
Luxury Apartments for Rent in Winter Garden, FL with Swimming Pool (41 Rentals)
The most luxurious Apartments in Winter Garden with high-end amenities, features, and finishes.


Vida Winter Garden

Ascend Waterleigh Village

Registry on Grass Lake

Birchstone Waterleigh

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Homestead at Hamlin

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Corban Horizon West

Solay Horizon West
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.

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Windermere Cay

Halston Waterleigh

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The Lodge at Hamlin

Lakewalk at Hamlin

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Overture Hamlin 55+ Active Adult Apartment...

The Westerly

16279 Taliesin Street

1847 Nesting Ln
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.

14095 Lochend Wy

15467 Sugar Citrus Dr

1237 Portmoor Way

17877 C R 378

16324 Silver Grv Blvd

15704 Marina Bay Dr

16350 Hamlin Vw St

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Elan Crown Point
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.

The Oasis at Lake Bennet

Ocoee Village

Skyline at Westfall Station

Arya at Windermere

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AVENUE ON OAKLAND

Addison At Windermere

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Broadstone Overlands

Serenza at Ocoee Village Apartments
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.

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Regency

The Alibi at Lake Lilly

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Windermere at Lakes Edge Apartments

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Park Place at Maguire Apartments

17412 Promenade Dr

6308 Lake Smith Cir

11538 Delwick Dr

4326 Isabella Cir
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

10577 Down Lakeview Cir
Winter Garden, FL Local Guide

How much does it cost to rent an apartment in Winter Garden?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winter Garden Studio Apartments | $1,613 | $1,480 | $1,724 |
| Winter Garden 1 Bedroom Apartments | $1,857 | $1,330 | $2,900 |
| Winter Garden 2 Bedroom Apartments | $2,264 | $1,444 | $6,046 |
| Winter Garden 3 Bedroom Apartments | $2,723 | $1,869 | $4,438 |
| Winter Garden 4 Bedroom Apartments | $2,664 | $2,615 | $2,742 |
Explore Winter Garden
Winter Garden, FL Local Guide
- Winter Garden 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 Winter Garden, FL
School data provided by Great Schools
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Winter Garden, FL Rentals by Map
See the most popular apartments and homes in Winter Garden, FL
Frequently Asked Questions about Winter Garden Apartments with Swimming Pool
What is the Cheapest Swimming Pool apartment in Winter Garden?
Currently the most affordable Apartment in Winter Garden with Swimming Pool is at Advenir at The Oaks listed at $1,380.
How much is the average rent for Winter Garden Apartments with Swimming Pool?
The average rent for a Apartment in Winter Garden with Swimming Pool is $2,338.
What is the largest Winter Garden Apartment for rent with Swimming Pool?
Today's Apartment with Swimming Pool and the most square footage in Winter Garden is a 2,025 square feet unit starting from $1,740 at Elan Crown Point.
What is the average size for Winter Garden Apartments for rent with Swimming Pool?
The average size for a rental with Swimming Pool in Winter Garden is currently at 738 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

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

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.

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.

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.