Cheap Apartments for Rent in Oakland, FL from $1,000 (47 Rentals)

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Search the lowest-cost Apartments available for rent right now in Oakland.

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AVENUE ON OAKLAND
Rent Specials
$1,581 - $2,998
Total Monthly Price

Total Monthly Price

Base Rent
$1,581 - $2,998
Total Monthly Price
$1,581 - $2,998
Studio to 3 Bedroom Apartments Available Now

AVENUE ON OAKLAND

751 W Oakland AveOakland, FL 34787
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What Does “Rent Burdened” Mean? How Much Rent Is Too Much

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Country Gardens
$1,564 - $1,959
Total Monthly Price

Total Monthly Price

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$1,564 - $1,959
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1 to 3 Bedroom Apartments Available Now

Country Gardens

15122 W Colonial DrWinter Garden, FL 34787
Affordability
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Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

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The Lodge at Hamlin
Rent Specials
$1,699 - $3,423
Total Monthly Price

Total Monthly Price

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$1,699 - $3,423
Total Monthly Price
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1 to 3 Bedroom Apartments Available Now

The Lodge at Hamlin

6151 Lake Lodge DrWinter Garden, FL 34787
Outdoors
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Elan Crown Point
Rent Specials
$1,713 - $3,618
Total Monthly Price

Total Monthly Price

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$1,713 - $3,618
Total Monthly Price
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1 to 3 Bedroom Apartments Available Now

Elan Crown Point

2285 Crown Vlg RdOcoee, FL 34761
Family Friendly
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Casa Mirella
$1,785 - $2,622
Total Monthly Price

Total Monthly Price

Base Rent
$1,785 - $2,622
Total Monthly Price
$1,785 - $2,622
1 to 3 Bedroom Apartments Available Now

Casa Mirella

101 Casa Mirella WayWindermere, FL 34786
Affordability
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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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Broadstone Overlands
Rent Specials
$1,821 - $4,474
Total Monthly Price

Total Monthly Price

Base Rent
$1,821 - $4,474
Total Monthly Price
$1,821 - $4,474
1 to 3 Bedroom Apartments Available Now

Broadstone Overlands

5000 Collina TerClermont, FL 34711
Eco-Friendly
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Regency
$1,836 - $3,337
Total Monthly Price

Total Monthly Price

Base Rent
$1,836 - $3,337
Total Monthly Price
$1,836 - $3,337
Studio to 3 Bedroom Apartments Available May 15

Regency

1601 Maguire RdOcoee, FL 34761
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Park Avenue Villas
1 to 2 Bedroom Apartments

Park Avenue Villas

48 S Park AveWinter Garden, FL 34787
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West Pointe Villas
2 to 4 Bedroom Apartments

West Pointe Villas

1201 W Pointe Villas BlvdWinter Garden, FL 34787
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Lofts at South Lake
Studio to 2 Bedroom Apartments

Lofts at South Lake

831 Oakley Seaver DrClermont, FL 34711
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Palm Crossing
1 to 3 Bedroom Apartments

Palm Crossing

1240 Winter Garden Vineland RdWinter Garden, FL 34787
Corporate Housing

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Tremaine Boyd Apartments
Studio to 3 Bedroom Apartments

Tremaine Boyd Apartments

109 S Boyd StWinter Garden, FL 34787
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Top Neighborhoods Near Orlando Major Employers

Learn about the best places to live near major employers in Orlando with original content written by our Local Expert Darla Ferrara

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Showing Results 1-47, Page 1 of 1

Oakland, FL Local Guide

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. Lofts at South Lake in the Lincoln Park neighborhood has the second lowest priced unit, which is a Studio apartment currently listed from $1,249. Here is today’s list of the most affordable Oakland apartments for rent:

Apartment ListingModel NameBed/BathPriced From
WinterwoodsStudio ApartmentStudio,1BA$1,099
Lofts at South LakeOsceolaStudio,1BA$1,249
Advenir at The OaksBirch1BR,1BA$1,295
Vista at Lost LakeA61BR,1BA$1,413
Addison At WindermereThe Aria1BR,1BA$1,495
Garden City ApartmentsTwo Bed/1.5 Bath Standard2BR,1BA$1,500
Advenir at ClermontTangerine1BR,1BA$1,502
Sundance at ClermontAdobe Lily1BR,1BA$1,511
Palm CrossingClementine1BR,1BA$1,521
Citrus TowerA11BR,1BA$1,534

Best Value Apartments for Rent in Oakland, FL

As of April 29, 2026 the best value apartment in the Oakland area is the $1.48 price per square foot B2 Model at Casa Mirella in the in the Ashton Park neighborhood starting from $2,085. The second greatest value Oakland apartment is the C1 Model at Vista at Lost Lake starting at $2,090 with a $1.75 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 ListingModel NameBed/BathPrice Per Sq.Ft.
Casa MirellaB22BR,2BA$1.48
Vista at Lost LakeC13BR,2BA$1.75
The Oasis at Lake BennetMirage2BR,2BA$1.80
Country GardensTwo Bedroom Two Bath2BR,2BA$1.79
Minneola HillsA41BR,1BA$1.93
Garden City ApartmentsTwo Bed/1.5 Bath Upgraded2BR,1.5BA$1.87
Skyline at Westfall StationA31BR,1BA$1.97
The Vineyards at Hammock RidgeLakeridge1BR,1BA$1.96
Sundance at ClermontAdobe Lily1BR,1BA$1.89
Advenir at The OaksBirch1BR,1BA$1.93

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Don't Settle: How to Negotiate Your Apartment Lease and Save Money

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

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Your 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

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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 $1,099.

How much is rent for a Cheap One Bedroom Oakland Apartment?

The lowest price for a Cheap One Bedroom Oakland Apartment is $1,295 at Advenir at The Oaks.

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 $1,494 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 Sundance at Clermont and starts from $1,851.

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.

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