7399 Mezzano Ln
OaklandFL34787
Cheap Homes for Rent in Oakland, FL from $1,000 (9 Rentals)
Search the lowest-cost Homes available for rent right now in Oakland.
304 Southern Pecan Cir
Winter GardenFL34787
380 Eron Way
Winter GardenFL34787
1012 Stucki Terrace
Winter GardenFL34787
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.
665 Lake Apopka Blvd
Winter GardenFL34787
505 Varsity St
Winter GardenFL34787
233 Southern Pecan Cir
Winter GardenFL34787
14843 Astrolyn St
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.
17239 Chateau Pine Way
ClermontFL34711
Showing Results 1-9, 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 | $1,744 | $1,575 | $2,050 |
| Oakland 3 Bedroom Homes for Rent | $2,676 | $1,850 | $3,300 |
| Oakland 4 Bedroom Homes for Rent | $3,768 | $2,300 | $8,500 |
| Oakland 5 Bedroom Homes for Rent | $5,837 | $4,500 | $6,999 |
Browse Top Homes for Rent in Oakland
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Oakland, FL Local Guide
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Cheapest Available Oakland Apartments for Rent
The cheapest available apartment rental in Oakland, FL is a Studio unit found at Winterwoods in the Deer Island neighborhood priced from $1,099. Advenir at The Oaks in the Ashton Park neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,280. 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 | $1,099 |
| Advenir at The Oaks | Birch | 1BR,1BA | $1,280 |
| Citrus Tower | A1 | 1BR,1BA | $1,300 |
Best Value Apartments for Rent in Oakland, FL
As of February 21, 2026 the best value apartment in the Oakland area is the $1.50 price per square foot C Model at Casa Mirella in the in the Ashton Park neighborhood starting from $2,622. The second greatest value Oakland apartment is the 1500 Broken Oaks Drive Model at 1500 Broken Oaks Drive, Unit 25B starting at $2,100 with a $1.36 price per square foot in the Deer Island 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. |
|---|---|---|---|
| Casa Mirella | C | 3BR,2BA | $1.50 |
| 1500 Broken Oaks Drive, Unit 25B | 1500 Broken Oaks Drive | 3BR,2.5BA | $1.36 |
| Country Gardens | Three Bedroom Two Bath | 3BR,2BA | $1.77 |
| Sundance at Clermont | Autumn Sage | 1BR,1BA | $1.65 |
| Garden City Apartments | Two Bed/1.5 Bath Upgraded | 2BR,1.5BA | $1.87 |
| Klara Apartments | Sincerely | 1 Bed | 1 Bath | 1BR,1BA | $2.10 |
| Vista at Lost Lake | A5 | 1BR,1BA | $1.97 |
| The Oasis at Lake Bennet | Horizon | 1BR,1BA | $2.10 |
| Citrus Tower | A1-R | 1BR,1BA | $1.98 |
| Advenir at The Oaks | Birch Renovated | 1BR,1BA | $2.05 |
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.
Read Article
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.
Read ArticleCash 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.
Read ArticleYour Guide to the Perfect Orlando Neighborhood for Student Renters
Learn About the Best Neighborhoods to Rent Near College Campuses in Orlando, FL | Find Orlando Off-Campus Student Housing at ApartmentHomeLiving.com
Read ArticleQuick Rent Budget Calculator
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See the most popular apartments and homes in Oakland, FL
Frequently Asked Questions about Oakland
What type of rentals are currently available in Oakland?
There are currently 48 Apartments for Rent in Oakland, FL with pricing that ranges from $1,099 to $4,671. There are also 75 Single Family Homes for rent, Condos, and Townhome rentals currently available in Oakland ranging from $1,000 to $8,500.
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 $1,000 to $8,500 with an average monthly rent of $3,059.
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
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.
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
Written by: Darla Ferrara
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
Written by: Darla Ferrara
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
Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.
18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.
A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.
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.