
Cheap Homes for Rent in Canterbury Neighborhood of Kissimmee, FL from $1,000 (56 Rentals)
Search the lowest-cost Homes available for rent right now in the Canterbury area of Kissimmee.


1612 Columbia Arms Cir, Unit 239

1612 Columbia Arms Cir

3819 Bowline Cir

2002 Cecile St, Unit studio Cecile A

1721 Manor Dr, Unit Studio

417 Mabbette St

2207 Antigua Pl

2216 Grand Cayman Ct

1513 N Central Ave
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.

1622 Columbia Arms Cir

3020 Jardin St

1222 Bermuda Lakes Ln

722 W Columbia Ave

817 Bay Street

2213 Grand Cayman Ct

1222 Bermuda Lakes Ln

3835 Nautical Way

421 Fountainhead Cir, Unit 213

2206 Antigua Pl
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.

2212 Grand Cayman Ct, Unit 1633

815 Bay St

3823 Bay Club Cir

3831 Bowline Cir

1221 Bermuda Lakes Ln

2212 Grand Cayman Ct

2218 Grand Cayman Ct, Unit 1338

4174 Corsair Ave

2213 Grand Cayman Ct, Unit 1121

437 Fountainhead Cir, Unit 281
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.

3108 E Tower Ct

1001 Spring Meadow Dr

1226 Bermuda Lakes Ln

2130 Cascades Blvd

1117 N Brack St

1233 Sago Palms Blvd

712 S Clyde Ave

2201 Cascades Blvd

2209 Antigua Pl

1611 Columbia Arms Cir
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.

1610 Columbia Arms Cir, Unit 131

109 E Bass St

4172 Corsair Ave

707 Florida Palms Ct

4105 Tropical Isle Blvd, Unit 223

1022 Jack Calhoun Dr

1024 Spring Meadow Dr

413 Fountainhead Cir

4152 Corsair Ave, Unit 4142

1724 Foxhall Cir, Unit 408
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.
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 | $1,552 | $1,350 | $1,880 |
| Canterbury 3 Bedroom Homes for Rent | $2,173 | $1,600 | $3,200 |
| Canterbury 4 Bedroom Homes for Rent | $2,475 | $1,770 | $3,300 |
| Canterbury 5 Bedroom Homes for Rent | $3,849 | $2,300 | $6,000 |
| Canterbury 6 Bedroom Homes for Rent | $3,600 | $3,450 | $3,700 |
Browse Homes for Rent in this Neighborhood
There are currently 56 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 The Flats at Vine Street priced from $949. Reef Club has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,067. Here are the most affordable Canterbury apartments for rent in Orlando, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| The Flats at Vine Street | CS - Classic Studio | Studio,1BA | $949 |
| Reef Club | One Bedroom One Bath | 1BR,1BA | $1,067 |
| Heatherwood | Studio | Studio,1BA | $1,090 |
| Goldelm at Valencian | Galencian | Studio,1BA | $1,095 |
| Three Fountains Apartments | One Bedroom/One Bath | 1BR,1BA | $1,129 |
| Pinewood Park Apartments | PW-SM1BR-1BA | 1BR,1BA | $1,230 |
| Palos Verdes- A 55+ Active Adult Community | A1 | 1BR,1BA | $1,234 |
| Arbors of Sendera | Oak | 1BR,1BA | $1,240 |
| Heron Lake | Blue Heron | 1BR,1BA | $1,278 |
| Park on Central | 1x1 Renovated | 1BR,1BA | $1,299 |
Best Value Apartments for Rent in Canterbury, FL
As of June 10, 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 C1 Model at Cascades at Kissimmee starting at $1,831 with a $1.48 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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Miramar | 5 Bed 5 Bath | 5BR,5BA | $1.34 |
| Cascades at Kissimmee | C1 | 3BR,2BA | $1.48 |
| Laguna Place Apartments | 3BR - 2BTH | 3BR,2BA | $1.38 |
| Kensington Apartments | C1 - Three Bedroom Two Bath | 3BR,2BA | $1.37 |
| Wellington Woods | 2 Bedroom 2 Bath | 2BR,2BA | $1.35 |
| Heron Ridge 62+ Apartments | Two Bedroom B1 (Audio/Visual Accessible) | 2BR,2BA | $1.59 |
| Outrigger Village Apartments | 2 Beds, 1 bath | 2BR,1BA | $1.57 |
| Salix on Vine | 2 Bedroom | 2BR,2BA | $1.56 |
| Three Fountains Apartments | One Bedroom/One Bath | 1BR,1BA | $1.51 |
| Reef Club | One Bedroom One Bath | 1BR,1BA | $1.53 |
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 ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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 105 Apartments for Rent in Canterbury, FL with pricing that ranges from $700 to $18,684. There are also 167 Single Family Homes for rent, Condos, and Townhome rentals currently available in Canterbury ranging from $1,000 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 $1,000 to $6,000 with an average monthly rent of $2,822.
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 $1,398 to $9,168, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,600 to $3,200. Four Bedroom Single-Family rentals are also available starting from $1,770 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

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.