Top Rated Apartments for Rent in Winter Garden, FL with Swimming Pool (25 Rentals)

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Apartments in Winter Garden with the best features, newest construction, and richest amenities.

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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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 Park Place at Maguire Apartments listed at $1,436.

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 $2,399.

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 1,930 square feet unit starting from $1,530 at The Alibi at Lake Lilly.

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 767 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.

decorative image for An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent article

An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent

Written by: Darla F

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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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.

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Understanding Amenity Fees: Know Where You Might Be Able to Save Money

Written by: Amber Kanuckel

With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.

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How Your Move-In Inspection Can Protect Your Security Deposit

Written by: Christine Leonard, Esq.

If you’re anything like most people, housing costs represent a huge chunk of your monthly budget. On top of that, moving can be both a stressful and expensive affair.