Cheap Apartments for Rent in the Windermere Neighborhood of Windermere, FL from $1,000 (66 Rentals)

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Search the lowest-cost Apartments available for rent right now in the Windermere area of Windermere.

property at 8365 Lookout Pointe Dr

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600

Total Monthly Price
$1,600

1 Bedroom, 1 Bath Condo for Rent

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8365 Lookout Pointe Dr, Unit Guest Suite

8365 Lookout Pointe Dr
WindermereFL34786
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Casa Mirella
Rent Specials
$1,676 - $2,538
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Total Monthly Price

Base Rent
$1,676 - $2,538

Total Monthly Price
$1,676 - $2,538
1 to 3 Bedroom Apartments Available Now

Casa Mirella

101 Casa Mirella WayWindermere, FL 34786
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Venetian Isle
Rent Specials
$1,835 - $5,803
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$1,835 - $5,803

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1 to 3 Bedroom Apartments Available Now

Venetian Isle

6506 San Francesco WayWindermere, FL 34786
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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.

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Country Gardens
Rent Specials
$1,449 - $1,979
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$1,449 - $1,979

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1 to 3 Bedroom Apartments Available Now

Country Gardens

15122 W Colonial DrWinter Garden, FL 34787
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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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Hawthorne Groves
Rent Specials
$1,527 - $2,022
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$1,527 - $2,022

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1 to 3 Bedroom Apartments Available Now

Hawthorne Groves

204 Hawthorne Groves BlvdOrlando, FL 32835
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Apollo Apartments
Rent Specials
$1,577 - $2,370
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$1,577 - $2,370

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Studio to 2 Bedroom Apartments Available Now

Apollo Apartments

7000 Kiran Patel DrWinter Garden, FL 34787
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IMT Sonoma Hills
$1,585 - $1,935
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Base Rent
$1,585 - $1,935

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1 to 3 Bedroom Apartments Available Now

IMT Sonoma Hills

14619 Casita RidgeWinter Garden, FL 34787
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Windermere Cay
Rent Specials
$1,636 - $2,702
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Total Monthly Price

Base Rent
$1,636 - $2,702

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1 to 3 Bedroom Apartments Available Now

Windermere Cay

8200 Jayme DrWinter Garden, FL 34787
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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.

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Broadstone Overlands
Rent Specials
$1,649 - $4,399
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Total Monthly Price

Base Rent
$1,649 - $4,399

Total Monthly Price
$1,649 - $4,399
1 to 3 Bedroom Apartments Available Now

Broadstone Overlands

5000 Collina TerClermont, FL 34711
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The Lodge at Hamlin
Rent Specials
$1,664 - $3,095
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Total Monthly Price

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$1,664 - $3,095

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1 to 3 Bedroom Apartments Available Now

The Lodge at Hamlin

6151 Lake Lodge DrWinter Garden, FL 34787
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Regency
$1,724 - $3,100
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Total Monthly Price

Base Rent
$1,724 - $3,100

Total Monthly Price
$1,724 - $3,100
Studio to 3 Bedroom Apartments Available Now

Regency

1601 Maguire RdOcoee, FL 34761
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property at 122 Windtree Ln

$1,750

Total Monthly Price

Total Monthly Price

Base Rent
$1,750

Total Monthly Price
$1,750

2 Bedroom, 2 Bath Condo for Rent

Available Now

122 Windtree Ln, Unit 122 - O

122 Windtree Ln
Winter GardenFL34787
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Corban Horizon West
Rent Specials
$1,800 - $3,250
Total Monthly Price

Total Monthly Price

Base Rent
$1,800 - $3,250

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Varies
1 to 3 Bedroom Apartments Available Now

Corban Horizon West

15000 Stratus LoopWinter Garden, FL 34787
Family Friendly
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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.

