Cheap Homes for Rent in The Oaks Neighborhood of Kissimmee, FL from $1,100 (41 Rentals)

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Search the lowest-cost Homes available for rent right now in the The Oaks 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

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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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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property at 2200 Key W Ct

2200 Key W Ct

KissimmeeFL34741

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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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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Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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property at 2209 Antigua Pl

2209 Antigua Pl

KissimmeeFL34741
Showing Results 1-41, Page 1 of 1

The Oaks, Kissimmee, FL Local Guide

Cheapest Available The Oaks Apartments for Rent

 

The cheapest available apartment rental in the The Oaks area of Orlando, FL is a Studio unit found at Staymore priced from $400. Vivo Living Kissimmee has the second lowest priced unit, which is a Studio apartment currently listed from $983. Here are the most affordable The Oaks apartments for rent in Orlando, FL:

Apartment ListingModel NameBed/BathPriced From
StaymoreWeekly FurnishedStudio,1BA$400
Vivo Living KissimmeeCS - Classic StudioStudio,1BA$983
Pinnacle at Wesleyan1 Bedroom1BR,1BA$1,085
HeatherwoodStudioStudio,1BA$1,090
Cadia on the LoopBurgundy2BR,1BA$1,215
Palos Verdes- A 55+ Active Adult CommunityA11BR,1BA$1,234
Mirador at WoodsideAmelia1BR,1BA$1,249
Laguna Place ApartmentsCozy 1 Bed/1 Bath in a Vibrant Community – Only...1BR,1BA$1,285

Best Value Apartments for Rent in The Oaks, FL

As of November 01, 2025 the best value apartment in the The Oaks area is the $1.42 price per square foot 4 Bed 5 Bath Model at Miramar in the in the Hill to Mabbette neighborhood starting from $2,550. The second greatest value The Oaks apartment is the The Hibiscus Model at The Gables at Lakeside starting at $1,650 with a $1.65 price per square foot in the Center Lake neighborhood. Here is today’s list of the best values for The Oaks apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
Miramar4 Bed 5 Bath4BR,5BA$1.42
The Gables at LakesideThe Hibiscus2BR,2BA$1.65
Tiffany Square Apartments2BR/2BA2BR,2BA$1.57
Outrigger Village Apartments2 Beds, 1 bath2BR,1BA$1.57
Mirador at WoodsideBellino2BR,1BA$1.75
ARIUM Kissimmee LakesBarbados1BR,1BA$1.79
Arbors of SenderaOak1BR,1BA$1.85
Pinnacle at Wesleyan1 Bedroom1BR,1BA$1.48
Palos Verdes- A 55+ Active Adult CommunityA11BR,1BA$1.79
509 E Magnolia St, Unit B509 E Magnolia St1BR,1BA$1.50

Apartment Common Area Rules: What Renters Need to Know

From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

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

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

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Pet Friendly Lifestyle
The Oaks, 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 The Oaks

What type of rentals are currently available in The Oaks?

There are currently 78 Apartments for Rent in The Oaks, FL with pricing that ranges from $400 to $4,177. There are also 132 Single Family Homes for rent, Condos, and Townhome rentals currently available in The Oaks ranging from $1,100 to $3,450.

What is the current price range for Rental Homes in The Oaks?

Today's rental pricing for Homes for Rent, Condos and Townhomes in The Oaks ranges from $1,100 to $3,450 with an average monthly rent of $1,859.

How much are larger Three and Four Bedroom Rentals in The Oaks?

For those who are looking for larger living arrangements, Three Bedroom Apartments in The Oaks range from $1,496 to $3,393, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,599 to $2,600. Four Bedroom Single-Family rentals are also available starting from $1,800 and Four Bedroom Apartments start at $2,724.

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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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! 

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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.