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$1,900 - $2,467
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
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$1,503 - $2,825
Required Monthly Fees
$182
Total Monthly Price
$1,685 - $3,007
AVENUE ON OAKLAND
751 W Oakland AveOakland, FL 34787
2 Bedroom Apartments for Rent in Oakland, FL (46 Rentals)
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$1,995 - $2,480
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
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$1,595 - $2,995
Required Monthly Fees
$118
Total Monthly Price
$1,713 - $3,113
Elan Crown Point
2285 Crown Vlg RdOcoee, FL 34761
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Rent Specials
$1,777 - $2,3732 Bedroom Apartments Available Now
The Oasis at Lake Bennet
906 Oasis Palm CirOcoee, FL 34761
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$1,938 - $2,5192 Bedroom Apartments Available Feb 21
Skyline at Westfall Station
13600 Hilltop Groves BlvdClermont, FL 34711
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Rent Specials
$2,215 - $2,372
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
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$1,829 - $4,454
Required Monthly Fees
$142
Total Monthly Price
$1,971 - $4,596
Broadstone Overlands
5000 Collina TerClermont, FL 34711
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$2,364 - $2,6072 Bedroom Apartments Available Now
Vida Winter Garden
1223 E Plant StWinter Garden, FL 34787
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Rent Specials
$1,899 - $2,1252 Bedroom Apartments Available Now
Minneola Hills
450 Hillside Park StMinneola, FL 34715
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Rent Specials
$2,180 - $2,5902 Bedroom Apartments Available Now
The Haven at Lake Britt
15145 Havencrest CirWinter Garden, FL 34787
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Rent Specials
$2,595 - $3,5452 Bedroom Apartments Available Now
Arya at Windermere
1231 Arya WayOcoee, FL 34761
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
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Rent Specials
$2,105 - $3,6102 Bedroom Apartments Available Now
Addison At Windermere
13644 Tortona LnWindermere, FL 34786
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$2,024 - $2,319
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
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$1,707 - $2,492
Required Monthly Fees
$57
Total Monthly Price
$1,764 - $2,549
Advenir at Castle Hill
13600 Hartle Groves PlClermont, FL 34711
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$1,800 - $2,095
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
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$1,525 - $2,320
Required Monthly Fees
$155
Total Monthly Price
$1,680 - $2,475
The Vineyards at Hammock Ridge
1480 Hammock Ridge RdClermont, FL 34711
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$1,945 - $3,0702 Bedroom Apartments Available Now
The Alibi at Lake Lilly
2760 Southside DrOcoee, FL 34761
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$2,169 - $3,400
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2 Bedroom Apartments Available NowTotal Monthly Price
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$1,641 - $3,280
Required Monthly Fees
$120
Total Monthly Price
$1,761 - $3,400
Homestead at Hamlin
15100 Free Range RunWinter Garden, FL 34787
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Rent Specials
$2,091 - $2,4082 Bedroom Apartments Available Now
Klara Apartments
2300 Hooks StClermont, FL 34711
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$1,831 - $2,094
Total Monthly Price
2 Bedroom Apartments Available Oct 1Total Monthly Price
Base Rent
$1,459 - $2,453
Required Monthly Fees
$169
Total Monthly Price
$1,628 - $2,622
Casa Mirella
101 Casa Mirella WayWindermere, FL 34786
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$2,255 - $3,422
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
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$1,718 - $3,392
Required Monthly Fees
$30
Total Monthly Price
$1,748 - $3,422
The Lodge at Hamlin
6151 Lake Lodge DrWinter Garden, FL 34787
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$1,514 - $1,849
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,227 - $2,131
Required Monthly Fees
$53
Total Monthly Price
$1,280 - $2,184
Advenir at The Oaks
3100 Old Winter Garden RdOcoee, FL 34761
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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$2,280 - $3,5252 Bedroom Apartments Available Now
Lakewalk at Hamlin
14012 Shoreside WayWinter Garden, FL 34787
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$1,649 - $1,810
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,519 - $1,999
Total Monthly Price
$1,519 - $1,999
Country Gardens
15122 W Colonial DrWinter Garden, FL 34787
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$1,847 - $2,663
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,190 - $3,470
Required Monthly Fees
$43
Total Monthly Price
$1,233 - $3,513
Windermere at Lakes Edge Apartments
2415 Treasure Landing PkyOcoee, FL 34761
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Rent Specials
$1,600 - $1,8002 Bedroom Apartments Contact Us For Availability
Winterwoods
15300 W Colonial DrWinter Garden, FL 34787
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$1,837 - $4,223
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,239 - $4,610
Required Monthly Fees
$61
Total Monthly Price
$1,300 - $4,671
Citrus Tower
1290 N Ridge BlvdClermont, FL 34711
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$1,599 - $1,910
Total Monthly Price
2 Bedroom Apartments Contact Us For AvailabilityTotal Monthly Price
Base Rent
$1,407 - $1,993
Required Monthly Fees
$62
Total Monthly Price
$1,469 - $2,055
Advenir at Clermont
600 River Birch CtClermont, FL 34711
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$1,802 - $3,084
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,524 - $3,273
Required Monthly Fees
$51
Total Monthly Price
$1,575 - $3,324
Vista at Lost Lake
2550 Citrus Tower BlvdClermont, FL 34711
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Rent Specials
$1,670 - $1,6802 Bedroom Apartments Available Now
Inland Seas Apartments
1301 Inland Seas BlvdWinter Garden, FL 34787
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$2,046 - $2,3422 Bedroom Apartments Available Now
Talcott at Windermere
5820 Nature View DrWindermere, FL 34786
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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$1,837 - $2,6002 Bedroom Apartments Available Now
Park Place at Maguire Apartments
100 Maguire Park StOcoee, FL 34761
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$2,647
Total Monthly Price
2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,932 - $2,647
Required Monthly Fees
$116
Total Monthly Price
$2,048 - $2,763
Overture Hamlin 55+ Active Adult Apartment...
