Condos for Rent in the Canterbury Neighborhood of Kissimmee, FL (56 Rentals)

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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 2025 Caribbean Dr S

$1,690

Total Monthly Price

Total Monthly Price

Base Rent
$1,690
Total Monthly Price
$1,690

2 Bedroom, 2 Bath Condo for Rent

Available Now

2025 Caribbean Dr S, Unit Caribbean

2025 Caribbean Dr S
KissimmeeFL34741

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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property at 2207 Antigua Pl

$1,250 - $1,600

1 To 2 Bedroom Rentals

Available Now

2207 Antigua Pl

KissimmeeFL34741
property at 2206 Antigua Pl

$1,300 - $1,400

1 Bedroom Rentals

Available Now

2206 Antigua Pl

KissimmeeFL34741

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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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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property at 2213 Grand Cayman Ct

$1,599

Total Monthly Price

Total Monthly Price

Base Rent
$1,599
Total Monthly Price
$1,599

2 Bedroom, 2 Bath Condo for Rent

Available Now

2213 Grand Cayman Ct, Unit 1135

2213 Grand Cayman Ct
KissimmeeFL34741

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 2

Canterbury, Kissimmee, FL Local Guide

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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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 116 Apartments for Rent in Canterbury, FL with pricing that ranges from $800 to $8,586. There are also 173 Single Family Homes for rent, Condos, and Townhome rentals currently available in Canterbury ranging from $750 to $5,000.

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 $750 to $5,000 with an average monthly rent of $2,254.

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 $8,586, 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 $1,800 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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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

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

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

Written by: Robin Stewart

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

Written by: Robin Stewart

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

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

Written by: Robin Stewart

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

Written by: Christine Leonard, Esq.

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.