911 W Portage St
KissimmeeFL34741
Cheap Homes for Rent in Canterbury Neighborhood of Kissimmee, FL from $900 (38 Rentals)
Search the lowest-cost Homes available for rent right now in the Canterbury area of Kissimmee.
740 Jenkins St
KissimmeeFL34741
509 E Magnolia St
KissimmeeFL34744
2746 Pershing St
KissimmeeFL34741
1 Jack Calhoun Dr
KissimmeeFL34741
2130 Cascades Blvd
KissimmeeFL34741
3838 Bay Club Cir
KissimmeeFL34741
2216 Grand Cayman Ct
KissimmeeFL34741
1513 N Central Ave
KissimmeeFL34741
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.
222 N Orlando Ave
KissimmeeFL34741
212 E Drury Ave
KissimmeeFL34744
1612 Columbia Arms Cir, Unit 239, Unit 239
1612 Columbia Arms Cir
KissimmeeFL34741
722 W Columbia Ave
KissimmeeFL34741
1218 Bermuda Lakes Ln, Unit 201, Unit 201
1218 Bermuda Lakes Ln
KissimmeeFL34741
1222 Bermuda Lakes Ln
KissimmeeFL34741
817 Bay Street
KissimmeeFL34744
2213 Grand Cayman Ct
KissimmeeFL34741
3835 Nautical Way
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.
2210 Grand Cayman Ct, Unit 1731, Unit 1731
2210 Grand Cayman Ct
KissimmeeFL34741
2209 Antigua Pl, Unit 815, Unit 815
2209 Antigua Pl
KissimmeeFL34741
2218 Grand Cayman Ct
KissimmeeFL34741
1222 Bermuda Lakes Ln
KissimmeeFL34741
815 Bay St
KissimmeeFL34744
1221 Bermuda Lakes Ln
KissimmeeFL34741
2202 Key W Ct
KissimmeeFL34741
3823 Bay Club Cir
KissimmeeFL34741
4174 Corsair 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.
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$1,4952 Bedroom Apartments Available Now
4109 Corsair Ave, Unit 4113Corsair avenue
4109 Corsair AveKissimmee, FL 34741
2212 Grand Cayman Ct, Unit 1633, Unit 1633
2212 Grand Cayman Ct
KissimmeeFL34741
2662 Crown Ct
KissimmeeFL34741
1622 Columbia Arms Cir
KissimmeeFL34741
2201 Cascades Blvd
KissimmeeFL34741
3815 Bowline Cir
KissimmeeFL34741
1117 N Brack St
KissimmeeFL34744
4166 Flying Fortress Ave
KissimmeeFL34741
1233 Sago Palms Blvd
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.
712 S Clyde Ave
KissimmeeFL34741
3831 Bowline Cir
KissimmeeFL34741
Showing Results 1-38, Page 1 of 1
Canterbury, Kissimmee, FL Local Guide
How much does it cost to rent a home in Canterbury?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Canterbury 2 Bedroom Homes for Rent | $1,593 | $1,340 | $2,000 |
| Canterbury 3 Bedroom Homes for Rent | $2,080 | $1,500 | $2,900 |
| Canterbury 4 Bedroom Homes for Rent | $2,366 | $1,875 | $3,200 |
| Canterbury 5 Bedroom Homes for Rent | $3,785 | $2,175 | $6,000 |
| Canterbury 6 Bedroom Homes for Rent | $3,737 | $3,450 | $4,000 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Homes for Rent in this Neighborhood
There are currently 38 rentals with your search options within a 2 mile radius of the Canterbury Neighborhood of Kissimmee, FL.
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Canterbury, Kissimmee, FL Local Guide
- Nearby Kissimmee neighborhoods
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Cheapest Available Canterbury Apartments for Rent
The cheapest available apartment rental in the Canterbury area of Orlando, FL is a Studio unit found at Flats at Vine Street priced from $891. Broadway has the second lowest priced unit, which is a Studio apartment currently listed from $900. Here are the most affordable Canterbury apartments for rent in Orlando, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Flats at Vine Street | CS - Classic Studio | Studio,1BA | $891 |
| Broadway | Studio, 1 bath | Studio,1BA | $900 |
| Kensington Apartments | A1 - One Bedroom One Bath | 1BR,1BA | $1,080 |
| Heatherwood | Studio | Studio,1BA | $1,090 |
| Goldelm at Valencian | Galencian | Studio,1BA | $1,095 |
| ARIUM Kissimmee Lakes | Aruba | 1BR,1BA | $1,105 |
| Mirador at Woodside | Amelia | 1BR,1BA | $1,198 |
| Vineland Landings | One Bedroom One Bath (b) | 1BR,1BA | $1,212 |
Best Value Apartments for Rent in Canterbury, FL
As of April 26, 2026 the best value apartment in the Canterbury area is the $1.34 price per square foot 5 Bed 5 Bath Model at Miramar in the in the Hill to Mabbette neighborhood starting from $2,399. The second greatest value Canterbury apartment is the 2BR/2BA Model at Tiffany Square Apartments starting at $1,599 with a $1.60 price per square foot in the Hill to Mabbette neighborhood. Here is today’s list of the best values for Canterbury apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Miramar | 5 Bed 5 Bath | 5BR,5BA | $1.34 |
| Tiffany Square Apartments | 2BR/2BA | 2BR,2BA | $1.60 |
| Belleza | Valencia | 2BR,2BA | $1.65 |
| Outrigger Village Apartments | 2 Beds, 1 bath | 2BR,1BA | $1.57 |
| Cascades at Kissimmee | B1 | 2BR,1BA | $1.65 |
| Salix on Vine | 2 Bedroom | 2BR,2BA | $1.56 |
| Arbors of Sendera | Oak | 1BR,1BA | $1.65 |
| Three Fountains Apartments | One Bedroom/One Bath | 1BR,1BA | $1.71 |
| Heron Lake | Blue Heron | 1BR,1BA | $1.71 |
| Kensington Apartments | A1 - One Bedroom One Bath | 1BR,1BA | $1.53 |
10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
Read Article
Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleThe 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 ArticleCash 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 ArticleQuick 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 Canterbury, Kissimmee, FL
Thacker Avenue Elementary School For International Studies
Osceola
Public School - Grades PK-5 (639)
3 out of 10
School data provided by Great Schools
Frequently Asked Questions about Canterbury
What type of rentals are currently available in Canterbury?
There are currently 107 Apartments for Rent in Canterbury, FL with pricing that ranges from $800 to $17,080. There are also 174 Single Family Homes for rent, Condos, and Townhome rentals currently available in Canterbury ranging from $900 to $6,000.
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 $900 to $6,000 with an average monthly rent of $2,833.
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 $1,435 to $8,534, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,500 to $2,900. Four Bedroom Single-Family rentals are also available starting from $1,875 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
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.
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.
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.
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
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.
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.
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.
18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.