Cheap Homes for Rent in Southwest Orlando Neighborhood of Kissimmee, FL from $600 (87 Rentals) Page 2 of 2

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Search the lowest-cost Homes available for rent right now in the Southwest Orlando area of Kissimmee.

Orlando's Best Affordable Neighborhoods

Learn about Orlando and the best places to live with original content written by our Local Expert Darla Ferrara

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property at 5263 Images Cir

$1,250 - $1,400

1 Bedroom Rentals

Available Now

5263 Images Cir

KissimmeeFL34746
property at 212 E Drury Ave

$1,420

2 Bedroom Rentals

Available Feb 1, 2026

212 E Drury Ave

KissimmeeFL34744
Showing Results 51-87, Page 2 of 2

Frequently Asked Questions about Southwest Orlando

What type of rentals are currently available in Southwest Orlando?

There are currently 308 Apartments for Rent in Southwest Orlando, FL with pricing that ranges from $825 to $26,730. There are also 930 Single Family Homes for rent, Condos, and Townhome rentals currently available in Southwest Orlando ranging from $650 to $8,900.

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 $650 to $8,900 with an average monthly rent of $3,131.

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 $1,349 to $14,259, while Three Bedroom Homes, Condos, and Townhomes for rent range from $650 to $3,799. Four Bedroom Single-Family rentals are also available starting from $900 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.

Articles, How-To's, and Tips

decorative image for How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips article

How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips

Written by: Justin Habersaat

Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.

decorative image for Renting with Roommates: Realistic Expectations for Shared Lease article

Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

decorative image for Apartment Common Area Rules: What Renters Need to Know article

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.

decorative image for How to Negotiate Your Apartment Lease and Save Money article

How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate!