Homes for Rent in Winter Garden, FL (190 Rentals)

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property at 1007 Butterfly Blvd

$2,185

Total Monthly Price

Total Monthly Price

Base Rent
$2,185
Total Monthly Price
$2,185

3 Bedroom, 2 Bath Townhome for Rent

Available Jul 1

1007 Butterfly Blvd

Winter GardenFL34787
property at 14154 Shocklach Dr

$3,000

Total Monthly Price

Total Monthly Price

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

3 Bedroom, 2.5 Bath Home for Rent

Available Jul 1

14154 Shocklach Dr

Winter GardenFL34787
property at 15064 Grove Lake Dr

$3,300

Total Monthly Price

Total Monthly Price

Base Rent
$3,300
Total Monthly Price
$3,300

4 Bedroom, 2.5 Bath Townhome for Rent

Available Now

15064 Grove Lake Dr

Winter GardenFL34787

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 1907 Seatonham St

$2,655

Total Monthly Price

Total Monthly Price

Base Rent
$2,655
Total Monthly Price
$2,655

3 Bedroom, 2.5 Bath Rentals

Available Now

1907 Seatonham St

Winter GardenFL34787

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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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 1869 Americus Minor Dr

$3,215

Total Monthly Price

Total Monthly Price

Base Rent
$3,215
Total Monthly Price
$3,215

5 Bedroom, 3.5 Bath Rentals

Available Now

1869 Americus Minor Dr

Winter GardenFL34787
property at 15319 Torpoint Rd

$2,490

Total Monthly Price

Total Monthly Price

Base Rent
$2,490
Total Monthly Price
$2,490

3 Bedroom, 2.5 Bath Rentals

Available Now

15319 Torpoint Rd

Winter GardenFL34787

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 165 Windtree Ln

$1,700 - $1,750

2 Bedroom Rentals

Available Now

165 Windtree Ln

Winter GardenFL34787

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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Showing Results 1-50, Page 1 of 4

Winter Garden, FL Local Guide

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

Learn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.

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

Tour smarter and choose with confidence. Get the essential 18 questions that reveal the truth about a rental property's maintenance, utilities, and safety.

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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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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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Quick Rent Budget Calculator

How much rent can you afford?

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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See the most popular apartments and homes in Winter Garden, FL

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Frequently Asked Questions about Winter Garden

What type of rentals are currently available in Winter Garden?

There are currently 77 Apartments for Rent in Winter Garden, FL with pricing that ranges from $1,350 to $5,914. There are also 189 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winter Garden ranging from $675 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 $675 to $18,000 with an average monthly rent of $3,872.

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 $1,859 to $4,337, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,500 to $4,500. Four Bedroom Single-Family rentals are also available starting from $2,595 and Four Bedroom Apartments start at $2,615.

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.

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

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

Written by: Lauren Harrington

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

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.

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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.