Homes for Rent in Winter Garden, FL with Swimming Pool (42 Rentals)

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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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property at 78 Windtree Ln

78 Windtree Ln

Winter GardenFL34787
property at 51 Windtree Ln

51 Windtree Ln

Winter GardenFL34787

Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

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Orlando's Best Affordable Neighborhoods

Learn about Orlando and the best places to live with original content written by our Local Expert Darla F

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Winter Garden, FL Local Guide

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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.

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Frequently Asked Questions about Winter Garden

What type of rentals are currently available in Winter Garden?

There are currently 77 Apartments for Rent in Winter Garden, FL with pricing that ranges from $1,099 to $4,685. There are also 237 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Garden ranging from $900 to $12,700.

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 $900 to $12,700 with an average monthly rent of $3,521.

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 $1,450 to $4,685, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,300 to $4,500. Four Bedroom Single-Family rentals are also available starting from $1,965 and Four Bedroom Apartments start at $2,729.

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.

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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.

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Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Written by: Christine Leonard, Esq.

Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.

decorative image for Renting Smart: Lease Basics Every Renter Needs article

Renting Smart: Lease Basics Every Renter Needs

Written by: Christine Leonard, Esq.

Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

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Battling the Butts: Your Guide to the Reality of Smoke-Free Renting

Written by: Andrea Lee Negroni, JD

While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.