
Homes for Rent in Winter Garden, FL with Swimming Pool (40 Rentals)


303 Southern Pecan Cir, Unit 207

316 Southern Pecan Cir

13939 Daniels Landing Cir

16190 Harbor Mist Aly

13849 Lanyard Way

9223 Vintage Hills Way

9223 Vintage Hills Way
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.

9223 Vintage Hills Way

9223 Vintage Hills Way

9223 Vintage Hills Way

12067 Bracco St

15509 Oxley St

15467 Sugar Citrus Dr

14336 Orchard Hills Blvd

17361 Bal Harbour 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.

8270 Topsail Pl

12151 Walker Pond Rd

694 Brooks Field Dr

15000 Stratus Lp

15000 Stratus Lp

15000 Stratus Lp

6433 Breeze Filled Ln

12615 Clear Sapphire Dr
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.

5922 Grassy Point Rd

13338 Fountainbleau Dr

225 Largovista Dr

4542 Blue Major Dr

14624 Yellow Butterfly Rd

11445 Vicolo Loop

11994 McKinnon Rd

6926 Cucamelon Ct
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.

2113 Grove Point Ln

4302 Isabella Cir

6219 Tiroco Wy

6115 Orta Ct

5000 Collina Ter

14217 Bridgewater Crossings Blvd

5000 Collina Ter

5000 Collina Ter
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 a home in Winter Garden?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Winter Garden 2 Bedroom Homes for Rent | $1,960 | $1,600 | $2,450 |
| Winter Garden 3 Bedroom Homes for Rent | $2,738 | $1,995 | $5,800 |
| Winter Garden 4 Bedroom Homes for Rent | $3,280 | $2,450 | $6,500 |
| Winter Garden 5 Bedroom Homes for Rent | $4,846 | $2,939 | $10,000+ |
| Winter Garden 6 Bedroom Homes for Rent | $11,425 | $5,900 | $10,000+ |
| Winter Garden 7 Bedroom Homes for Rent | $8,675 | $3,850 | $10,000+ |
Browse Top Homes for Rent in Winter Garden
Explore Winter Garden
Winter Garden, FL Local Guide
- Winter Garden Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
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
Frequently Asked Questions about Winter Garden
What type of rentals are currently available in Winter Garden?
There are currently 84 Apartments for Rent in Winter Garden, FL with pricing that ranges from $1,150 to $4,706. There are also 252 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Garden ranging from $850 to $18,500.
What is the current price range for Rental Homes in Winter Garden?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winter Garden ranges from $850 to $18,500 with an average monthly rent of $4,908.
How much are larger Three and Four Bedroom Rentals in Winter Garden?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Winter Garden range from $1,886 to $4,432, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,995 to $5,800. Four Bedroom Single-Family rentals are also available starting from $2,450 and Four Bedroom Apartments start at $2,799.
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.