
Cheap Homes for Rent in Canterbury Neighborhood of Kissimmee, FL from $800 (66 Rentals)
Search the lowest-cost Homes available for rent right now in the Canterbury area of Kissimmee.


1331 Manor Dr

2470 Avian Loop

420 W Sumner St

4491 Monado Dr

911 W Portage St, Unit A

4491 Monado Dr

4495 Monado Dr

2202 Cascades Blvd

522 W Mabbette St
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.

4491 Monado Dr

601 N Emory Ave

501 E Magnolia St

4445 Shiva Loop

4445 Shiva Loop

2604 Winding Ridge Ave S

1 Jack Calhoun Dr

4105 Tropical Isle Blvd

1225 Bermuda Lakes Ln

1225 Bermuda Lakes Ln
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.

445 Fountainhead Cir

3040 Windover Ave

2214 Grand Cayman Ct

2210 Grand Cayman Ct

2209 Antigua Pl

2213 Grand Cayman Ct

1612 Columbia Arms Cir

1612 Columbia Arms Cir

21 N Beaumont Ave

1618 Columbia Arms Cir
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.

720 W Columbia Ave

3219 Wickham Ave

1612 Columbia Arms Cir, Unit 239

1612 Columbia Arms Cir

3816 Breakwater Way

2217 Grand Cayman Ct

4179 Corsair Ave

2030 Cascades Blvd

2460 Summerfield Way

4108 Flying Fortress Ave
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.

1715 Bentley Blvd

2101 Cascades Blvd

2132 St Marteen Ct

2316 Bryan St

405 Fountainhead Cir

508 N Rosland Dr

408 N Rosland Dr

3838 Nautical Way

1746 Foxhall Cir

1117 N Brack St
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.
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 | $1,574 | $1,190 | $2,200 |
| Canterbury 3 Bedroom Homes for Rent | $2,107 | $1,499 | $2,600 |
| Canterbury 4 Bedroom Homes for Rent | $2,405 | $1,890 | $3,200 |
| Canterbury 5 Bedroom Homes for Rent | $3,615 | $2,460 | $6,000 |
| Canterbury 6 Bedroom Homes for Rent | $4,060 | $3,350 | $5,100 |
Browse Homes for Rent in this Neighborhood
There are currently 66 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
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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 Vivo Living Kissimmee priced from $899. 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 |
|---|---|---|---|
| Vivo Living Kissimmee | CS - Classic Studio | Studio,1BA | $899 |
| Broadway | Studio, 1 bath | Studio,1BA | $900 |
| Staymore | Unfurnished | Studio,1BA | $998 |
| Goldelm at Valencian | Galencian | Studio,1BA | $1,095 |
| Cadia on the Loop | Merlot | 1BR,1BA | $1,150 |
| Cascades at Kissimmee | A1 | 1BR,1BA | $1,199 |
| Vineland Landings | One Bedroom One Bath (b) | 1BR,1BA | $1,212 |
| Palos Verdes- A 55+ Active Adult Community | A1 | 1BR,1BA | $1,234 |
| Mirador at Woodside | Amelia | 1BR,1BA | $1,249 |
Best Value Apartments for Rent in Canterbury, FL
As of December 04, 2025 the best value apartment in the Canterbury area is the $1.42 price per square foot 4 Bed 5 Bath Model at Miramar in the in the Hill to Mabbette neighborhood starting from $2,550. 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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Miramar | 4 Bed 5 Bath | 4BR,5BA | $1.42 |
| Kensington Apartments | C1 - Three Bedroom Two Bath | 3BR,2BA | $1.37 |
| Element Luxury Apartments | 2x2 - The Vista | 2BR,2BA | $1.65 |
| The Gables at Lakeside | The Hibiscus | 2BR,2BA | $1.60 |
| Tiffany Square Apartments | 2BR/2BA | 2BR,2BA | $1.57 |
| Belleza | Valencia | 2BR,2BA | $1.67 |
| Heron Ridge 62+ Apartments | Two Bedroom B1 | 2BR,2BA | $1.45 |
| Outrigger Village Apartments | 2 Beds, 1 bath | 2BR,1BA | $1.57 |
| Wellington Woods | 1 Bedroom 1 Bath | 1BR,1BA | $1.55 |
| 509 E Magnolia St, Unit B | 509 E Magnolia St | 1BR,1BA | $1.67 |
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 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.
Pet Friendly LifestyleCanterbury, Kissimmee, FL
Ranked #5
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
Best Local Schools in Canterbury, Kissimmee, FL
Thacker Avenue Elementary School For International Studies
School data provided by Great Schools
Frequently Asked Questions about Canterbury
What type of rentals are currently available in Canterbury?
There are currently 115 Apartments for Rent in Canterbury, FL with pricing that ranges from $899 to $21,540. There are also 230 Single Family Homes for rent, Condos, and Townhome rentals currently available in Canterbury ranging from $800 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 $800 to $6,000 with an average monthly rent of $3,004.
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 $6,768, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,499 to $2,600. Four Bedroom Single-Family rentals are also available starting from $1,890 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.

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.

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.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!