Cheap Homes for Rent in Lakeside Neighborhood of Kissimmee, FL from $800 (17 Rentals)

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

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.

property at 817 Bay Street

$1,350

Total Monthly Price

Total Monthly Price

Base Rent
$1,350

Total Monthly Price
$1,350

2 Bedroom, 1 Bath Home for Rent

Available May 14

817 Bay Street

KissimmeeFL34744

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property at 815 Bay St

$1,450

Total Monthly Price

Total Monthly Price

Base Rent
$1,450

Total Monthly Price
$1,450

2 Bedroom, 1 Bath Home for Rent

Available Now

815 Bay St

KissimmeeFL34744

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Cheapest Available Lakeside Apartments for Rent

 

The cheapest available apartment rental in the Lakeside area of Orlando, FL is a Studio unit found at 55+ Remington Apartments priced from $859. Heritage Park has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,097. Here are the most affordable Lakeside apartments for rent in Orlando, FL:

Apartment ListingModel NameBed/BathPriced From
55+ Remington ApartmentsStudioStudio,1BA$859
Heritage ParkHeritage Commons - One Bedroom Single Suite (b)1BR,1BA$1,097
VeranoBarton1BR,1BA$1,332
Cobblestone of KissimmeeTwo Bedroom Two Bath2BR,2BA$1,338
Academy Village ApartmentsGrammar1BR,1BA$1,375

Best Value Apartments for Rent in Lakeside, FL

As of May 07, 2026 the best value apartment in the Lakeside area is the $1.61 price per square foot 3 Bed, 2.5 Bath Townhome C4 Model at Stillwater Lakes in the in the Lakeside neighborhood starting from $2,326. The second greatest value Lakeside apartment is the Bellinger Model at Simmons Trace starting at $2,139 with a $1.50 price per square foot in the Lakeside neighborhood. Here is today’s list of the best values for Lakeside apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
Stillwater Lakes3 Bed, 2.5 Bath Townhome C43BR,2.5BA$1.61
Simmons TraceBellinger3BR,2BA$1.50
Cobblestone of KissimmeeThree Bedroom Two Bath3BR,2BA$1.40
Lago Vista Apartments2 Beds, 2 baths2BR,2BA$1.52
Academy Park ApartmentsAlberta1BR,1BA$1.65
Osceola PointeTwo Bedroom One Bath2BR,1BA$1.85
Heritage Key VillasBelmont1BR,1BA$1.78
VeranoCypress1BR,1BA$1.92
Aston Square | Luxury Apartments in Kissimmee, FL1C1BR,1BA$1.87
Academy Village ApartmentsGrammar1BR,1BA$1.79

Frequently Asked Questions about Lakeside

What type of rentals are currently available in Lakeside?

There are currently 80 Apartments for Rent in Lakeside, FL with pricing that ranges from $800 to $9,333. There are also 177 Single Family Homes for rent, Condos, and Townhome rentals currently available in Lakeside ranging from $850 to $3,800.

What is the current price range for Rental Homes in Lakeside?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Lakeside ranges from $850 to $3,800 with an average monthly rent of $1,946.

How much are larger Three and Four Bedroom Rentals in Lakeside?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Lakeside range from $1,554 to $9,333, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,600 to $3,000. Four Bedroom Single-Family rentals are also available starting from $2,000 and Four Bedroom Apartments start at $1,739.

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.

Helpful Local Expert Guides

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Articles, How-To's, and Tips

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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.

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This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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