303 Southern Pecan Cir
Winter GardenFL34787
Cheap Homes for Rent in Oakland, FL from $1,400 (10 Rentals)
Search the lowest-cost Homes available for rent right now in Oakland.
390 Douglas Way
Winter GardenFL34787
234 Southern Pecan Cir
Winter GardenFL34787
963 Butterfly Blvd
Winter GardenFL34787
1369 Broken Oak Dr
Winter GardenFL34787
1350 Winter Green Way
Winter GardenFL34787
1321 Fettler Way
Winter GardenFL34787
1350 Winter Green Way
Winter GardenFL34787
1555 Scarlet Oak Loop
Winter GardenFL34787
17403 Promenade Dr
ClermontFL34711
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 | $2,008 | $1,500 | $2,500 |
| Oakland 3 Bedroom Homes for Rent | $2,693 | $1,800 | $3,630 |
| Oakland 4 Bedroom Homes for Rent | $2,992 | $2,649 | $3,500 |
| Oakland 5 Bedroom Homes for Rent | $7,471 | $3,600 | $10,000+ |
| Oakland 7 Bedroom Homes for Rent | $9,980 | $9,980 | $9,980 |
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 Studio unit found at Winterwoods in the Deer Island neighborhood priced from $1,150. The Vineyards at Hammock Ridge in the Lincoln Park neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,400. Here is today’s list of the most affordable Oakland apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Winterwoods | Studio Apartment | Studio,1BA | $1,150 |
| The Vineyards at Hammock Ridge | Lakeridge | 1BR,1BA | $1,400 |
| Sundance at Clermont | Adobe Lily | 1BR,1BA | $1,412 |
Best Value Apartments for Rent in Oakland, FL and Nearby
As of September 11, 2025 the best value apartment in the Oakland area is the $1.83 price per square foot 2 Beds/ 2 Baths Model at Talcott at Windermere in the in the Southbridge Village Townhomes neighborhood starting from $2,124. The second greatest value Oakland apartment is the Eola Model at Lakewalk at Hamlin starting at $2,410 with a $2.08 price per square foot in the Southbridge Village Townhomes 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. |
|---|---|---|---|
| Talcott at Windermere | 2 Beds/ 2 Baths | 2BR,2BA | $1.83 |
| Lakewalk at Hamlin | Eola | 2BR,2BA | $2.08 |
| Minneola Hills | B1 | 2BR,2BA | $1.85 |
| Advenir at Castle Hill | Tangerine | 2BR,2BA | $1.88 |
| Casa Mirella | A | 1BR,1BA | $1.72 |
| Garden City Apartments | Two Bed/1.5 Bath Upgraded | 2BR,1.5BA | $1.92 |
| Skyline at Westfall Station | A3 | 1BR,1BA | $1.99 |
| The Vineyards at Hammock Ridge | Noble | 1BR,1BA | $2.10 |
| Sundance at Clermont | Adobe Lily | 1BR,1BA | $1.76 |
| Advenir at Clermont | Tangerine | 1BR,1BA | $1.97 |
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Pet Friendly LifestyleOakland, FL
Ranked #407
Among cities in Florida for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
2.5Pet Friendly
Remember the 3 Rules of Real Estate:Location, Location, Location!
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Frequently Asked Questions about Oakland
What type of rentals are currently available in Oakland?
There are currently 46 Apartments for Rent in Oakland, FL with pricing that ranges from $1,150 to $4,785. There are also 66 Single Family Homes for rent, Condos, and Townhome rentals currently available in Oakland ranging from $1,450 to $18,000.
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 $1,450 to $18,000 with an average monthly rent of $4,444.
How much are larger Three and Four Bedroom Rentals in Oakland?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Oakland range from $1,853 to $4,785, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,800 to $3,630. Four Bedroom Single-Family rentals are also available starting from $2,649 and Four Bedroom Apartments start at $3,000.
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.
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.
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.
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.