Cheap Homes for Rent in Canterbury Neighborhood of Kissimmee, FL from $1,000 (21 Rentals)

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

property at 3021 Jardin St

3021 Jardin St

KissimmeeFL34741

Orlando's Best Affordable Neighborhoods

Learn about Orlando and the best places to live with original content written by our Local Expert Darla F

property at 2202 Key W Ct

2202 Key W Ct

KissimmeeFL34741

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 Staydio priced from $400. Vivo Living Kissimmee has the second lowest priced unit, which is a Studio apartment currently listed from $988. Here are the most affordable Canterbury apartments for rent in Orlando, FL:

Apartment ListingModel NameBed/BathPriced From
StaydioWeekly RentStudio,1BA$400
Vivo Living KissimmeeClassic StudioStudio,1BA$988
Outrigger Village Apartments1 Bed, 1 bath1BR,1BA$1,250
Goldelm at ValencianGalencianStudio,2BA$1,269
Cadia on the LoopMonterey1BR,1BA$1,326

Best Value Apartments for Rent in Canterbury, FL

As of April 16, 2025 the best value apartment in the Canterbury area is the $1.52 price per square foot 5 Bed 5 Bath Model at Miramar in the in the Hill to Mabbette neighborhood starting from $2,724. The second greatest value Canterbury apartment is the Windmill Model at The Hamilton at Lakeside starting at $2,076 with a $1.60 price per square foot in the Oakwater 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$1.52
The Hamilton at LakesideWindmill2BR,2BA$1.60
Element Luxury Apartments3 Bedroom 2 Bathroom - RENOVATED3BR,2BA$1.73
Pinewood ParkMove in by 4/30-$800 off 1st Month!!2BR,2BA$1.56
Lake Tivoli2 BED 2 BATH A2BR,2BA$1.79
Tiffany Square Apartments2BR/2BA2BR,2BA$1.57
Vineland LandingsVilla - Two Bedroom Two Bath2BR,2BA$1.78
Mirador at WoodsideDelfina2BR,2BA$1.66
Outrigger Village Apartments2 Beds, 1 bath2BR,1BA$1.57
Wellington Woodswel1AWD1BR,1BA$1.76

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Frequently Asked Questions about Canterbury

What type of rentals are currently available in Canterbury?

There are currently 102 Apartments for Rent in Canterbury, FL with pricing that ranges from $400 to $27,060. There are also 144 Single Family Homes for rent, Condos, and Townhome rentals currently available in Canterbury ranging from $1,050 to $5,500.

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 $1,050 to $5,500 with an average monthly rent of $3,221.

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 $1,363 to $4,326, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,695 to $3,005. Four Bedroom Single-Family rentals are also available starting from $1,899 and Four Bedroom Apartments start at $1,519.

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 F

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 Understanding Amenity Fees: Know Where You Might Be Able to Save Money article

Understanding Amenity Fees: Know Where You Might Be Able to Save Money

Written by: Amber Kanuckel

With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.

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Know Your Rights - How Discrimination Laws Impact Landlords & Tenants

Written by: Christine Leonard, Esq.

Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.

decorative image for Renting Smart: Lease Basics Every Renter Needs article

Renting Smart: Lease Basics Every Renter Needs

Written by: Christine Leonard, Esq.

Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.