
Apartments for Rent in Windermere, FL Under $2,000 with Swimming Pool (25 Rentals)


Citra at Windermere

Total Monthly Price
Casa Mirella

MAA Crosswater

MAA Windermere

8264 Maritime Flag St
Apartment Common Area Rules: What Renters Need to Know
From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

The Oasis at Lake Bennet

Arya at Windermere

The Haven at Lake Britt

Total Monthly Price
IMT Sonoma Hills

Total Monthly Price
Windermere Cay

Total Monthly Price
Kestra
Understanding Amenity Fees: Know Where You Might Be Able to Save Money
What are amenity fees and are they optional? This guide breaks down everything you need to know about apartment amenity fees, including when you can opt out and how you might be able to lower your rent.

Total Monthly Price
Zen

The Debra Metrowest

Ellery at Lake Sherwood

Total Monthly Price
The Lodge at Hamlin

Total Monthly Price
Regency

Lakewalk at Hamlin
It's time to soak up some sun!
One of the easiest and more obvious ways of enjoying the summer sun is to lounge out by your community pool. Learn a Few Rules to Keep in Mind while at the pool.

The Alibi at Lake Lilly

Advenir at The Oaks

Windermere at Lakes Edge Apartments

Millennium MetroWest

Total Monthly Price
Hawthorne Groves

Park Place at Maguire Apartments
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.

ARIUM Lakeview
Windermere, FL Local Guide

How much does it cost to rent an apartment in Windermere?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Windermere Studio Apartments | $1,637 | $1,480 | $1,724 |
| Windermere 1 Bedroom Apartments | $1,796 | $1,018 | $2,871 |
| Windermere 2 Bedroom Apartments | $2,214 | $1,434 | $4,289 |
| Windermere 3 Bedroom Apartments | $2,556 | $1,897 | $3,450 |
| Windermere 4 Bedroom Apartments | $2,849 | $2,434 | $3,264 |
Explore Windermere
Windermere, FL Local Guide
- Windermere Neighborhoods
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Your 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 Apartments with Swimming Pool
What is the Cheapest Swimming Pool apartment in Windermere?
Currently the most affordable Apartment in Windermere with Swimming Pool is at ARIUM Lakeview listed at $1,018.
How much is the average rent for Windermere Apartments with Swimming Pool?
The average rent for a Apartment in Windermere with Swimming Pool is $2,738.
What is the largest Windermere Apartment for rent with Swimming Pool?
Today's Apartment with Swimming Pool and the most square footage in Windermere is a 1,930 square feet unit starting from $1,480 at The Alibi at Lake Lilly.
What is the average size for Windermere Apartments for rent with Swimming Pool?
The average size for a rental with Swimming Pool in Windermere is currently at 730 sq ft.
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.