
Homes for Rent in the Canterbury Neighborhood of Kissimmee, FL Under $2,000 (106 Rentals)


1613 Columbia Arms Cir, Unit 244

4152 Corsair Ave, Unit 4142

2202 Key West Ct, Unit 634

437 Fountainhead Cir, Unit 280

3223 Pershing St

817 Bay Street

2434 John Young Pkwy, Unit 6

909 W Orange St

2884 Skyline Lp
Orlando's Best Affordable Neighborhoods
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2031 Cascades Blvd

2352 Old Dixie Hwy

2280 San Vital Dr

4453 Marcello Blvd

4453 Marcello Blvd

4453 Marcello Blvd

1222 Bermuda Lakes Ln

1003 W June St

2239 Margarita Ct

4317 Paradise Cove Ct
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4007 Venetian Bay Dr

4002 San Gallo Dr

4010 San Gallo Dr

2212 San Vittorino Cir

2788 Club Cortile Cir

4357 Gardenstone Ct

2793 Club Cortile Cir

3023 Rio Grande Trail

409 Fountainhead Cir

4426 St Georges Ct
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2880 Club Cortile Cir

4003 Santa Maria Dr

2704 Club Cortile Cir

2417 Temple Grove Ln

4377 Gardenstone Ct

2146 Penny Ln

2814 Club Cortile Cir

3181 Viceroy Ct

4010 Santa Maria Dr

2210 Grand Cayman Ct
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834 Angela Ln

4003 San Sebastian Dr

1811 Bentley Blvd

405 Fountainhead Cir

2482 Temple Grove Ln

613 E Carroll St

642 Captiva Cir

1229 Bermuda Lakes Ln

2212 Grand Cayman Ct

1602 Columbia Arms Cir
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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 | $1,583 | $1,200 | $3,000 |
| Canterbury 3 Bedroom Homes for Rent | $2,084 | $1,550 | $2,900 |
| Canterbury 4 Bedroom Homes for Rent | $2,463 | $1,850 | $3,400 |
| Canterbury 5 Bedroom Homes for Rent | $3,450 | $2,900 | $3,950 |
| Canterbury 6 Bedroom Homes for Rent | $4,030 | $3,500 | $5,000 |
Browse Homes for Rent in this Neighborhood
There are currently 106 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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Real 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.
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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 106 Apartments for Rent in Canterbury, FL with pricing that ranges from $325 to $8,003. There are also 181 Single Family Homes for rent, Condos, and Townhome rentals currently available in Canterbury ranging from $900 to $5,250.
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 $5,250 with an average monthly rent of $2,592.
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 $1,399 to $3,035, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,550 to $2,900. Four Bedroom Single-Family rentals are also available starting from $1,850 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.
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