911 W Portage St
KissimmeeFL34741
Cheap Homes for Rent in Canterbury Neighborhood of Kissimmee, FL from $800 (35 Rentals)
Search the lowest-cost Homes available for rent right now in the Canterbury area of Kissimmee.
282 Marcello Blvd
KissimmeeFL34746
1539 Osceola Park Dr
KissimmeeFL34741
509 E Magnolia St
KissimmeeFL34744
501 E Magnolia St
KissimmeeFL34744
2130 Cascades Blvd
KissimmeeFL34741
2649 Surrey Ct
KissimmeeFL34741
2216 Grand Cayman 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.
1305 W Verona St
KissimmeeFL34741
2218 Grand Cayman Ct
KissimmeeFL34741
3040 Windover Ave
KissimmeeFL34741
3846 Bay Club Cir
KissimmeeFL34741
2214 Grand Cayman Ct
KissimmeeFL34741
2209 Antigua Pl
KissimmeeFL34741
212 E Drury Ave
KissimmeeFL34744
2213 Grand Cayman Ct
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.
3213 Windover Ave
KissimmeeFL34741
1612 Columbia Arms Cir, Unit 239
1612 Columbia Arms Cir
KissimmeeFL34741
1612 Columbia Arms Cir
KissimmeeFL34741
819 W Portage St
KissimmeeFL34741
304 S Dillingham Ave
KissimmeeFL34741
1000 HUGLEY St
KissimmeeFL34741
1222 Bermuda Lakes Ln
KissimmeeFL34741
1221 Bermuda Lakes Ln
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.
1211 Sago Palms Blvd
KissimmeeFL34741
2260 Cascades Blvd
KissimmeeFL34741
4174 Corsair Ave
KissimmeeFL34741
2132 St Marteen Ct
KissimmeeFL34741
1117 N Brack St
KissimmeeFL34744
2201 Cascades Blvd
KissimmeeFL34741
1716 Foxhall Cir
KissimmeeFL34741
510 N Rosland Dr
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.
4166 Flying Fortress Ave
KissimmeeFL34741
712 S Clyde Ave
KissimmeeFL34741
1525 Tangelo Cir
KissimmeeFL34746
Showing Results 1-35, 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 | $1,594 | $1,250 | $2,150 |
| Canterbury 3 Bedroom Homes for Rent | $2,113 | $1,600 | $3,100 |
| Canterbury 4 Bedroom Homes for Rent | $2,348 | $1,775 | $3,100 |
| Canterbury 5 Bedroom Homes for Rent | $3,639 | $2,299 | $6,000 |
| Canterbury 6 Bedroom Homes for Rent | $4,214 | $3,500 | $5,600 |
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 35 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 3 Beds unit found at Vineland Landings priced from $780. Staymore has the second lowest priced unit, which is a Studio apartment currently listed from $895. Here are the most affordable Canterbury apartments for rent in Orlando, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Vineland Landings | Villa - Three Bedroom Two Bath | 3BR,2BA | $780 |
| Staymore | Studio with Kitchen | Studio,1BA | $895 |
| Broadway | Studio, 1 bath | Studio,1BA | $900 |
| Flats at Vine Street | CS - Classic Studio | Studio,1BA | $949 |
| Heatherwood | Studio | Studio,1BA | $1,090 |
| Goldelm at Valencian | Galencian | Studio,1BA | $1,095 |
| ARIUM Kissimmee Lakes | Aruba | 1BR,1BA | $1,122 |
| Cadia on the Loop | Cabernet | 1BR,1BA | $1,149 |
Best Value Apartments for Rent in Canterbury, FL
As of March 11, 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 3 Bedroom 2 Bath Model at Wellington Woods starting at $1,450 with a $1.18 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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Miramar | 5 Bed 5 Bath | 5BR,5BA | $1.34 |
| Wellington Woods | 3 Bedroom 2 Bath | 3BR,2BA | $1.18 |
| Kensington Apartments | C1 - Three Bedroom Two Bath | 3BR,2BA | $1.37 |
| Heron Ridge 62+ Apartments | Two Bedroom B3 | 2BR,2BA | $1.33 |
| Tiffany Square Apartments | 2BR/2BA | 2BR,2BA | $1.60 |
| Belleza | Valencia | 2BR,2BA | $1.65 |
| 4157 Spitfire Ave, Unit 4163 | 4157 Spitfire Ave | 2BR,2BA | $1.61 |
| Outrigger Village Apartments | 2 Beds, 1 bath | 2BR,1BA | $1.57 |
| Salix on Vine | 2 Bedroom | 2BR,2BA | $1.56 |
| Lake Tivoli | 1 BED 1 BATH A | 1BR,1BA | $1.71 |
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 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 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 102 Apartments for Rent in Canterbury, FL with pricing that ranges from $780 to $17,114. There are also 157 Single Family Homes for rent, Condos, and Townhome rentals currently available in Canterbury ranging from $850 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 $850 to $6,000 with an average monthly rent of $2,611.
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 $780 to $8,468, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,600 to $3,100. Four Bedroom Single-Family rentals are also available starting from $1,775 and Four Bedroom Apartments start at $1,625.
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
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.
A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.
Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.