New Apartments for Rent in Winter Park, FL with Swimming Pool (25 Rentals)

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The Yard at Ivanhoe
$1,867 - $3,772
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$1,867 - $3,772
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Built in 20191 to 3 Bedroom Apartments Available Now

The Yard at Ivanhoe

1460 Alden RdOrlando, FL 32803
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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.

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Gables Baldwin Park
Rent Specials
$2,316 - $8,236
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$2,316 - $8,236
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Built in 2025Studio to 3 Bedroom Apartments Available Now

Gables Baldwin Park

2050 Jake StOrlando, FL 32814
Student Housing
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Inscribe Apartments
Rent Specials
$1,699 - $2,705
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$1,699 - $2,705
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Built in 20231 to 3 Bedroom Apartments Available Now

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110 Zora PlOrlando, FL 32810
Student Housing
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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

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Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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400 North
$1,671 - $3,885
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$1,671 - $3,885
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Built in 20191 to 3 Bedroom Apartments Available Now

400 North

400 N Orlando AveMaitland, FL 32751
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Aurora on the Trail
Rent Specials
$1,700 - $3,255
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$1,700 - $3,255
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$1,700 - $3,255
Built in 2019Studio to 3 Bedroom Apartments Available Now

Aurora on the Trail

825 McCullough AveOrlando, FL 32803
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Vida at Health Village
$1,730 - $6,823
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$1,730 - $6,823
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Built in 2022Studio to 3 Bedroom Apartments Available Now

Vida at Health Village

2680 N Orange AveOrlando, FL 32804
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Understanding Amenity Fees: Know Where You Might Be Able to Save Money

What are amenity fees and are they optional? This guide breaks down everything you need to know about apartment amenity fees, including when you can opt out and how you might be able to lower your rent.

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Showing Results 1-25, Page 1 of 1

Winter Park, FL Local Guide

Your 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

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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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Frequently Asked Questions about Winter Park Apartments with Swimming Pool

What is the Cheapest Swimming Pool apartment in Winter Park?

Currently the most affordable Apartment in Winter Park with Swimming Pool is at Kingswood Apartments listed at $900.

How much is the average rent for Winter Park Apartments with Swimming Pool?

The average rent for a Apartment in Winter Park with Swimming Pool is $2,343.

What is the largest Winter Park Apartment for rent with Swimming Pool?

Today's Apartment with Swimming Pool and the most square footage in Winter Park is a 3,513 square feet unit starting from $1,894 at Lake House.

What is the average size for Winter Park Apartments for rent with Swimming Pool?

The average size for a rental with Swimming Pool in Winter Park is currently at 660 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

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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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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.

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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.

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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

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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

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Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

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How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

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Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.