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$1,150 - $1,800Studio to 2 Bedroom Apartments Available Now
Winterwoods
15300 W Colonial DrWinter Garden, FL 34787
Cheap Apartments for Rent in Oakland, FL from $900 (13 Rentals)
Search the lowest-cost Apartments available for rent right now in Oakland.
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Rent Specials
$1,210 - $1,9501 to 3 Bedroom Apartments Available Now
Inland Seas Apartments
1301 Inland Seas BlvdWinter Garden, FL 34787
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$1,344 - $2,1441 to 3 Bedroom Apartments Available Now
Advenir at The Oaks
3100 Old Winter Garden RdOcoee, FL 34761
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$1,392 - $3,1221 to 3 Bedroom Apartments Available Now
Citrus Tower
1290 N Ridge BlvdClermont, FL 34711
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$1,426 - $2,9761 to 3 Bedroom Apartments Available Now
Windermere at Lakes Edge Apartments
2415 Treasure Landing PkyOcoee, FL 34761
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$1,449 - $2,2491 to 3 Bedroom Apartments Available Now
Advenir at Clermont
600 River Birch CtClermont, FL 34711
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.
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Rent Specials
$1,466 - $3,2131 to 3 Bedroom Apartments Available Now
Vista at Lost Lake
2550 Citrus Tower BlvdClermont, FL 34711
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$1,481 - $2,9621 to 3 Bedroom Apartments Available Now
Sundance at Clermont
1601 Johns Lake RdClermont, FL 34711
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$1,500 - $1,7502 Bedroom Apartments Available Now
Garden City Apartments
521 S Park AveWinter Garden, FL 34787
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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.
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Showing Results 1-13, 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 an apartment in Oakland?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Oakland Studio Apartments | $1,604 | $1,150 | $1,775 |
| Oakland 1 Bedroom Apartments | $1,820 | $1,210 | $2,490 |
| Oakland 2 Bedroom Apartments | $2,248 | $1,310 | $3,525 |
| Oakland 3 Bedroom Apartments | $2,676 | $1,866 | $4,432 |
Browse Top Apartments in Oakland
See all Apartments in OaklandExplore Oakland
Oakland, FL Local Guide
- Nearby Cities
- ZIP codes
- Local Counties
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. Inland Seas Apartments in the Deer Island neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,210. 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 |
| Inland Seas Apartments | One Bed/ One Bath | 1BR,1BA | $1,210 |
| Advenir at The Oaks | Birch | 1BR,1BA | $1,344 |
| Citrus Tower | A1 | 1BR,1BA | $1,411 |
| Advenir at Clermont | Tangerine | 1BR,1BA | $1,449 |
Best Value Apartments for Rent in Oakland, FL and Nearby
As of November 11, 2025 the best value apartment in the Oakland area is the $1.77 price per square foot Three Bedroom Two Bath Model at Country Gardens in the in the Deer Island neighborhood starting from $1,899. The second greatest value Oakland apartment is the Tangerine Model at Advenir at Castle Hill starting at $2,019 with a $1.90 price per square foot in the Lincoln 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. |
|---|---|---|---|
| Country Gardens | Three Bedroom Two Bath | 3BR,2BA | $1.77 |
| Advenir at Castle Hill | Tangerine | 2BR,2BA | $1.90 |
| Casa Mirella | A | 1BR,1BA | $1.74 |
| Garden City Apartments | Two Bed/1.5 Bath Upgraded | 2BR,1.5BA | $1.87 |
| AVENUE ON OAKLAND | A3 (Newton) | 1BR,1BA | $2.09 |
| The Oasis at Lake Bennet | Horizon | 1BR,1BA | $2.06 |
| The Vineyards at Hammock Ridge | Lakeridge | 1BR,1BA | $1.88 |
| Sundance at Clermont | Adobe Lily | 1BR,1BA | $1.85 |
| Advenir at Clermont | Tangerine | 1BR,1BA | $1.90 |
| Advenir at The Oaks | Birch Renovated | 1BR,1BA | $2.11 |
Apartment Common Area Rules: What Renters Need to Know
From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.
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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 ArticleThe 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 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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The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
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Pet Friendly LifestyleOakland, FL
Ranked #257
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!
Explore Oakland, FL Rentals by Map
See the most popular apartments and homes in Oakland, FL
Getting Around Oakland, FL
Walk Score®
20 / 100
Car-Dependent
Almost all errands require a car
Bike Score®
43 / 100
Somewhat Bikeable
Minimal bike infrastructure
Transit Score®
2 / 100
Minimal Transit
It may be possible to get on a bus
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about Cheap Oakland Apartments
What is the Cheapest Studio apartment in Oakland?
Currently the most affordable Cheap Studio Apartment in Oakland is at Winterwoods listed at $1,150.
How much is rent for a Cheap One Bedroom Oakland Apartment?
The lowest price for a Cheap One Bedroom Oakland Apartment is $1,210 at Inland Seas Apartments.
What is the lowest price for a Cheap Two Bedroom Oakland Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Oakland is starting from $1,310 at Inland Seas Apartments.
What is the most affordable Oakland Three Bedroom Apartment?
The best deal on a cheap Oakland Three Bedroom Apartment rental is at Windermere at Lakes Edge Apartments and starts from $1,866.
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.
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.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!
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.