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from $1,177Studio to 2 Bedroom Apartments Available Now
Winterwoods
15300 W Colonial DrWinter Garden, FL 34787
Cheap Apartments for Rent in Oakland, FL from $900 (12 Rentals)
Search the lowest-cost Apartments available for rent right now in Oakland.
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from $1,2101 to 3 Bedroom Apartments Available Now
Inland Seas Apartments
1301 Inland Seas BlvdWinter Garden, FL 34787
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from $1,3861 to 3 Bedroom Apartments Available Now
Windermere at Lakes Edge Apartments
2415 Treasure Landing PkyOcoee, FL 34761
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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from $1,4241 to 3 Bedroom Apartments Available Now
Advenir at The Oaks
3100 Old Winter Garden RdOcoee, FL 34761
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from $1,4411 to 3 Bedroom Apartments Available Now
Park Place at Maguire Apartments
100 Maguire Park StOcoee, FL 34761
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from $1,450Studio to 2 Bedroom Apartments Available Now
Lofts at South Lake
831 Oakley Seaver DrClermont, FL 34711
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from $1,4871 to 3 Bedroom Apartments Available Now
Talcott at Windermere
5820 Nature View DrWindermere, FL 34786
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from $1,4891 to 3 Bedroom Apartments Available Now
Country Gardens
15122 W Colonial DrWinter Garden, FL 34787
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.
533 Westpoint Garden Cir
Winter GardenFL34787
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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 | $1,626 | $1,177 | $1,820 |
| Oakland 1 Bedroom Apartments | $1,836 | $1,210 | $2,535 |
| Oakland 2 Bedroom Apartments | $2,270 | $1,544 | $3,500 |
| Oakland 3 Bedroom Apartments | $2,665 | $1,500 | $4,685 |
Browse Top Apartments in Oakland
See all Apartments in OaklandExplore Oakland
Oakland, FL Local Guide
- Nearby Cities
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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 $1,177. 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 | $1,177 |
| Inland Seas Apartments | One Bed/ One Bath | 1BR,1BA | $1,210 |
| Windermere at Lakes Edge Apartments | Bayside | 1BR,1BA | $1,386 |
| Advenir at The Oaks | Birch | 1BR,1BA | $1,424 |
| Citrus Tower | A1 | 1BR,1BA | $1,446 |
Best Value Apartments for Rent in Oakland, FL and Nearby
As of June 28, 2025 the best value apartment in the Oakland area is the $1.91 price per square foot Tangerine Model at Advenir at Castle Hill in the in the Lincoln Park neighborhood starting from $2,034. The second greatest value Oakland apartment is the 1x1 - 1a2 - 986 sqft Model at Casa Mirella Apartments starting at $1,571 with a $1.59 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. |
|---|---|---|---|
| Advenir at Castle Hill | Tangerine | 2BR,2BA | $1.91 |
| Casa Mirella Apartments | 1x1 - 1a2 - 986 sqft | 1BR,1BA | $1.59 |
| Advenir at Clermont | Pomelo | 2BR,1BA | $1.76 |
| Klara Apartments | 1 Bed, 1 bath | 1BR,1BA | $2.04 |
| Garden City Apartments | Two Bed/1.5 Bath Upgraded | 2BR,1.5BA | $1.76 |
| The Oasis at Lake Bennet | Horizon | 1BR,1BA | $2.02 |
| Sundance at Clermont | Adobe Lily | 1BR,1BA | $2.01 |
| Windermere at Lakes Edge Apartments | Bayside | 1BR,1BA | $1.85 |
| Country Gardens | One Bedroom One Bath | 1BR,1BA | $2.13 |
| Advenir at The Oaks | Birch | 1BR,1BA | $2.13 |
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Pet Friendly LifestyleOakland, FL
Ranked #189
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
Oakland, FL Apartments MapOakland, FL Rental Homes MapGetting 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 $1,177.
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 $1,544 at Advenir at The Oaks.
What is the most affordable Oakland Three Bedroom Apartment?
The best deal on a cheap Oakland Three Bedroom Apartment rental is at Palm Crossing and starts from $1,973.
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.