Apartments for Rent in Winter Park, FL with Swimming Pool (141 Rentals) Page 2 of 3

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Chateaux du Lac
2 Bedroom Apartments

Chateaux du Lac

1500 Gay RdWinter Park, FL 32789
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Park West Condominiums
Studio Apartments

Park West Condominiums

200-300 Carolina AveWinter Park, FL 32789
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Parkview Village
1 to 2 Bedroom Apartments

Parkview Village

350 S Semoran BlvdWinter Park, FL 32792

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Gables Baldwin Park
Rent Specials
$2,218 - $4,449
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$2,218 - $4,449

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Studio to 3 Bedroom Apartments Available Now

Gables Baldwin Park

2050 Jake StOrlando, FL 32814
Student Housing
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Inscribe Apartments
Rent Specials
$1,629 - $2,535
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Total Monthly Price

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$1,629 - $2,535

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1 to 3 Bedroom Apartments Available Now

Inscribe Apartments

110 Zora PlOrlando, FL 32810
Student Housing
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Advenir at Magnolia
Rent Specials
$1,157 - $1,742
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$1,157 - $1,742

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Studio to 2 Bedroom Apartments Available Now

Advenir at Magnolia

210 Welcome WayFern Park, FL 32730
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Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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Baldwin Harbor
$2,025 - $4,804
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$2,025 - $4,804

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1 to 3 Bedroom Apartments Available Now

Baldwin Harbor

1771-1887 Jake StOrlando, FL 32814
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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 Ferrara

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Vida at Health Village
Rent Specials
$1,718 - $8,080
Total Monthly Price

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$1,718 - $8,080

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Studio to 3 Bedroom Apartments Available Now

Vida at Health Village

2680 N Orange AveOrlando, FL 32804
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Aurora on the Trail
Rent Specials
$1,700 - $3,255
Total Monthly Price

Total Monthly Price

Base Rent
$1,700 - $3,255

Total Monthly Price
$1,700 - $3,255
Studio to 3 Bedroom Apartments Available Jun 7

Aurora on the Trail

825 McCullough AveOrlando, FL 32803
Corporate Housing
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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 $2,309.

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 $1,934 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 654 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

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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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Articles, How-To's, and Tips

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A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

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I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

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Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

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This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

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Maximizing Your Refund: Essential Tax Tips for Renters

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