
Cheap Homes for Rent in Canterbury Neighborhood of Kissimmee, FL from $900 (32 Rentals)
Search the lowest-cost Homes available for rent right now in the Canterbury area of Kissimmee.


3800 Sonoma Blvd

409 W Carroll St

522 W Mabbette St

2216 Grand Cayman Ct

740 Jenkins St

4445 Shiva Loop

3816 Breakwater Way
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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.

4105 Tropical Isle Blvd

2649 Surrey Ct

2030 Cascades Blvd

2213 Grand Cayman Ct

2217 Grand Cayman Ct

3040 Windover Ave

2214 Grand Cayman Ct

720 W Columbia Ave
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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.

4108 Flying Fortress Ave

2209 Antigua Pl

3219 Wickham Ave

2316 Bryan St

1612 Columbia Arms Cir, Unit 239

1612 Columbia Arms Cir

212 E Drury Ave

304 S Dillingham Ave
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1000 HUGLEY St

3838 Nautical Way

2101 Cascades Blvd

3846 Bay Club Cir

2132 St Marteen Ct

1117 N Brack St

1221 Bermuda Lakes Ln

2207 Antigua Pl
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 | $1,585 | $1,190 | $2,150 |
| Canterbury 3 Bedroom Homes for Rent | $2,061 | $1,650 | $2,750 |
| Canterbury 4 Bedroom Homes for Rent | $2,404 | $1,775 | $3,000 |
| Canterbury 5 Bedroom Homes for Rent | $3,436 | $2,460 | $6,000 |
| Canterbury 6 Bedroom Homes for Rent | $3,508 | $3,000 | $4,200 |
Browse Homes for Rent in this Neighborhood
There are currently 32 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 Staymore priced from $895. 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 |
|---|---|---|---|
| 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 |
| Cadia on the Loop | Creek | 1BR,1BA | $1,157 |
| ARIUM Kissimmee Lakes | Aruba | 1BR,1BA | $1,159 |
| Vineland Landings | One Bedroom One Bath (b) | 1BR,1BA | $1,212 |
Best Value Apartments for Rent in Canterbury, FL
As of January 20, 2026 the best value apartment in the Canterbury area is the $1.29 price per square foot 4 Bed 5 Bath Model at Miramar in the in the Hill to Mabbette neighborhood starting from $2,324. 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 | $1.29 |
| 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 |
| Laguna Place Apartments | 2/2 Large | 2BR,2BA | $1.55 |
| Outrigger Village Apartments | 2 Beds, 1 bath | 2BR,1BA | $1.57 |
| Salix on Vine | 2 Bedroom | 2BR,2BA | $1.56 |
| Mirador at Woodside | Amelia | 1BR,1BA | $1.62 |
| Three Fountains Apartments | One Bedroom/One Bath | 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 ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
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Read ArticleCash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
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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.
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 101 Apartments for Rent in Canterbury, FL with pricing that ranges from $895 to $10,717. There are also 180 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 $2,970.
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 $2,884, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,650 to $2,750. Four Bedroom Single-Family rentals are also available starting from $1,775 and Four Bedroom Apartments start at $1,650.
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

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