Cheap Apartments for Rent in the The Oaks Neighborhood of Kissimmee, FL from $700 (32 Rentals)

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

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Kissimmee Homes
1 to 2 Bedroom Apartments

Kissimmee Homes

2188 McLaren CirKissimmee, FL 34744
  • Utilities Included
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Condolodge Apartments
1 to 3 Bedroom Apartments

Condolodge Apartments

3147 Hempstead AveKissimmee, FL 34741
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Pinnacle at Wesleyan
1 to 3 Bedroom Apartments

Pinnacle at Wesleyan

4151 Wesley Creekside DrKissimmee, FL 34741

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Park on Central
Studio to 2 Bedroom Apartments

Park on Central

1701-1739 N Central AveKissimmee, FL 34741

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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 Flats at Vine Street priced from $899. Broadway has the second lowest priced unit, which is a Studio apartment currently listed from $900. Here are the most affordable The Oaks apartments for rent in Orlando, FL:

Apartment ListingModel NameBed/BathPriced From
Flats at Vine StreetCS - Classic StudioStudio,1BA$899
BroadwayStudio, 1 bathStudio,1BA$900
HeatherwoodStudioStudio,1BA$1,090
ARIUM Kissimmee LakesAruba1BR,1BA$1,185
Palos Verdes- A 55+ Active Adult CommunityA11BR,1BA$1,234
Mirador at WoodsideAmelia1BR,1BA$1,236
Arbors of SenderaOak1BR,1BA$1,275
Three Fountains ApartmentsOne Bedroom/One Bath1BR,1BA$1,285
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 December 17, 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 2BR/2BA Model at Tiffany Square Apartments starting at $1,569 with a $1.57 price per square foot in the Hill to Mabbette 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
Tiffany Square Apartments2BR/2BA2BR,2BA$1.57
Arbors of SenderaMaple2BR,2BA$1.76
Outrigger Village Apartments2 Beds, 1 bath2BR,1BA$1.57
Mirador at WoodsideBellino2BR,1BA$1.70
3221 Pershing St, Unit 32213221 Pershing St2BR,1BA$1.84
Lake Tivoli1 BED 1 BATH A1BR,1BA$1.79
Three Fountains ApartmentsOne Bedroom/One Bath1BR,1BA$1.71
Palos Verdes- A 55+ Active Adult CommunityA11BR,1BA$1.79
509 E Magnolia St, Unit B509 E Magnolia St1BR,1BA$1.67

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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Pet Friendly Lifestyle
The Oaks, Kissimmee, FL

Ranked #12

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

Pet Friendliness Lifestyle Score

3.0
Pet Friendly

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Lifestyle Ratings

ApartmentHomeLiving brings you comprehensive Lifestyle Ratings of rentals in cities across the United States including The Oaks, Kissimmee, and the greater Orlando area. Lifestyle Ratings show you the best fit for your needs and interests. This takes in many factors including rankings of the best places for the best proximity to parks and outdoor amenities, luxury amenities, family-friendliness, raising pets, transit options, and much more. These search options are in the site filters at the top of this page.

Frequently Asked Questions about Cheap The Oaks Apartments

What is the Cheapest Studio apartment in The Oaks?

Currently the most affordable Cheap Studio Apartment in The Oaks is at Flats at Vine Street listed at $899.

How much is rent for a Cheap One Bedroom The Oaks Apartment?

The lowest price for a Cheap One Bedroom The Oaks Apartment is $1,175 at Heatherwood.

What is the lowest price for a Cheap Two Bedroom The Oaks Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in The Oaks is starting from $1,290 at Heatherwood.

What is the most affordable The Oaks Three Bedroom Apartment?

The best deal on a cheap The Oaks Three Bedroom Apartment rental is at Mirador at Woodside and starts from $1,648.

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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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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Your Guide to the Perfect Orlando Neighborhood for Student Renters

Written by: Darla Ferrara

There is never a dull moment in Orlando, Florida. Along with top-tier universities, technical schools, and local colleges, there are world-class entertainment venues, the ocean within driving distance, and lots of sunshine.

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Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers

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When I first moved to Orlando, Florida, in the 1990s, one of the things that drew me here was the remarkably low unemployment rates. There was a job for everyone. Two decades later, that fundamental appeal remains.

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The Soul of the City Beautiful: What Life in Orlando Is Really Like

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When people think of Orlando, Florida, they dream of theme parks and sunny weather, and rightfully so. It’s that energy that keeps this city a mainstay in the global tourist industry.

Articles, How-To's, and Tips

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Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

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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.

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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.