Cheap Apartments for Rent in Oakland, FL from $1,000 (51 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
$1,569 - $3,014
Total Monthly Price

Total Monthly Price

Base Rent
$1,569 - $3,014
Total Monthly Price
$1,569 - $3,014
Studio to 3 Bedroom Apartments Available Now

AVENUE ON OAKLAND

751 W Oakland AveOakland, FL 34787
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Country Gardens
$1,449 - $1,979
Total Monthly Price

Total Monthly Price

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$1,449 - $1,979
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1 to 3 Bedroom Apartments Available Now

Country Gardens

15122 W Colonial DrWinter Garden, FL 34787
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Garden City Apartments
Rent Specials
$1,499 - $1,749
Total Monthly Price

Total Monthly Price

Base Rent
$1,499 - $1,749
Total Monthly Price
$1,499 - $1,749
2 Bedroom Apartments Available Now

Garden City Apartments

521 S Park AveWinter Garden, FL 34787
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What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.

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Broadstone Overlands
Rent Specials
$1,649 - $4,399
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Total Monthly Price

Base Rent
$1,649 - $4,399
Total Monthly Price
$1,649 - $4,399
1 to 3 Bedroom Apartments Available Now

Broadstone Overlands

5000 Collina TerClermont, FL 34711
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Casa Mirella
Rent Specials
$1,676 - $2,359
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Total Monthly Price

Base Rent
$1,676 - $2,359
Total Monthly Price
$1,676 - $2,359
1 to 3 Bedroom Apartments Available Now

Casa Mirella

101 Casa Mirella WayWindermere, FL 34786
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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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The Lodge at Hamlin
Rent Specials
$1,700 - $3,095
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$1,700 - $3,095
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1 to 3 Bedroom Apartments Available Now

The Lodge at Hamlin

6151 Lake Lodge DrWinter Garden, FL 34787
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Regency
$1,724 - $3,100
Total Monthly Price

Total Monthly Price

Base Rent
$1,724 - $3,100
Total Monthly Price
$1,724 - $3,100
Studio to 3 Bedroom Apartments Available Now

Regency

1601 Maguire RdOcoee, FL 34761
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Elan Crown Point
Rent Specials
$1,740 - $3,555
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$1,740 - $3,555
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1 to 3 Bedroom Apartments Available Now

Elan Crown Point

2285 Crown Vlg RdOcoee, FL 34761
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Cash 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.

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Winterwoods
Studio to 2 Bedroom Apartments

Winterwoods

15300 W Colonial DrWinter Garden, FL 34787
Corporate Housing
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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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Palm Crossing
1 to 3 Bedroom Apartments

Palm Crossing

1240 Winter Garden Vineland RdWinter Garden, FL 34787
Corporate Housing
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Lofts at South Lake
Studio to 2 Bedroom Apartments

Lofts at South Lake

831 Oakley Seaver DrClermont, FL 34711

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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Tremaine Boyd Apartments
Studio to 3 Bedroom Apartments

Tremaine Boyd Apartments

109 S Boyd StWinter Garden, FL 34787
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How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

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Showing Results 1-50, Page 1 of 2

Oakland, FL Local Guide

Cheapest Available Oakland Apartments for Rent

 

The cheapest available apartment rental in Oakland, FL is a 1 Bed unit found at Advenir at The Oaks in the Ashton Park neighborhood priced from $1,380. Sundance at Clermont in the Lincoln Park neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,442. Here is today’s list of the most affordable Oakland apartments for rent:

Apartment ListingModel NameBed/BathPriced From
Advenir at The OaksBirch1BR,1BA$1,380
Sundance at ClermontAdobe Lily1BR,1BA$1,442
Citrus TowerA11BR,1BA$1,449
Palm CrossingClementine1BR,1BA$1,498
Garden City ApartmentsStandard2BR,1BA$1,499
Vista at Lost LakeA41BR,1BA$1,530
Windermere at Lakes Edge ApartmentsArtist1BR,1BA$1,558
AVENUE ON OAKLANDS1 (Colonial)Studio,1BA$1,569
Minneola HillsA11BR,1BA$1,590
Advenir at ClermontPomelo2BR,1BA$1,597

Best Value Apartments for Rent in Oakland, FL

As of June 15, 2026 the best value apartment in the Oakland area is the $1.35 price per square foot C Model at Casa Mirella in the in the Ashton Park neighborhood starting from $2,359. The second greatest value Oakland apartment is the Pomelo Model at Advenir at Clermont starting at $1,597 with a $1.64 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 MirellaC3BR,2BA$1.35
Advenir at ClermontPomelo2BR,1BA$1.64
Country GardensTwo Bedroom Two Bath2BR,2BA$1.71
Garden City ApartmentsUpgraded2BR,1.5BA$1.92
Klara ApartmentsTruly | 1 Bed | 1 Bath1BR,1BA$2.16
Vista at Lost LakeA51BR,1BA$1.98
Sundance at ClermontAdobe Lily1BR,1BA$1.80
Talcott at WindermereHaven with Balcony Upgrade1BR,1BA$2.15
The Oasis at Lake BennetSanctuary1BR,1BA$2.19
Advenir at The OaksBirch Renovated1BR,1BA$2.10

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.

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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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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Oakland, FL Rentals by Map

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Frequently Asked Questions about Cheap Oakland Apartments

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

The lowest price for a Cheap One Bedroom Oakland Apartment is $1,380 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 $1,499 at Garden City 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 $1,869.

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

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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.

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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.

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Unlock Your Orlando Commute: An Expert Guide to Ideal Neighborhoods Near Major Local Employers

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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.

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The Soul of the City Beautiful: What Life in Orlando Is Really Like

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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

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How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

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Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

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Creative Ways Developers Reimagine Retail Spaces as Residential Units

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Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

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Neighborhood and Market Insights: How to Choose the Right Area to Rent

Written by: Robin Stewart

Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.