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

How Many Bedrooms?Done
Select your price rangeDone
to
Lifestyle Matching SearchDone
Learn more about Lifestyle Search
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done

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.

Read Article

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.

Read Article

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.

Read Article

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

Read Article
property at 5000 Collina Ter

5000 Collina Ter

ClermontFL34711
close
View Me
50 W Story Rd
2 Bedroom Apartments

50 W Story Rd

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

166 W Morgan St

166 W Morgan StWinter Garden, FL 34787
close
View Me
Park Avenue Villas
2 Bedroom Apartments

Park Avenue Villas

48 S Park AveWinter Garden, FL 34787
  • Utilities Included
close
View Me
West Pointe Villas
2 Bedroom Apartments

West Pointe Villas

1201 W Pointe Villas BlvdWinter Garden, FL 34787
  • Utilities Included

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.

Read Article
close
View Me
Palm Crossing
2 Bedroom Apartments

Palm Crossing

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

410 S Park Ave

410 S Park AveWinter Garden, FL 34787
Showing Results 1-49, Page 1 of 1

Oakland, FL Local Guide

Largest Available Oakland 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Oakland, FL is found at The Lodge at Hamlin in the Southbridge Village Townhomes neighborhood and is 1,616 square feet priced from $2,992. 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 $3,310. Here is today’s list of the largest available 2 Bedroom units in Oakland:

Apartment ListingModel NameSquare FootagePriced From
The Lodge at HamlinB51,616 Sq Ft$2,992
The Haven at Lake BrittSanctuary D1 Two-Car Townhome1,553 Sq Ft$3,310
The Alibi at Lake LillyKeaton B5T1,505 Sq Ft$2,890
Casa MirellaB21,408 Sq Ft$1,816
Vista at Lost LakeB91,406 Sq Ft$1,934
Talcott at WindermereTranquility with Balcony Upgrade1,338 Sq Ft$2,356
Klara ApartmentsWarmly | 2 Bed | 2 Bath1,335 Sq Ft$2,420
Addison At WindermereThe Casper1,299 Sq Ft$2,230
AVENUE ON OAKLANDB3 (Alder)1,291 Sq Ft$2,224
Skyline at Westfall StationB51,261 Sq Ft$2,549

Cheapest Available Oakland 2 Bedroom Apartments

As of November 14, 2025 the lowest priced 2 Bedroom apartment unit in Oakland, FL is the Two Bed/ Two Bath Model starting from $1,310 at Inland Seas Apartments in the Deer Island neighborhood. The second most affordable Oakland 2 Bedroom is the Pomelo Model at Advenir at Clermont starting at $1,499 in the Lincoln Park neighborhood. The average price for all 2 Bedroom apartments in Oakland is currently $2,245. Here is today’s list of the cheapest available 2 Bedroom options in Oakland:

Apartment ListingModel NamePriced From
Inland Seas ApartmentsTwo Bed/ Two Bath$1,310
Advenir at ClermontPomelo$1,499
Advenir at The OaksDogwood$1,499
Garden City ApartmentsTwo Bed/1.5 Bath Standard$1,500
Country GardensTwo Bedroom Two Bath$1,659
Palm CrossingSeville$1,675
Citrus TowerB2-R$1,723
Vista at Lost LakeB1$1,759
Sundance at ClermontSierra Orchid$1,781
Casa MirellaB$1,791

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.

Read Article
Decorative image

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 Article
Decorative image

The 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 Article
Decorative image

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

Read Article
Decorative image

Quick Rent Budget Calculator

How much rent can you afford?

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.

decorative image of people with a giant lease agreement

Pet Friendly Lifestyle
Oakland, FL

Ranked #266

Among cities in Florida for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

2.5
Pet Friendly

decorative image of woman handing cat to small boy

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

Explore Oakland, FL Rentals by Map

Decorative image of map

See the most popular apartments and homes in Oakland, FL

View Map
Oakland, FL Apartments Map
View Map
Oakland, FL Rental Homes Map

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 2 Bedroom Oakland Apartments

What is the Cheapest apartment in Oakland with 2 Bedroom?

Currently the most affordable 2 Bedroom in Oakland is at Inland Seas Apartments listed at $1,310.

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

The average rent for a 2 Bedroom Apartment in Oakland is $2,245.

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

Today's apartment with the most square footage in Oakland is a 1,616 square feet unit starting from $2,992 at The Lodge at Hamlin.

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

The average size for a 2 Bedroom rental in Oakland is currently 1,192 sq ft.

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.

decorative image for An Orlando Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent article

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.

decorative image for Apartment Common Area Rules: What Renters Need to Know article

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.

decorative image for How to Negotiate Your Apartment Lease and Save Money article

How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

decorative image for The Rental Move-In Inspection Checklist: A Guide for Renters article

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.