Cheap Homes for Rent in Southwest Orlando Neighborhood of Kissimmee, FL from $600 (128 Rentals)

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

property at 2203 Key W Ct

2203 Key W Ct

KissimmeeFL34741
property at 2203 Key W Ct

2203 Key W Ct

KissimmeeFL34741
property at 2200 Key W Ct

2200 Key W Ct

KissimmeeFL34741
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Southwest Orlando, Kissimmee, FL Local Guide

Cheapest Available Southwest Orlando Apartments for Rent

 

The cheapest available apartment rental in the Southwest Orlando area of Kissimmee, FL is a Studio unit found at Staymore priced from $400. 55+ Remington Apartments has the second lowest priced unit, which is a Studio apartment currently listed from $859. Here are the most affordable Southwest Orlando apartments for rent in Kissimmee, FL:

Apartment ListingModel NameBed/BathPriced From
StaymoreWeekly FurnishedStudio,1BA$400
55+ Remington ApartmentsStudioStudio,1BA$859
BroadwayStudio, 1 bathStudio,1BA$900
Vivo Living KissimmeeCS - Classic StudioStudio,1BA$983
Parkview Village at CelebrationStudio AStudio,1BA$995
The TealeBStudio,1BA$1,076

Best Value Apartments for Rent in Southwest Orlando, FL

As of November 12, 2025 the best value apartment in the Southwest Orlando area is the $1.39 price per square foot Cali Model at Kinsman Pointe in the in the Timber Pointe Town Home Series neighborhood starting from $2,536. The second greatest value Southwest Orlando apartment is the 4 Bed 5 Bath Model at Miramar starting at $2,550 with a $1.42 price per square foot in the Hill to Mabbette neighborhood. Here is today’s list of the best values for Southwest Orlando apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
Kinsman PointeCali4BR,2BA$1.39
Miramar4 Bed 5 Bath4BR,5BA$1.42
Cane IslandB12BR,2BA$1.42
Cobblestone of KissimmeeThree Bedroom Two Bath3BR,2BA$1.40
Kensington ApartmentsC1 - Three Bedroom Two Bath3BR,2BA$1.37
Tiffany Square Apartments2BR/2BA2BR,2BA$1.57
Welcome to Falcon Trace II2 Bedroom, 2 Bathroom2BR,2BA$1.35
BellezaValencia2BR,2BA$1.55
Courtney ChasePimlico1BR,1BA$1.55
509 E Magnolia St, Unit B509 E Magnolia St1BR,1BA$1.50

Quick Rent Budget Calculator

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Pet Friendly Lifestyle
Southwest Orlando, Kissimmee, FL

Ranked #2

Among cities in Florida for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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Best Local Schools in
Southwest Orlando, Kissimmee, FL

School data provided by Great Schools

Frequently Asked Questions about Southwest Orlando

What type of rentals are currently available in Southwest Orlando?

There are currently 296 Apartments for Rent in Southwest Orlando, FL with pricing that ranges from $400 to $14,870. There are also 985 Single Family Homes for rent, Condos, and Townhome rentals currently available in Southwest Orlando ranging from $699 to $13,995.

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 $699 to $13,995 with an average monthly rent of $3,345.

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 $7,226, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,300 to $4,500. 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.

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.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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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.

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Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.