
Cheap Homes for Rent in The Oaks Neighborhood of Kissimmee, FL from $1,000 (21 Rentals)
Search the lowest-cost Homes available for rent right now in the The Oaks area of Kissimmee.


1612 Columbia Arms Cir, Unit 239

1612 Columbia Arms Cir

3819 Bowline Cir

1721 Manor Dr, Unit Studio

2002 Cecile St, Unit studio Cecile A

417 Mabbette St
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2207 Antigua Pl

2216 Grand Cayman Ct

1513 N Central Ave

1622 Columbia Arms Cir

1807 Michigan Ave

1222 Bermuda Lakes Ln

1705 Michigan Ave
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2213 Grand Cayman Ct

817 Bay Street

722 W Columbia Ave

1222 Bermuda Lakes Ln

3835 Nautical Way

421 Fountainhead Cir, Unit 213

1001 Spring Meadow Dr
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The Oaks, Kissimmee, FL Local Guide

How much does it cost to rent a home in The Oaks?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| The Oaks 2 Bedroom Homes for Rent | $1,526 | $1,300 | $1,880 |
| The Oaks 3 Bedroom Homes for Rent | $2,134 | $1,599 | $2,800 |
| The Oaks 4 Bedroom Homes for Rent | $2,150 | $1,900 | $2,400 |
| The Oaks 5 Bedroom Homes for Rent | $3,500 | $3,500 | $3,500 |
| The Oaks 6 Bedroom Homes for Rent | $2,995 | $2,995 | $2,995 |
Browse Homes for Rent in this Neighborhood
There are currently 21 rentals with your search options within a 2 mile radius of the The Oaks Neighborhood of Kissimmee, FL.
Explore Kissimmee
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 $949. Reef Club has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,067. Here are the most affordable The Oaks apartments for rent in Orlando, FL:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Flats at Vine Street | Classic Studio | Studio,1BA | $949 |
| Reef Club | One Bedroom One Bath | 1BR,1BA | $1,067 |
| Heatherwood | Studio | Studio,1BA | $1,090 |
| Three Fountains Apartments | One Bedroom/One Bath | 1BR,1BA | $1,129 |
| Mirador at Woodside | Amelia | 1BR,1BA | $1,224 |
Best Value Apartments for Rent in The Oaks, FL
As of June 14, 2026 the best value apartment in the The Oaks area is the $1.34 price per square foot 5 Bed 5 Bath Model at Miramar in the in the Hill to Mabbette neighborhood starting from $2,399. The second greatest value The Oaks apartment is the C1 Model at Cascades at Kissimmee starting at $1,831 with a $1.48 price per square foot in the Oakwater neighborhood. Here is today’s list of the best values for The Oaks apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Miramar | 5 Bed 5 Bath | 5BR,5BA | $1.34 |
| Cascades at Kissimmee | C1 | 3BR,2BA | $1.48 |
| Tiffany Square Apartments | 2BR/2BA | 2BR,2BA | $1.60 |
| 4142 Corsair Ave, Unit 4142 | 4142 Corsair Ave | 2BR,2BA | $1.72 |
| Outrigger Village Apartments | 2 Beds, 1 bath | 2BR,1BA | $1.57 |
| Mirador at Woodside | Bellino | 2BR,1BA | $1.69 |
| Lake Tivoli | 1 BED 1 BATH B | 1BR,1BA | $1.65 |
| Arbors of Sendera | Oak | 1BR,1BA | $1.65 |
| Three Fountains Apartments | One Bedroom/One Bath | 1BR,1BA | $1.51 |
| Reef Club | One Bedroom One Bath | 1BR,1BA | $1.53 |
Frequently Asked Questions about The Oaks
What type of rentals are currently available in The Oaks?
There are currently 82 Apartments for Rent in The Oaks, FL with pricing that ranges from $700 to $5,250. There are also 104 Single Family Homes for rent, Condos, and Townhome rentals currently available in The Oaks ranging from $1,000 to $3,500.
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 $1,000 to $3,500 with an average monthly rent of $2,085.
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 $1,494 to $2,983, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,599 to $2,800. Four Bedroom Single-Family rentals are also available starting from $1,900 and Four Bedroom Apartments start at $2,550.
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

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

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.

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

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
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Pet-Friendly Renting: Everything You Need to Know Before You Move
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Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

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