Luxury Homes for Rent in Southwest Orlando Neighborhood of Kissimmee, FL (163 Rentals)

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The most luxurious Homes in the Southwest Orlando area of Kissimmee with high-end amenities, features, and finishes.

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2673 Calistoga Ave
$4,0005 Bedroom, 5 Bath Home for RentAvailable Now

2673 Calistoga Ave

Kissimmee, FL 34741
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917 Waterside Ln
$3,7502 Bedroom, 2 Bath Home for RentAvailable Feb 1

917 Waterside Ln

Kissimmee, FL 34747
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1879 Rustic Falls Dr
$3,2004 Bedroom, 3 Bath Home for RentAvailable Feb 25

1879 Rustic Falls Dr

Kissimmee, FL 34744
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1790 Flourish Ave
$3,0004 Bedroom, 3 Bath Home for RentAvailable Now

1790 Flourish Ave

Kissimmee, FL 34744
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Showing Results 1-50, Page 1 of 4

Southwest Orlando, Kissimmee, FL Local Guide

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Frequently Asked Questions about Southwest Orlando

What type of rentals are currently available in Southwest Orlando?

There are currently 245 Apartments for Rent in Southwest Orlando, FL with pricing that ranges from $400 to $7,530. There are also 515 Single Family Homes for rent, Condos, and Townhome rentals currently available in Southwest Orlando ranging from $670 to $20,000.

What is the current price range for Rental Homes in Southwest Orlando?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Southwest Orlando ranges from $670 to $20,000 with an average monthly rent of $3,486.

How much are larger Three and Four Bedroom Rentals in Southwest Orlando?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Southwest Orlando range from $1,097 to $6,037, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,650 to $4,000. Four Bedroom Single-Family rentals are also available starting from $1,750 and Four Bedroom Apartments start at $1,233.

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.

decorative image for Signing Your Apartment Lease: The Basics article

Signing Your Apartment Lease: The Basics

Written by: Trey Huguley

When you're about to sign a lease for the first time, it can feel a bit overwhelming. You don’t want to miss any important details hidden in the fine print.

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What to Know About Fees and Fines When Renting

Written by: Trey Huguley

When it comes to renting a new apartment or home there can be a number of fees that you will want to keep in mind going into the process.

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Real Estate Term Glossary: Your Guide to The A to Zs of Renting

Written by: Kevin Ready

Navigating the world of real estate can reveal an abundance of terminology and phrasing around the topics of renting and buying that for some may seem like a brand-new language.

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Navigating the World of Low-Income Housing: A Comprehensive Guide

Written by: Kevin Ready

Are you having difficulty keeping up with bills or paying the rent? If so, you are not alone. Many families struggle to keep up with rents that have increased up to 40% in the past decade.