
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.


4491 Monado Dr

4491 Monado Dr

4495 Monado Dr

4453 Marcello Blvd

522 W Mabbette St

4491 Monado Dr

2203 Key W Ct

2203 Key W Ct

2604 Winding Ridge Ave S

1 Jack Calhoun Dr

2216 Grand Cayman Ct

4142 Flying Fortress Ave

601 N Emory Ave

4448 Monado Dr

2200 Key W Ct

1225 Bermuda Lakes Ln

2214 Grand Cayman Ct

3040 Windover Ave

2210 Grand Cayman Ct

2213 Grand Cayman Ct

1225 Bermuda Lakes Ln

445 Fountainhead Cir

21 N Beaumont Ave

1612 Columbia Arms Cir, Unit 239

1612 Columbia Arms Cir

3816 Breakwater Way

3219 Wickham Ave

1305 W Verona St

720 W Columbia Ave

1618 Columbia Arms Cir

1410 Patrick St

4179 Corsair Ave

3215 Pershing St

1606 Columbia Arms Cir

1606 Columbia Arms Cir

1612 Columbia Arms Cir

1612 Columbia Arms Cir

3215 Pershing St

2810 Club Cortile Cir

405 Fountainhead Cir

2132 St Marteen Ct

408 N Rosland Dr

1746 Foxhall Cir

508 N Rosland Dr

1001 N Plantation Dr

437 Fountainhead Cir

3135 Hempstead Ave

4108 Flying Fortress Ave

1117 N Brack St
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 | $1,584 | $1,250 | $2,200 |
| Canterbury 3 Bedroom Homes for Rent | $2,140 | $1,495 | $2,750 |
| Canterbury 4 Bedroom Homes for Rent | $2,363 | $1,699 | $3,750 |
| Canterbury 5 Bedroom Homes for Rent | $2,899 | $2,200 | $3,500 |
| Canterbury 6 Bedroom Homes for Rent | $3,882 | $2,460 | $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 Staymore priced from $400. 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 | Weekly Furnished | Studio,1BA | $400 |
| Broadway | Studio, 1 bath | Studio,1BA | $900 |
| Vivo Living Kissimmee | CS - Classic Studio | Studio,1BA | $983 |
| Heatherwood | Studio | Studio,1BA | $1,090 |
| Goldelm at Valencian | Galencian | Studio,1BA | $1,095 |
| Heron Ridge 62+ Apartments | One Bedroom A4 | 1BR,1BA | $1,116 |
| Camila | A2 | 1BR,1BA | $1,199 |
| Vineland Landings | One Bedroom One Bath (b) | 1BR,1BA | $1,215 |
Best Value Apartments for Rent in Canterbury, FL
As of November 09, 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 |
| Tiffany Square Apartments | 2BR/2BA | 2BR,2BA | $1.57 |
| Solamar Apartment Homes Kissimmee | Heron | 2BR,2BA | $1.62 |
| Belleza | Valencia | 2BR,2BA | $1.55 |
| Arbors of Sendera | Maple | 2BR,2BA | $1.76 |
| Outrigger Village Apartments | 2 Beds, 1 bath | 2BR,1BA | $1.57 |
| Heron Lake | Blue Heron | 1BR,1BA | $1.77 |
| Heron Ridge 62+ Apartments | One Bedroom A4 | 1BR,1BA | $1.76 |
| 509 E Magnolia St, Unit B | 509 E Magnolia St | 1BR,1BA | $1.50 |
Quick Rent Budget Calculator
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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 111 Apartments for Rent in Canterbury, FL with pricing that ranges from $400 to $14,812. There are also 239 Single Family Homes for rent, Condos, and Townhome rentals currently available in Canterbury ranging from $800 to $5,500.
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 $5,500 with an average monthly rent of $3,240.
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 $7,109, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,495 to $2,750. Four Bedroom Single-Family rentals are also available starting from $1,699 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.

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!

The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.