Cheap Homes for Rent in Canterbury Neighborhood of Kissimmee, FL from $900 (102 Rentals)

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Search the lowest-cost Homes available for rent right now in the Canterbury area of Kissimmee.

property at 2203 Key W Ct

2203 Key W Ct

KissimmeeFL34741
property at 2203 Key W Ct

2203 Key W Ct

KissimmeeFL34741

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

Read Article
property at 3157 Windover Ave

3157 Windover Ave

KissimmeeFL34741

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

Read Article

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.

Read Article

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.

Read Article
property at 2200 Key W Ct

2200 Key W Ct

KissimmeeFL34741
property at 2206 Antigua Pl

2206 Antigua Pl

KissimmeeFL34741

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 3

Canterbury, Kissimmee, FL Local Guide

Cheapest Available Canterbury Apartments for Rent

 

The cheapest available apartment rental in the Canterbury area of Orlando, FL is a Studio unit found at Staymore priced from $400. Vivo Living Kissimmee has the second lowest priced unit, which is a Studio apartment currently listed from $987. Here are the most affordable Canterbury apartments for rent in Orlando, FL:

Apartment ListingModel NameBed/BathPriced From
StaymoreWeekly or MonthlyStudio,1BA$400
Vivo Living KissimmeeClassic StudioStudio,1BA$987
Vineland LandingsOne Bedroom One Bath (b)1BR,1BA$1,014
Three Fountains ApartmentsOne Bedroom/One Bath1BR,1BA$1,034
Pinnacle at Wesleyan1 Bedroom1BR,1BA$1,085
HeatherwoodStudioStudio,1BA$1,090
Goldelm at ValencianGalencianStudio,2BA$1,095
Heron Ridge 62+ ApartmentsOne Bedroom A21BR,1BA$1,116
ARIUM Kissimmee LakesAruba1BR,1BA$1,132

Best Value Apartments for Rent in Canterbury, FL

As of September 15, 2025 the best value apartment in the Canterbury area is the $1.45 price per square foot 5 Bed 5 Bath Model at Miramar in the in the Hill to Mabbette neighborhood starting from $2,599. The second greatest value Canterbury apartment is the C1 - Three Bedroom Two Bath Model at Kensington Apartments starting at $1,501 with a $1.37 price per square foot in the Flora Ridge neighborhood. Here is today’s list of the best values for Canterbury apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
Miramar5 Bed 5 Bath5BR,5BA$1.45
Kensington ApartmentsC1 - Three Bedroom Two Bath3BR,2BA$1.37
Three Fountains ApartmentsTwo Bedroom/Two Bath2BR,2BA$1.49
Tiffany Square Apartments2BR/2BA2BR,2BA$1.57
BellezaMadrid2BR,1BA$1.60
Pinewood ParkMove In by 9/27 Receive $500 off 1st Month2BR,1BA$1.71
Outrigger Village Apartments2 Beds, 1 bath2BR,1BA$1.57
Heron LakeBlue Heron1BR,1BA$1.70
Heron Ridge 62+ ApartmentsOne Bedroom A21BR,1BA$1.49
Pinnacle at Wesleyan1 Bedroom1BR,1BA$1.48

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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Pet Friendly Lifestyle
Canterbury, Kissimmee, FL

Ranked #4

Among cities in Florida for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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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 97 Apartments for Rent in Canterbury, FL with pricing that ranges from $400 to $20,217. There are also 251 Single Family Homes for rent, Condos, and Townhome rentals currently available in Canterbury ranging from $975 to $6,200.

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 $975 to $6,200 with an average monthly rent of $3,491.

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 $1,349 to $11,304, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,595 to $2,900. Four Bedroom Single-Family rentals are also available starting from $1,700 and Four Bedroom Apartments start at $1,668.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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.

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 The Rental Move-In Inspection Checklist: A Guide for Renters article

The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

decorative image for Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between article

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.

decorative image for The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro article

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Written by: Christine Leonard, Esq.

Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.