
Luxury Apartments for Rent in Winter Garden, FL with Swimming Pool (60 Rentals)
The most luxurious Apartments in Winter Garden with high-end amenities, features, and finishes.


Ascend Waterleigh Village

Birchstone Waterleigh

Vida Winter Garden

Homestead at Hamlin

Solay Horizon West

Vintage Horizon West

IMT Sonoma Hills

Windermere Cay

The Haven at Lake Britt
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.

Registry on Grass Lake

Corban Horizon West

The Lodge at Hamlin

Lakewalk at Hamlin

The Westerly

Overture Hamlin 55+ Active Adult Apartment...

13849 Lanyard Way

9223 Vintage Hills Way

9223 Vintage Hills Way

9223 Vintage Hills Way
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.

5000 Citrus Leaf Blvd

14214 Prunningwood Pl

15379 Shonan Gold Dr

907 Muirwood Way

319 Grand Royal Cir

15467 Sugar Citrus Dr

10360 Austrina Oak Lp

1547 Bayfront Pk Aly

16025 Silver Brk Wy

13896 Lanyard Wy
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.

2069 Nerva Rd

16324 Silver Grv Blvd

5133 Citrus Leaf Blvd

6160 Hamlin Reserve Blvd

1021 Temple Grove Pl

7567 Green Mountain Way

5382 Bowman Dr

13890 Title Wy

15609 Water Spring Blvd

10672 Words Dr
Top Neighborhoods Near Orlando Major Employers
Learn about the best places to live near major employers in Orlando with original content written by our Local Expert Darla Ferrara

15074 Windflower Aly

12615 Clear Sapphire Dr

Elan Crown Point

The Oasis at Lake Bennet

Ocoee Village

Broadstone Overlands

Skyline at Westfall Station

Addison At Windermere

The Alibi at Lake Lilly

Arya at Windermere 55+ Active Adult Living
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.
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 | $1,593 | $1,099 | $1,755 |
| Winter Garden 1 Bedroom Apartments | $1,829 | $1,299 | $3,557 |
| Winter Garden 2 Bedroom Apartments | $2,232 | $1,449 | $3,525 |
| Winter Garden 3 Bedroom Apartments | $2,691 | $1,909 | $4,454 |
| Winter Garden 4 Bedroom Apartments | $2,781 | $2,761 | $2,801 |
Explore Winter Garden
Winter Garden, FL Local Guide
- Winter Garden Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
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.
Read ArticleThe 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.
Read ArticleCash 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.
Read ArticleYour 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 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 $1,295.
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 $2,283.
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 $1,595 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 753 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

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

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.