
Apartments for Rent in Winter Garden, FL with Swimming Pool (84 Rentals)


Prose Horizons Village

Vida Winter Garden

Silverleaf Oaks

Ascend Waterleigh Village

The Haven at Lake Britt

Apollo Apartments

Registry on Grass Lake

Birchstone Waterleigh

Homestead at Hamlin
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.

Solay Horizon West

Prose Avalon Pointe

Vintage Horizon West

IMT Sonoma Hills

Windermere Cay

Halston Waterleigh

Corban Horizon West

The Lodge at Hamlin

Lakewalk at Hamlin

Country Gardens
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 Westerly

Inland Seas Apartments

Overture Hamlin 55+ Active Adult Apartment Homes

Garden City Apartments

Slate Luxury Apartments

303 Southern Pecan Cir, Unit 207

316 Southern Pecan Cir

13939 Daniels Landing Cir

502 First Cape Coral Dr

16190 Harbor Mist Aly
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.

15412 Amberbeam Blvd

13849 Lanyard Way

16024 Micelli Dr, Unit 1

9223 Vintage Hills Way

9223 Vintage Hills Way

9223 Vintage Hills Way

9223 Vintage Hills Way

9223 Vintage Hills Way

15509 Oxley St

12067 Bracco St
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.

15467 Sugar Citrus Dr

714 Bellshire Way

14336 Orchard Hills Blvd

17361 Bal Harbour Dr

5954 Cypress Hill Rd

8270 Topsail Pl

12151 Walker Pond Rd

694 Brooks Field Dr

6433 Breeze Filled Ln

12615 Clear Sapphire 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
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 with Swimming Pool | $1,610 | $1,150 | $1,775 |
| Winter Garden 1 Bedroom Apartments with Swimming Pool | $1,845 | $1,250 | $4,689 |
| Winter Garden 2 Bedroom Apartments with Swimming Pool | $2,230 | $1,499 | $3,525 |
| Winter Garden 3 Bedroom Apartments with Swimming Pool | $2,709 | $1,899 | $4,684 |
| Winter Garden 4 Bedroom Apartments with Swimming Pool | $2,966 | $2,875 | $3,060 |
Browse Top Apartments in Winter Garden
See all Apartments in Winter GardenExplore Winter Garden
Winter Garden, FL Local Guide
- Winter Garden Neighborhoods
- Nearby Cities
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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.
Read ArticleDon'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 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.
Pet Friendly LifestyleWinter Garden, FL
Ranked #42
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
2.5Pet Friendly
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
Getting Around Winter Garden, FL
Walk Score®
40 / 100
Car-Dependent
Most errands require a car
Bike Score®
46 / 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 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 Windermere at Lakes Edge Apartments listed at $1,321.
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 $2,273.
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 2,231 square feet unit starting from $2,575 at Silverleaf Oaks.
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 752 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.

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.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!

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.