Cheap Homes for Rent in Lakeside Neighborhood of Kissimmee, FL from $900 (12 Rentals)

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

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.

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.

Lakeside, Kissimmee, FL Local Guide

Cheapest Available Lakeside Apartments for Rent

 

The cheapest available apartment rental in the Lakeside area of Orlando, FL is a 1 Bed unit found at Heritage Park priced from $1,124. Heritage Key Villas has the second lowest priced unit, which is a Studio apartment currently listed from $1,320. Here are the most affordable Lakeside apartments for rent in Orlando, FL:

Apartment ListingModel NameBed/BathPriced From
Heritage ParkHeritage Commons - One Bedroom Single Suite (b)1BR,1BA$1,124
Heritage Key VillasStudio 1 bath 622sfStudio,1BA$1,320
Cobblestone of KissimmeeTwo Bedroom Two Bath2BR,2BA$1,338
The JamisonHavenStudio,1BA$1,355
Academy Park ApartmentsOntario1BR,1BA$1,425

Best Value Apartments for Rent in Lakeside, FL

As of September 11, 2025 the best value apartment in the Lakeside area is the $1.48 price per square foot Pinehurst Model at Simmons Trace in the in the Lakeside neighborhood starting from $2,272. The second greatest value Lakeside apartment is the Beam Model at Summerwell Buenaventura Lakes starting at $2,870 with a $1.90 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.
Simmons TracePinehurst3BR,2BA$1.48
Summerwell Buenaventura LakesBeam4BR,2.5BA$1.90
406 E Vine St, Unit Suite B406 E Vine St1BR,0.5BA$1.67
Cobblestone of KissimmeeThree Bedroom Two Bath3BR,2BA$1.40
168 Bowie LnApt 1023BR,2BA$1.59
Academy Park ApartmentsOntario1BR,1BA$1.63
Osceola PointeTwo Bedroom One Bath2BR,1BA$1.70
VeranoCypress1BR,1BA$1.73
San Mateo CrossingDominion1BR,1BA$1.87
Aston Square Apartments1C1BR,1BA$1.91

Quick Rent Budget Calculator

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Pet Friendly Lifestyle
Lakeside, Kissimmee, FL

Ranked #17

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

Pet Friendliness Lifestyle Score

3.0
Pet Friendly

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Frequently Asked Questions about Lakeside

What type of rentals are currently available in Lakeside?

There are currently 76 Apartments for Rent in Lakeside, FL with pricing that ranges from $850 to $3,255. There are also 206 Single Family Homes for rent, Condos, and Townhome rentals currently available in Lakeside ranging from $950 to $3,900.

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 $950 to $3,900 with an average monthly rent of $2,278.

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 $1,399 to $3,255, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,495 to $3,900. Four Bedroom Single-Family rentals are also available starting from $2,149 and Four Bedroom Apartments start at $1,599.

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 An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent article

An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent

Written by: Darla Ferrara

For many, Orlando is the place where you vacation, not live. However, this city, located in the central region of Florida, offers a vibrant tech community, plenty of outdoor activities, and some of the best schools in the country.

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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.

decorative image for The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro article

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Written by: Christine Leonard, Esq.

Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.