Citra at Windermere | Amethyst | 1BR,1BA | $1.92 |
| The Oasis at Lake Bennet | Horizon | 1BR,1BA | $2.05 |
| Harbortown | Nevis | 1BR,1BA | $1.88 |
| Addison At Windermere | The Blade | 1BR,1BA | $2.06 |
| The Debra Metrowest | A2R3 | 1BR,1BA | $1.98 |
| Ellery at Lake Sherwood | The Hampton | 1BR,1BA | $1.92 |
| Advenir at The Oaks | Birch | 1BR,1BA | $1.93 |
10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
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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
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Best Local Schools in Windermere, FL
School data provided by Great Schools
Remember the 3 Rules of Real Estate:Location, Location, Location!
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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 $1,090 to $7,108. There are also 102 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 $4,104.
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 $1,884 to $3,969, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,350 to $12,000. Four Bedroom Single-Family rentals are also available starting from $2,500 and Four Bedroom Apartments start at $2,155.
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
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.
18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.
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.