2 Bedroom Apartments for Rent in Oakland, FL (41 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
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 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

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

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
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

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

Read Article
close
View Me
Palm Crossing
2 Bedroom Apartments

Palm Crossing

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

410 S Park Ave

410 S Park AveWinter Garden, FL 34787
Showing Results 1-41, 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 $3,280. The Alibi at Lake Lilly in the Ashton Park neighborhood has the second largest 2 Bedroom, which is sized at 1,575 square feet and currently listed start at $3,070. 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$3,280
The Alibi at Lake LillyEllington B6T1,575 Sq Ft$3,070
The Haven at Lake BrittSanctuary D1 Two-Car Townhome1,553 Sq Ft$3,310
Vista at Lost LakeB91,406 Sq Ft$1,923
Addison At WindermereThe Kaiden1,398 Sq Ft$2,430
Windermere at Lakes Edge ApartmentsDuval Key1,397 Sq Ft$1,928
The Vineyards at Hammock RidgeStover1,360 Sq Ft$1,800
Skyline at Westfall StationB51,261 Sq Ft$2,481
Homestead at HamlinLineage1,251 Sq Ft$2,564
KlaraFaithfully | 2 Bed | 2 Bath1,191 Sq Ft$2,295

Cheapest Available Oakland 2 Bedroom Apartments

As of August 05, 2025 the lowest priced 2 Bedroom apartment unit in Oakland, FL is the Cypress Renovated Model starting from $1,544 at Advenir at The Oaks in the Ashton Park neighborhood. The second most affordable Oakland 2 Bedroom is the Two Bed/ Two Bath Model at Inland Seas Apartments starting at $1,640 in the Deer Island neighborhood. The average price for all 2 Bedroom apartments in Oakland is currently $2,313. Here is today’s list of the cheapest available 2 Bedroom options in Oakland:

Apartment ListingModel NamePriced From
Advenir at The OaksCypress Renovated$1,544
Inland Seas ApartmentsTwo Bed/ Two Bath$1,640
Garden City ApartmentsTwo Bed/1.5 Bath Standard$1,650
Palm CrossingValencia$1,678
Advenir at ClermontPomelo$1,699
The Vineyards at Hammock RidgeNorton$1,750
Country GardensTwo Bedroom Two Bath$1,750
Sundance at ClermontSierra Orchid$1,751
Arya at WindermereSapphire$1,776
Citrus TowerB1-R$1,800

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 #221

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 Advenir at The Oaks listed at $1,544.

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

The average rent for a 2 Bedroom Apartment in Oakland is $2,313.

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 $3,280 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 1,062 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 The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro article

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Written by: Christine Leonard, Esq.

Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.

decorative image for Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting article

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

Written by: Christine Leonard, Esq.

Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.

decorative image for Roommate Matching: Finding the Right Fit and Avoiding Pitfalls article

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.