Luxury Apartments for Rent in Winter Garden, FL with Swimming Pool (53 Rentals)

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The most luxurious Apartments in Winter Garden with high-end amenities, features, and finishes.

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Corban Horizon West
Rent Specials
$1,753 - $3,870
Total Monthly Price

Total Monthly Price

Base Rent
$1,753 - $3,870
Total Monthly Price
Varies
1 to 3 Bedroom Apartments Available Now

Corban Horizon West

15000 Stratus LoopWinter Garden, FL 34787
Family Friendly
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Windermere Cay
Rent Specials
$1,720 - $3,129
Total Monthly Price

Total Monthly Price

Base Rent
$1,720 - $3,129
Total Monthly Price
Varies
1 to 3 Bedroom Apartments Available Now

Windermere Cay

8200 Jayme DrWinter Garden, FL 34787
Pet Friendly
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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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The Lodge at Hamlin
Rent Specials
$1,699 - $3,423
Total Monthly Price

Total Monthly Price

Base Rent
$1,699 - $3,423
Total Monthly Price
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1 to 3 Bedroom Apartments Available Now

The Lodge at Hamlin

6151 Lake Lodge DrWinter Garden, FL 34787
Outdoors
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property at 16242 Outlook Shore Aly

$3,100

Total Monthly Price

Total Monthly Price

Base Rent
$3,100
Total Monthly Price
$3,100

3 Bedroom, 2.5 Bath Home for Rent

Available Now

16242 Outlook Shore Aly

Winter GardenFL34787
property at 10301 Savannah Ridge Ln

$10,800

Total Monthly Price

Total Monthly Price

Base Rent
$10,800
Total Monthly Price
$10,800

6 Bedroom, 6.5 Bath Home for Rent

Available Now

10301 Savannah Ridge Ln

Winter GardenFL34787

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 16350 Hamlin Vw St

$3,000

Total Monthly Price

Total Monthly Price

Base Rent
$3,000
Total Monthly Price
$3,000

3 Bedroom, 3 Bath Townhome for Rent

Available Now

16350 Hamlin Vw St

Winter GardenFL34787
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 15609 Water Spring Blvd

$2,725

Total Monthly Price

Total Monthly Price

Base Rent
$2,725
Total Monthly Price
$2,725

3 Bedroom, 3 Bath Townhome for Rent

Available Now

15609 Water Spring Blvd

Winter GardenFL34787
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Elan Crown Point
Rent Specials
$1,713 - $3,618
Total Monthly Price

Total Monthly Price

Base Rent
$1,713 - $3,618
Total Monthly Price
Varies
1 to 3 Bedroom Apartments Available Now

Elan Crown Point

2285 Crown Vlg RdOcoee, FL 34761
Family Friendly
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AVENUE ON OAKLAND
Rent Specials
$1,581 - $2,998
Total Monthly Price

Total Monthly Price

Base Rent
$1,581 - $2,998
Total Monthly Price
$1,581 - $2,998
Studio to 3 Bedroom Apartments Available Now

AVENUE ON OAKLAND

751 W Oakland AveOakland, FL 34787
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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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Broadstone Overlands
Rent Specials
$1,821 - $4,474
Total Monthly Price

Total Monthly Price

Base Rent
$1,821 - $4,474
Total Monthly Price
$1,821 - $4,474
1 to 3 Bedroom Apartments Available Now

Broadstone Overlands

5000 Collina TerClermont, FL 34711
Eco-Friendly
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Casa Mirella
$1,785 - $2,622
Total Monthly Price

Total Monthly Price

Base Rent
$1,785 - $2,622
Total Monthly Price
$1,785 - $2,622
1 to 3 Bedroom Apartments Available Now

Casa Mirella

101 Casa Mirella WayWindermere, FL 34786
Affordability
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property at 720 Keaton Pky

$3,900

Total Monthly Price

Total Monthly Price

Base Rent
$3,900
Total Monthly Price
$3,900

4 Bedroom, 2 Bath Home for Rent

Available Now

720 Keaton Pky

OcoeeFL34761

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

10 Hidden Costs of Renting You Should Budget for Before Signing a Lease

Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.

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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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Winter Garden, FL

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Remember the 3 Rules of Real Estate:
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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 $1,295.

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 $2,401.

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 $2,791 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 778 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

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 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.

decorative image for Your Guide to the Perfect Orlando Neighborhood for Student Renters article

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.

decorative image for Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers article

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.

decorative image for The Soul of the City Beautiful: What Life in Orlando Is Really Like article

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

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

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

Written by: Lauren Harrington

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

decorative image for What Does “Rent Burdened” Mean? How Much Rent Is Too Much article

What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Written by: Lauren Harrington

This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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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.