Cheap Apartments for Rent in the Windermere Neighborhood of Windermere, FL from $1,000 (46 Rentals)

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

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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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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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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Wellesley
1 to 3 Bedroom Apartments

Wellesley

8775 Wellesley Lake DrOrlando, FL 32818
  • Utilities Included
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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.

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Palm Crossing
1 to 3 Bedroom Apartments

Palm Crossing

1240 Winter Garden Vineland RdWinter Garden, FL 34787
Corporate Housing
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Cortland Independence
1 to 3 Bedroom Apartments

Cortland Independence

14600 Avenue of the Groves AveWinter Garden, FL 34787
Corporate Housing
property at 1320 Beulah Rd

1320 Beulah Rd

Winter GardenFL34787
property at 15000 Stratus Lp

15000 Stratus Lp

Winter GardenFL34787
property at 5000 Collina Ter

5000 Collina Ter

ClermontFL34711

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.

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Showing Results 1-46, Page 1 of 1

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 $1,054. Winterwoods has the second lowest priced unit, which is a Studio apartment currently listed from $1,099. Here are the most affordable Windermere apartments for rent in Windermere, FL:

Apartment ListingModel NameBed/BathPriced From
ARIUM LakeviewA11BR,1BA$1,054
WinterwoodsStudio ApartmentStudio,1BA$1,099
Advenir at The OaksBirch1BR,1BA$1,300
Hawthorne GrovesBirchwood UP1BR,1BA$1,364
Windermere at Lakes Edge ApartmentsSands Key1BR,1BA$1,438
Palm CrossingClementine1BR,1BA$1,477
IMT Sonoma HillsA11BR,1BA$1,530
Citra at WindermereAmethyst1BR,1BA$1,585
Park Place at Maguire ApartmentsA21BR,1BA$1,597
Apollo ApartmentsCelestial - Alt1BR,1BA$1,599

Best Value Apartments for Rent in Windermere, FL

As of December 02, 2025 the best value apartment in the Windermere area is the $1.40 price per square foot C Model at Casa Mirella in the in the Ashton Park neighborhood starting from $2,453. The second greatest value Windermere apartment is the Benton Model at Silverleaf Oaks starting at $2,575 with a $1.58 price per square foot in the Southwest 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.
Casa MirellaC3BR,2BA$1.40
Silverleaf OaksBenton3BR,2.5BA$1.58
MAA Windermere22A2BR,2BA$1.96
Country GardensTwo Bedroom Two Bath2BR,2BA$1.79
Citra at WindermereAmethyst1BR,1BA$1.83
Venetian IsleCapri1BR,1BA$1.96
The RialtoCapri1BR,1BA$1.97
Hawthorne GrovesBirchwood DN1BR,1BA$1.65
Windermere at Lakes Edge ApartmentsBayside1BR,1BA$2.11
Advenir at The OaksBirch Renovated1BR,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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The 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.

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Quick 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.

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Pet Friendly Lifestyle
Windermere, Windermere, FL

Ranked #2

Among cities in Florida for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

3.5
Pet Friendly

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Best Local Schools in
Windermere, Windermere, FL

School data provided by Great Schools

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 the Cheapest Studio apartment in Windermere?

Currently the most affordable Cheap Studio Apartment in Windermere is at Winterwoods listed at $1,099.

How much is rent for a Cheap One Bedroom Windermere Apartment?

The lowest price for a Cheap One Bedroom Windermere Apartment is $1,065 at ARIUM Lakeview.

What is the lowest price for a Cheap Two Bedroom Windermere Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Windermere is starting from $1,398 at Hawthorne Groves.

What is the most affordable Windermere Three Bedroom Apartment?

The best deal on a cheap Windermere Three Bedroom Apartment rental is at Windermere at Lakes Edge Apartments and starts from $1,773.

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.

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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.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

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Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.