5795 Citrus Village BlvdWinter Garden, FL 34787
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$1,500 - $1,7502 Bedroom Apartments Available Now
Garden City Apartments
521 S Park AveWinter Garden, FL 34787
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$2,149 - $2,1592 Bedroom Apartments Available Now
Slate Luxury Apartments
584 W Bay StWinter Garden, FL 34787
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$1,721 - $2,4412 Bedroom Apartments Available Now
Sundance at Clermont
1601 Johns Lake RdClermont, FL 34711
380 Eron Way
Winter GardenFL34787
1012 Stucki Terrace
Winter GardenFL34787
665 Lake Apopka Blvd
Winter GardenFL34787
505 Varsity St
Winter GardenFL34787
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.
233 Southern Pecan Cir
Winter GardenFL34787
316 Southern Pecan Cir
Winter GardenFL34787
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2 Bedroom Apartments
50 W Story Rd
50 W Story RdWinter Garden, FL 34787
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2 Bedroom Apartments
166 W Morgan St
166 W Morgan StWinter Garden, FL 34787
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2 Bedroom Apartments
West Pointe Villas
1201 W Pointe Villas BlvdWinter Garden, FL 34787
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2 Bedroom Apartments
Park Avenue Villas
48 S Park AveWinter Garden, FL 34787
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2 Bedroom Apartments
Palm Crossing
1240 Winter Garden Vineland RdWinter Garden, FL 34787
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2 Bedroom Apartments
410 S Park Ave
410 S Park AveWinter Garden, FL 34787
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2 Bedroom Apartments
Tremaine Boyd Apartments
109 S Boyd StWinter Garden, FL 34787
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.
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2 Bedroom Apartments
Lofts at South Lake
831 Oakley Seaver DrClermont, FL 34711
Showing Results 1-46, Page 1 of 1
Oakland, FL Local Guide
Oakland Florida Town Hall by JimmyBoi2 is licensed under CC BY-SA 3.0
How much does it cost to rent an apartment in Oakland?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Oakland Studio Apartments | $1,580 | $1,099 | $1,752 |
| Oakland 1 Bedroom Apartments | $1,812 | $1,233 | $2,490 |
Oakland 2 Bedroom Apartments | $2,248 | $1,500 | $4,223 |
| Oakland 3 Bedroom Apartments | $2,635 | $1,859 | $4,671 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Apartments in Oakland
See all Apartments in OaklandExplore Oakland
Oakland, FL Local Guide
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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 $3,422. 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 $2,960. Here is today’s list of the largest available 2 Bedroom units in Oakland:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| The Lodge at Hamlin | B5 | 1,616 Sq Ft | $3,422 |
| The Alibi at Lake Lilly | Ellington B6T | 1,575 Sq Ft | $2,960 |
| AVENUE ON OAKLAND | B4 (Harris) | 1,508 Sq Ft | $2,467 |
| Vista at Lost Lake | B9 | 1,406 Sq Ft | $1,922 |
| Addison At Windermere | The Kaiden | 1,398 Sq Ft | $2,485 |
| Windermere at Lakes Edge Apartments | Duval Key | 1,397 Sq Ft | $1,947 |
| The Vineyards at Hammock Ridge | Stover | 1,360 Sq Ft | $2,005 |
| Klara Apartments | Warmly | 2 Bed | 2 Bath | 1,335 Sq Ft | $2,338 |
| The Haven at Lake Britt | Euphoria B6 | 1,328 Sq Ft | $2,590 |
| Advenir at Castle Hill | Ambersweet | 1,286 Sq Ft | $2,204 |
Cheapest Available Oakland 2 Bedroom Apartments
As of February 19, 2026 the lowest priced 2 Bedroom apartment unit in Oakland, FL is the Two Bed/1.5 Bath Standard Model starting from $1,500 at Garden City Apartments in the Courtlea Park neighborhood. The second most affordable Oakland 2 Bedroom is the Dogwood Model at Advenir at The Oaks starting at $1,514 in the Ashton Park neighborhood. The average price for all 2 Bedroom apartments in Oakland is currently $2,248. Here is today’s list of the cheapest available 2 Bedroom options in Oakland:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| Garden City Apartments | Two Bed/1.5 Bath Standard | $1,500 |
| Advenir at The Oaks | Dogwood | $1,514 |
| Palm Crossing | Valencia | $1,636 |
| Country Gardens | Two Bedroom Two Bath | $1,649 |
| Inland Seas Apartments | Two Bed/ One Bath | $1,670 |
| Sundance at Clermont | Sierra Orchid | $1,721 |
| Citrus Tower | B2 | $1,768 |
| Vista at Lost Lake | B2 | $1,802 |
| Park Place at Maguire Apartments | B1 | $1,837 |
| Minneola Hills | B1 | $1,899 |
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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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 ArticleCash 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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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.
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See the most popular apartments and homes in Oakland, FL
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 Garden City Apartments listed at $1,500.
How much is the average rent for a 2 Bedroom Oakland Apartment?
The average rent for a 2 Bedroom Apartment in Oakland is $2,248.
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 $3,422 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 880 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.
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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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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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Written by: Darla Ferrara
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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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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