2 Bedroom Apartments for Rent in Oakland, FL (49 Rentals)

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Elan Crown Point
Rent Specials
$2,125 - $2,530
Total Monthly Price

Total Monthly Price

Base Rent
$1,751 - $3,556
Total Monthly Price
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2 Bedroom Apartments Available Now

Elan Crown Point

2285 Crown Vlg RdOcoee, FL 34761
Family Friendly
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Regency
Rent Specials
$2,295 - $2,574
Total Monthly Price

Total Monthly Price

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

Regency

1601 Maguire RdOcoee, FL 34761
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Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities

Why fight Orlando's tourist traffic when you don't have to? Explore the best cities surrounding Orlando for renters, with expert tips on commuting, lifestyle, hidden costs, and where to find the most value.

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Broadstone Overlands
Rent Specials
$2,245 - $2,355
Total Monthly Price

Total Monthly Price

Base Rent
$1,799 - $3,999
Total Monthly Price
$1,799 - $3,999
2 Bedroom Apartments Available Sep 12

Broadstone Overlands

5000 Collina TerClermont, FL 34711
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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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Casa Mirella
$1,856 - $2,001
Total Monthly Price

Total Monthly Price

Base Rent
$1,544 - $2,538
Total Monthly Price
$1,544 - $2,538
2 Bedroom Apartments Available Now

Casa Mirella

101 Casa Mirella WayWindermere, FL 34786
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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Looking for the perfect new rental? Learn great ways to spot the perfect apartment for you, identify common red flags, and avoid rental issues and scams with these expert provided actionable tips.

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The Lodge at Hamlin
Rent Specials
$2,085 - $2,823
Total Monthly Price

Total Monthly Price

Base Rent
$1,649 - $3,095
Total Monthly Price
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2 Bedroom Apartments Available Now

The Lodge at Hamlin

6151 Lake Lodge DrWinter Garden, FL 34787
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Country Gardens
Rent Specials
$1,499 - $1,820
Total Monthly Price

Total Monthly Price

Base Rent
$1,449 - $1,979
Total Monthly Price
Varies
2 Bedroom Apartments Available Now

Country Gardens

15122 W Colonial DrWinter Garden, FL 34787
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The Soul of the City Beautiful: What Life in Orlando Is Really Like

Orlando is much more than theme parks. Uncover the city's rich history, diverse neighborhoods like Winter Park and Downtown, and its bustling cultural and culinary life.

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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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50 W Story Rd
2 Bedroom Apartments

50 W Story Rd

50 W Story RdWinter Garden, FL 34787
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166 W Morgan St
2 Bedroom Apartments

166 W Morgan St

166 W Morgan StWinter Garden, FL 34787
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West Pointe Villas
2 Bedroom Apartments

West Pointe Villas

1201 W Pointe Villas BlvdWinter Garden, FL 34787
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Park Avenue Villas
2 Bedroom Apartments

Park Avenue Villas

48 S Park AveWinter Garden, FL 34787
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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

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Palm Crossing
2 Bedroom Apartments

Palm Crossing

1240 Winter Garden Vineland RdWinter Garden, FL 34787
Corporate Housing
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410 S Park Ave
2 Bedroom Apartments

410 S Park Ave

410 S Park AveWinter Garden, FL 34787
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Oakland, FL Local Guide

Largest Available Oakland 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Oakland, FL is found at The Alibi at Lake Lilly in the Ashton Park neighborhood and is 1,575 square feet priced from $2,760. The Haven at Lake Britt in the Woodridge neighborhood has the second largest 2 Bedroom, which is sized at 1,553 square feet and currently listed start at $3,320. Here is today’s list of the largest available 2 Bedroom units in Oakland:

Apartment ListingModel NameSquare FootagePriced From
The Alibi at Lake LillyEllington B6T1,575 Sq Ft$2,760
The Haven at Lake BrittSanctuary D1 Two-Car Townhome1,553 Sq Ft$3,320
Casa MirellaB21,408 Sq Ft$1,951
Vista at Lost LakeB81,350 Sq Ft$1,667
Klara ApartmentsWarmly | 2 Bed | 2 Bath1,335 Sq Ft$2,395
RegencyB31,333 Sq Ft$2,519
The Oasis at Lake BennetSerenity1,302 Sq Ft$2,032
Addison At WindermereThe Casper1,299 Sq Ft$2,095
Advenir at Castle HillAmbersweet1,286 Sq Ft$1,979
The Lodge at HamlinB21,280 Sq Ft$2,271

Cheapest Available Oakland 2 Bedroom Apartments

As of August 21, 2026 the lowest priced 2 Bedroom apartment unit in Oakland, FL is the Norton Model starting from $1,464 at The Vineyards at Hammock Ridge in the Lincoln Park neighborhood. The second most affordable Oakland 2 Bedroom is the Standard Model at Garden City Apartments starting at $1,499 in the Courtlea Park neighborhood. The average price for all 2 Bedroom apartments in Oakland is currently $2,098. Here is today’s list of the cheapest available 2 Bedroom options in Oakland:

Apartment ListingModel NamePriced From
The Vineyards at Hammock RidgeNorton$1,464
Garden City ApartmentsStandard$1,499
Country GardensTwo Bedroom Two Bath$1,499
Advenir at The OaksDogwood$1,514
Vista at Lost LakeB5$1,539
Citrus Tower ApartmentsThe Montrose$1,549
Sundance at ClermontSierra Orchid$1,600
Advenir at ClermontSatsuma$1,609
Grand View Garden HomesMinneola-2C-Del$1,625
Inland Seas ApartmentsTwo Bed/ One Bath$1,660

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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Frequently Asked Questions about 2 Bedroom Oakland Apartments

How much is the average rent for a 2 Bedroom Oakland Apartment?

The average rent for a 2 Bedroom Apartment in Oakland is $2,098.

What is the largest available 2 Bedroom Oakland Apartment for rent?

Today's apartment with the most square footage in Oakland is a 1,575 square feet unit starting from $2,760 at The Alibi at Lake Lilly.

What is the average size for Oakland 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Oakland is currently 780 sq ft.

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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Where Orlando Locals Actually Live: A Renter's Guide to the Surrounding Cities

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When people think of Orlando, FL, the iconic theme parks and buzz of downtown tend to steal the spotlight.

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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.

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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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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.

Articles, How-To's, and Tips

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

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Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

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