Homes for Rent in the Canterbury Neighborhood of Kissimmee, FL (181 Rentals)

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property at 3445 Fox Crossing Dr

$1,990

Total Monthly Price

Total Monthly Price

Base Rent
$1,990
Total Monthly Price
$1,990

3 Bedroom, 2 Bath Home for Rent

Available Aug 1

3445 Fox Crossing Dr

KissimmeeFL34741
property at 2202 Key West Ct

$1,565

Total Monthly Price

Total Monthly Price

Base Rent
$1,565
Total Monthly Price
$1,565

2 Bedroom, 1 Bath Condo for Rent

Available Now

2202 Key West Ct, Unit 634

2202 Key West Ct
KissimmeeFL34741
property at 437 Fountainhead Cir

$1,565

Total Monthly Price

Total Monthly Price

Base Rent
$1,565
Total Monthly Price
$1,565

2 Bedroom, 2 Bath Condo for Rent

Available Now

437 Fountainhead Cir, Unit 280

437 Fountainhead Cir
KissimmeeFL34741
property at 3223 Pershing St

$1,495

Total Monthly Price

Total Monthly Price

Base Rent
$1,495
Total Monthly Price
$1,495

2 Bedroom, 1 Bath Townhome for Rent

Available Now

3223 Pershing St

KissimmeeFL34741
property at 817 Bay Street

$1,350

Total Monthly Price

Total Monthly Price

Base Rent
$1,350
Total Monthly Price
$1,350

2 Bedroom, 1 Bath Home for Rent

Available Now

817 Bay Street

KissimmeeFL34744

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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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

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How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

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Neighborhood & Market Insights: How to Choose the Right Area to Rent

Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.

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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 4

Canterbury, Kissimmee, 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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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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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
Canterbury, Kissimmee, FL

School data provided by Great Schools

Frequently Asked Questions about Canterbury

What type of rentals are currently available in Canterbury?

There are currently 106 Apartments for Rent in Canterbury, FL with pricing that ranges from $325 to $8,003. There are also 181 Single Family Homes for rent, Condos, and Townhome rentals currently available in Canterbury ranging from $900 to $5,250.

What is the current price range for Rental Homes in Canterbury?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Canterbury ranges from $900 to $5,250 with an average monthly rent of $2,592.

How much are larger Three and Four Bedroom Rentals in Canterbury?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Canterbury range from $1,399 to $3,035, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,550 to $2,900. Four Bedroom Single-Family rentals are also available starting from $1,850 and Four Bedroom Apartments start at $1,668.

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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Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities

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When people think of Orlando, FL, the iconic theme parks and buzz of downtown tend to steal the spotlight.

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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.

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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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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

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Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

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Apartment Occupancy Rates: Renter Attraction vs Renter Retention

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There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

decorative image for How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide article

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Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

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Pet-Friendly Renting: Everything You Need to Know Before You Move

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For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.