Cheap Apartments for Rent in the Southwest Orlando Neighborhood of Kissimmee, FL from $500 (258 Rentals)

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

property at 2061 Cypress Bay Blvd

$700

Total Monthly Price

Total Monthly Price

Base Rent
$700
Total Monthly Price
$700

1 Bedroom, 1 Bath Townhome for Rent

Available Now

2061 Cypress Bay Blvd

KissimmeeFL34743

What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

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

Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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property at 2446 Quail Hollow Ave

$1,199

Total Monthly Price

Total Monthly Price

Base Rent
$1,199
Total Monthly Price
$1,199

1 Bedroom, 1 Bath Home for Rent

Available Now

2446 Quail Hollow Ave

KissimmeeFL34744
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Heritage Park
Rent Specials
$1,224 - $2,086
Total Monthly Price

Total Monthly Price

Base Rent
$1,224 - $2,086
Total Monthly Price
Varies
1 to 4 Bedroom Apartments Available Now

Heritage Park

302 Parkland CirKissimmee, FL 34744
Affordability
  • Verified
  • Low Income
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Cadia on the Loop
Rent Specials
$1,233 - $1,864
Total Monthly Price

Total Monthly Price

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$1,233 - $1,864
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1 to 3 Bedroom Apartments Available Now

Cadia on the Loop

2101 Vinyard BlvdKissimmee, FL 34741
Corporate Housing
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  • Customer Reviewed
  • 3D Tour

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

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Heron Lake
Rent Specials
$1,291 - $1,967
Total Monthly Price

Total Monthly Price

Base Rent
$1,291 - $1,967
Total Monthly Price
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1 to 3 Bedroom Apartments Available Now

Heron Lake

801 Green Heron CtKissimmee, FL 34741
Affordability
  • Verified
  • Customer Reviewed
  • 3D Tour

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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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 1 Bed unit found at The San Juan Senior Living priced from $706. 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
The San Juan Senior Living1 Bed, 1 bath1BR,1BA$706
55+ Remington ApartmentsStudioStudio,1BA$859
Flats at Vine StreetCS - Classic StudioStudio,1BA$949
Parkview Village at CelebrationStudioStudio,1BA$995
Reef ClubOne Bedroom One Bath1BR,1BA$1,067
The TealeBStudio,1BA$1,076
HeatherwoodStudioStudio,1BA$1,090
Goldelm at ValencianGalencianStudio,1BA$1,095
Pinnacle Cove1 Bed 1 Bath (1A)1BR,1BA$1,105
Three Fountains ApartmentsOne Bedroom/One Bath1BR,1BA$1,129

Best Value Apartments for Rent in Southwest Orlando, FL

As of June 09, 2026 the best value apartment in the Southwest Orlando area is the $1.29 price per square foot Robie Model at Kinsman Pointe in the in the Timber Pointe Town Home Series neighborhood starting from $3,145. The second greatest value Southwest Orlando apartment is the 5 Bed 5 Bath Model at Miramar starting at $2,399 with a $1.34 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 PointeRobie5BR,3BA$1.29
Miramar5 Bed 5 Bath5BR,5BA$1.34
Cascades at KissimmeeC13BR,2BA$1.48
2623 Emerald Lake Ct, Unit 26232623 Emerald Lake Ct2BR,2BA$1.44
Laguna Place Apartments3BR - 2BTH3BR,2BA$1.38
Cobblestone of KissimmeeThree Bedroom Two Bath3BR,2BA$1.40
Kensington ApartmentsC1 - Three Bedroom Two Bath3BR,2BA$1.37
Wellington Woods2 Bedroom 2 Bath2BR,2BA$1.35
Welcome to Falcon Trace II2 Bedroom, 2 Bathroom2BR,2BA$1.35
The San Juan Senior Living1 Bed, 1 bath1BR,1BA$0.99

Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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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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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

Lifestyle Ratings

ApartmentHomeLiving brings you our detailed rental search system called 'Lifestyle ratings', composed of neighborhoods, cities, and rental properties across Florida, including Kissimmee. LifeStyle Ratings are the best way to sort through finding a place to live - beyond price and floorplan. This takes in many factors including rankings of the best places for convenient access to the outdoors, luxury amenities, transit availability, pet-friendly communities, places that make kids happy, and other valuable search options. These search options are in the site filters at the top of this page.

Frequently Asked Questions about Cheap Southwest Orlando Apartments

What is a cheap apartment in Southwest Orlando?

A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in Southwest Orlando is under $1,129.

What is the price of a cheap apartment in Southwest Orlando?

The cheapest apartment in Southwest Orlando is The San Juan Senior Living which is listed at $706, while the average apartment in Southwest Orlando costs $18,684.

What types of apartments are the cheapest in Southwest Orlando?

Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 208 regular apartments in Southwest Orlando that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.

How do the prices of cheap apartments compare to the average apartment in Southwest Orlando?

Cheap apartments in Southwest Orlando have an average cost of $161 which is $18,523 cheaper than the average rent for all rentals in Southwest Orlando.

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

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Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

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Creative Ways Developers Reimagine Retail Spaces as Residential Units

Written by: Robin Stewart

Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

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Neighborhood and Market Insights: How to Choose the Right Area to Rent

Written by: Robin Stewart

Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.

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A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Written by: Lauren Harrington

I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.