Luxury Homes for Rent in Winter Garden, FL (161 Rentals) Page 2 of 4

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

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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property at 1231 Running Oak Ln

$2,995

Total Monthly Price

Total Monthly Price

Base Rent
$2,850
Required Monthly Fees
$145
Total Monthly Price
$2,995

4 Bedroom, 2 Bath Rentals

Available Now

1231 Running Oak Ln

Winter GardenFL34787
property at 612 Grassy Stone Dr

$2,999

Total Monthly Price

Total Monthly Price

Base Rent
$2,854
Required Monthly Fees
$145
Total Monthly Price
$2,999

4 Bedroom, 2.5 Bath Rentals

Available Now

612 Grassy Stone Dr

Winter GardenFL34787
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 1330 Juniper Hammock St

$3,395

Total Monthly Price

Total Monthly Price

Base Rent
$3,250
Required Monthly Fees
$145
Total Monthly Price
$3,395

5 Bedroom, 3.5 Bath Rentals

Available Now

1330 Juniper Hammock St

Winter GardenFL34787
property at 6446 Breeze Filled Ln

$3,399

Total Monthly Price

Total Monthly Price

Base Rent
$3,301
Required Monthly Fees
$98
Total Monthly Price
$3,399

5 Bedroom, 3 Bath Home for Rent

Available Now

6446 Breeze Filled Ln

Winter GardenFL34787
property at 11073 Folklore St

$3,400

Total Monthly Price

Total Monthly Price

Base Rent
$3,389
Required Monthly Fees
$11
Total Monthly Price
$3,400

4 Bedroom, 3 Bath Rentals

Available May 25

11073 Folklore St

Winter GardenFL34787
Showing Results 51-100, Page 2 of 4

Frequently Asked Questions about Winter Garden

What type of rentals are currently available in Winter Garden?

There are currently 82 Apartments for Rent in Winter Garden, FL with pricing that ranges from $1,099 to $7,803. There are also 211 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Garden ranging from $600 to $18,000.

What is the current price range for Rental Homes in Winter Garden?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Winter Garden ranges from $600 to $18,000 with an average monthly rent of $3,575.

How much are larger Three and Four Bedroom Rentals in Winter Garden?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Winter Garden range from $1,884 to $7,803, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,800 to $5,800. Four Bedroom Single-Family rentals are also available starting from $2,200 and Four Bedroom Apartments start at $2,734.

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

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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

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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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Articles, How-To's, and Tips

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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.

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Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.