Apartments for Rent in Winter Garden, FL with Swimming Pool (78 Rentals)

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Prose Horizons Village
Rent Specials
$1,651 - $2,262
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$1,499 - $2,110
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1 to 2 Bedroom Apartments Available Now

Prose Horizons Village

16810 Easthampstead RdWinter Garden, FL 34787
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Apollo Apartments
Rent Specials
$1,603 - $2,327
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Base Rent
$1,495 - $2,219
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Studio to 2 Bedroom Apartments Available Now

Apollo Apartments

7000 Kiran Patel DrWinter Garden, FL 34787
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Homestead at Hamlin
$1,751 - $4,229
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$1,631 - $4,109
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1 to 3 Bedroom Apartments Available Now

Homestead at Hamlin

15100 Free Range RunWinter Garden, FL 34787
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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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Prose Avalon Pointe
Rent Specials
$1,627 - $2,252
Total Monthly Price

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Base Rent
$1,475 - $2,100
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1 to 2 Bedroom Apartments Available Now

Prose Avalon Pointe

14505 Tristan CirWinter Garden, FL 34787
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Windermere Cay
Rent Specials
$1,727 - $3,520
Total Monthly Price

Total Monthly Price

Base Rent
$1,587 - $3,380
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1 to 3 Bedroom Apartments Available Now

Windermere Cay

8200 Jayme DrWinter Garden, FL 34787
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The Lodge at Hamlin
Rent Specials
$1,686 - $3,423
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Total Monthly Price

Base Rent
$1,655 - $3,392
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1 to 3 Bedroom Apartments Available Now

The Lodge at Hamlin

6151 Lake Lodge DrWinter Garden, FL 34787
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Country Gardens
Rent Specials
$1,544 - $1,989
Total Monthly Price

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$1,544 - $1,989
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1 to 3 Bedroom Apartments Available Now

Country Gardens

15122 W Colonial DrWinter Garden, FL 34787
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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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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.

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property at 14200 Avalon Rd

$1,750 - $2,536

2 To 3 Bedroom Rentals

Available Now

14200 Avalon Rd

Winter GardenFL34787

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

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property at 15621 Water Spring Blvd

$2,700

Total Monthly Price

Total Monthly Price

Base Rent
$2,700
Total Monthly Price
$2,700

3 Bedroom, 3 Bath Townhome for Rent

Available Now

15621 Water Spring Blvd

Winter GardenFL34787
property at 12893 Harvest Rain Ave

$4,400

Total Monthly Price

Total Monthly Price

Base Rent
$4,400
Total Monthly Price
$4,400

5 Bedroom, 5 Bath Home for Rent

Available Now

12893 Harvest Rain Ave

Winter GardenFL34787
property at 15609 Water Spring Blvd

$2,850

Total Monthly Price

Total Monthly Price

Base Rent
$2,850
Total Monthly Price
$2,850

3 Bedroom, 3 Bath Townhome for Rent

Available Now

15609 Water Spring Blvd

Winter GardenFL34787
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Southern Pines Condos
Studio Apartments

Southern Pines Condos

111 Southern Pecan CirWinter Garden, FL 34787
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The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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Showing Results 1-50, Page 1 of 2

Winter Garden, FL Local Guide

Don'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.

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The 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.

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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.

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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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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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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

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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 Advenir at The Oaks listed at $1,280.

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 $2,395.

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 2,441 square feet unit starting from $3,258 at 15098 Lebeau Loop, Unit House.

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 784 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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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.

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Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.

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A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.