377 Eron Way
Winter GardenFL34787
Cheap Homes for Rent in Oakland, FL from $800 (10 Rentals)
Search the lowest-cost Homes available for rent right now in Oakland.
303 Southern Pecan Cir
Winter GardenFL34787
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.
390 Douglas Way
Winter GardenFL34787
320 Eron Way
Winter GardenFL34787
509 Varsity St
Winter GardenFL34787
13220 Fountainbleau Dr
ClermontFL34711
1313 Eagle Ln
Winter GardenFL34787
1369 Broken Oak Dr
Winter GardenFL34787
1350 Winter Green Way
Winter GardenFL34787
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.
423 Sand Lime Rd
Winter GardenFL34787
Showing Results 1-10, Page 1 of 1
Oakland, FL Local Guide
Oakland Florida Town Hall by JimmyBoi2 is licensed under CC BY-SA 3.0
How much does it cost to rent a home in Oakland?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Oakland 2 Bedroom Homes for Rent | $1,849 | $1,550 | $2,000 |
| Oakland 3 Bedroom Homes for Rent | $2,664 | $1,850 | $4,200 |
| Oakland 4 Bedroom Homes for Rent | $3,149 | $2,545 | $3,950 |
| Oakland 5 Bedroom Homes for Rent | $5,250 | $4,500 | $6,000 |
| Oakland 6 Bedroom Homes for Rent | $20,000 | $10,000 | $10,000+ |
Browse Top Homes for Rent in Oakland
Explore Oakland
Oakland, FL Local Guide
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Cheapest Available Oakland Apartments for Rent and Nearby
The cheapest available apartment rental in Oakland, FL is a 1 Bed unit found at Inland Seas Apartments in the Deer Island neighborhood priced from $1,210. Advenir at The Oaks in the Ashton Park neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,439. Here is today’s list of the most affordable Oakland apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Inland Seas Apartments | One Bed/ One Bath | 1BR,1BA | $1,210 |
| Advenir at The Oaks | Birch | 1BR,1BA | $1,439 |
| Citrus Tower | A1 | 1BR,1BA | $1,526 |
Best Value Apartments for Rent in Oakland, FL and Nearby
As of July 23, 2025 the best value apartment in the Oakland area is the $2.08 price per square foot Eola Model at Lakewalk at Hamlin in the in the Southbridge Village Townhomes neighborhood starting from $2,410. The second greatest value Oakland apartment is the Mirage Model at The Oasis at Lake Bennet starting at $2,012 with a $1.80 price per square foot in the Ashton Park neighborhood. Here is today’s list of the best values for Oakland apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Lakewalk at Hamlin | Eola | 2BR,2BA | $2.08 |
| The Oasis at Lake Bennet | Mirage | 2BR,2BA | $1.80 |
| Country Gardens | Three Bedroom Two Bath | 3BR,2BA | $1.71 |
| Advenir at Castle Hill | Tangerine | 2BR,2BA | $1.90 |
| Casa Mirella | A | 1BR,1BA | $1.72 |
| Lofts at South Lake | Crystal | 2BR,2BA | $1.96 |
| Garden City Apartments | Two Bed/1.5 Bath Standard | 2BR,1.5BA | $1.81 |
| Sundance at Clermont | Adobe Lily | 1BR,1BA | $1.92 |
| Palm Crossing | Valencia | 2BR,2BA | $2.12 |
| Advenir at Clermont | Tangerine | 1BR,1BA | $2.04 |
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Frequently Asked Questions about Oakland
What type of rentals are currently available in Oakland?
There are currently 44 Apartments for Rent in Oakland, FL with pricing that ranges from $1,177 to $4,785. There are also 57 Single Family Homes for rent, Condos, and Townhome rentals currently available in Oakland ranging from $800 to $20,000.
What is the current price range for Rental Homes in Oakland?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Oakland ranges from $800 to $20,000 with an average monthly rent of $5,049.
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.
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.
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.
The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.
Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.