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Wellesley
1 to 3 Bedroom Apartments

Wellesley

8775 Wellesley Lake DrOrlando, FL 32818
  • Utilities Included
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Winterwoods
Studio to 2 Bedroom Apartments

Winterwoods

15300 W Colonial DrWinter Garden, FL 34787
Corporate Housing
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West Pointe Villas
2 to 4 Bedroom Apartments

West Pointe Villas

1201 W Pointe Villas BlvdWinter Garden, FL 34787
  • Utilities Included

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.

Windermere, Windermere, FL Local Guide

Cheapest Available Windermere Apartments for Rent

 

The cheapest available apartment rental in the Windermere area of Windermere, FL is a 1 Bed unit found at ARIUM Lakeview priced from $1,129. Advenir at The Oaks has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,309. Here are the most affordable Windermere apartments for rent in Windermere, FL:

Apartment ListingModel NameBed/BathPriced From
ARIUM LakeviewA11BR,1BA$1,129
Advenir at The OaksBirch Renovated1BR,1BA$1,309
Palm CrossingClementine1BR,1BA$1,498
Hawthorne GrovesRidgemont UP2BR,2BA$1,527
Citra at WindermereAmethyst1BR,1BA$1,555
Windermere at Lakes Edge ApartmentsArtist1BR,1BA$1,557
Apollo ApartmentsBloomStudio,1BA$1,577
IMT Sonoma HillsA11BR,1BA$1,585
The Alibi at Lake LillyBuchanan S3TStudio,1BA$1,600
Country GardensTwo Bedroom Two Bath2BR,2BA$1,629

Best Value Apartments for Rent in Windermere, FL

As of June 08, 2026 the best value apartment in the Windermere area is the $1.96 price per square foot B4 2x2 1513 SF Model at MAA Sand Lake in the in the Goodings Plaza neighborhood starting from $2,973. The second greatest value Windermere apartment is the B2 Model at Casa Mirella starting at $1,951 with a $1.39 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 ListingModel NameBed/BathPrice Per Sq.Ft.
MAA Sand LakeB4 2x2 1513 SF2BR,2BA$1.96
Casa MirellaB22BR,2BA$1.39
MAA Windermere32A3BR,2BA$1.76
Hawthorne GrovesSherwood DN2BR,2BA$1.47
7618 Pissarro Dr, Unit 1017618 Pissarro Dr2BR,2BA$1.63
Country GardensTwo Bedroom Two Bath2BR,2BA$1.71
Citra at WindermereAmethyst1BR,1BA$1.80
Venetian IsleCapri1BR,1BA$2.13
Windermere CayDelano1BR,1BA$2.16
Advenir at The OaksBirch1BR,1BA$2.06

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.

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Real 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.

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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.

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Lifestyle Ratings

ApartmentHomeLiving brings you comprehensive Lifestyle Ratings of rentals in metropolitan areas across the United States including Windermere, Windermere, and the greater Windermere area. LifeStyle Ratings are the best way to sort through finding a place to live - beyond price and floorplan. This takes in many factors including rankings of the best places for convenient access to the outdoors, luxury amenities, pet-friendly features, family-friendliness, proximity to transit, and more. Use Lifestyle Search in the site filter options on this page - and find your Perfect place!

Frequently Asked Questions about Cheap Windermere Apartments

What is a cheap apartment in Windermere?

A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in Windermere is under $1,629.

What is the price of a cheap apartment in Windermere?

The cheapest apartment in Windermere is ARIUM Lakeview which is listed at $1,122, while the average apartment in Windermere costs $2,900.

What types of apartments are the cheapest in Windermere?

Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 16 regular apartments in Windermere that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.

How do the prices of cheap apartments compare to the average apartment in Windermere?

Cheap apartments in Windermere have an average cost of $129 which is $2,771 cheaper than the average rent for all rentals in Windermere.

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.

Articles, How-To's, and Tips

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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.

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Creative Ways Developers Reimagine Retail Spaces as Residential Units

Written by: Robin Stewart

Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

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Neighborhood and Market Insights: How to Choose the Right Area to Rent

Written by: Robin Stewart

Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.

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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.