
Apartments for Rent in Windermere, FL with Swimming Pool (64 Rentals)


Venetian Isle

Citra at Windermere

Talcott at Windermere

Casa Mirella

MAA Crosswater

MAA Windermere

9014 Outlook Rock Trail

12526 Cruxbury Dr
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.

13461 Zori Ln

7582 Lake Albert Dr

9332 Windy Ridge Rd

1461 Glenheather Dr

11445 Vicolo Loop

2113 Grove Point Ln

307 W 4th Ave

8399 Bowden Way

6533 Cartmel Ln

6036 Greatwater Dr
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.

8402 Lake Burden Cir

4260 Isabella Cir

8179 Maritime Flag St

The Oasis at Lake Bennet

The Haven at Lake Britt

Advenir at The Oaks

Overture Hamlin 55+ Active Adult Apartment Homes

IMT Sonoma Hills
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.

Windermere Cay

Zen

The Debra Metrowest

Ellery at Lake Sherwood

The Alibi at Lake Lilly

The Lodge at Hamlin

Arya at Windermere

Lakewalk at Hamlin

Windermere at Lakes Edge Apartments

ARIUM Lakeview

Hawthorne Groves

Park Place at Maguire Apartments
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

The Rialto

7270 Westpointe Blvd, Unit 932

7280 Westpointe Blvd, Unit 815

7350 Westpointe Blvd, Unit 212

7350 Westpointe Blvd, Unit 212

7330 Westpointe Blvd, Unit 414

2939 Barrymore Ct

7340 Westpointe Blvd, Unit 1223
Orlando's Best Affordable Neighborhoods
Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara

7220 Westpointe Blvd, Unit 1423

7670 Milano Dr

7904 Westminster Abbey Blvd
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 with Swimming Pool | $1,682 | $1,640 | $1,750 |
Windermere 1 Bedroom Apartments with Swimming Pool | $1,846 | $1,221 | $3,308 |
Windermere 2 Bedroom Apartments with Swimming Pool | $2,255 | $1,495 | $3,606 |
Windermere 3 Bedroom Apartments with Swimming Pool | $2,703 | $1,889 | $4,954 |
Windermere 4 Bedroom Apartments with Swimming Pool | $3,096 | $2,408 | $4,045 |
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Windermere, FL Local Guide
- Windermere Neighborhoods
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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.
Pet Friendly LifestyleWindermere, FL
Ranked #279
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
2.5Pet Friendly
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
Getting Around Windermere, FL
Walk Score®
25 / 100
Car-Dependent
Most errands require a car
Bike Score®
43 / 100
Somewhat Bikeable
Minimal bike infrastructure
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
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 $1,221.
How much is the average rent for Windermere Apartments with Swimming Pool?
The average rent for a Apartment in Windermere with Swimming Pool is $2,432.
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 $1,640 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 747 sq ft.
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.

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.

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Written by: Christine Leonard, Esq.
Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.