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Apartments for Rent in Oakland, FL

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1030 Trailside Ct - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1030 Trailside Ct, Oakland, FL 34787

Garage parking | On-site laundry | Walk-in closets

4 beds

2 baths

$4,020

$2,925

Price drop

LAKE JOHNS APARTMENTS & RV PARK LLC - Photo 1 of 1

2d ago

8.3

Very good

LAKE JOHNS APARTMENTS & RV PARK LLC

15992 W Colonial Dr, Oakland, FL 34787

Studio

1 bath

$800

2140 Standing Rock Cir - Photo 1 of 1

5d+ ago

House for rent in Oakland

Residential Lease, OAKLAND, FL

2140 Standing Rock Cir, Oakland, FL 34787

In-unit laundry | Walk-in closets | Package service

3 beds

2.5 baths

$2,900

21 Brock St #NA - Photo 1 of 1

5d+ ago

House for rent in Oakland

$2550- 2 Bedroom 2 Bathroom House In Oakland With Great Amenities

21 Brock St #NA, Oakland, FL 34760

Air conditioning | On-site laundry | Assigned parking

2 beds

2 baths

$2,550

1530 Broken Oak Dr - Photo 1 of 1

5d+ ago

Tucker Oaks condo for rent in Winter Garden

2 beds

2 baths

$2,075

1337 Brandy Lake View Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1337 Brandy Lake View Cir, Winter Garden, FL 34787

Garage parking | Ceiling fan | Deck

4 beds

2 baths

$2,560

Nearby rental good for social life

Nearby rental good for eco-living

2d ago

7.3

Very good

Lake Apopka Place

Lake Apopka Blvd, Winter Garden, FL 34787

2 beds

1 bath

$700–$900

13504 Fountainbleau Dr - Photo 1 of 1

1d ago

Chateau Condominiums At Magnolia Pointe townhouse for rent in Orlando

3/2.5 Clermont Townhome + bonus room/office

13504 Fountainbleau Dr, Orlando, FL 34711

Swimming pool | Fitness center | Hardwood floor

3 beds

2.5 baths

$2,295

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1007 Butterfly Blvd #1007 - Photo 1 of 1

8h ago

Townhouse for rent in Winter Garden

3 Bedroom 2 Bathroom Townhouse In Winter Garden With Great Amenities

1007 Butterfly Blvd #1007, Winter Garden, FL 34787

In-unit laundry | Air conditioning | Assigned parking

3 beds

2 baths

$2,185

Fountainbleau Dr & Promenade Dr - Photo 1 of 1

5d+ ago

Chateau Condominiums At Magnolia Pointe townhouse for rent in Orlando

Fountainbleau Dr & Promenade Dr, Orlando, FL 34711

In-unit laundry | Air conditioning | Swimming pool

3 beds

2 baths

$2,250

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Find rentals with popular amenities

Walk-In Closets

On-Site Laundry

Dishwasher

Outdoor Space

38 Live Oak Rd - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

Residential Lease, WINTER GARDEN, FL

38 Live Oak Rd, Winter Garden, FL 34787

In-unit laundry | Furnished | Dishwasher

3 beds

3 baths

$5,250

14212 Sunridge Blvd - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

Residential Lease, WINTER GARDEN, FL

14212 Sunridge Blvd, Winter Garden, FL 34787

In-unit laundry | Garage parking | On-site laundry

4 beds

2.5 baths

$2,990

1356 Scarlet Oak Loop - Photo 1 of 1

5d+ ago

Tucker Oaks townhouse for rent in Winter Garden

Residential Lease, WINTER GARDEN, FL

1356 Scarlet Oak Loop, Winter Garden, FL 34787

In-unit laundry | Walk-in closets | Ceiling fan

3 beds

2.5 baths

$2,600

16004 Pendio Dr - Photo 1 of 1
New construction

5d+ ago

Bella Collina house for rent in Orlando

Residential Lease, MONTVERDE, FL

16004 Pendio Dr, Orlando, FL 34756

In-unit laundry | Garage parking | Fitness center

5 beds

6 baths

$13,000

13186 Magnolia Valley Dr - Photo 1 of 1

5d+ ago

House for rent in Clermont

Residential Lease, CLERMONT, FL

13186 Magnolia Valley Dr, Clermont, FL 34711

In-unit laundry | Furnished | Air conditioning

5 beds

4 baths

$5,800

1432 Broken Oak Dr #31A - Photo 1 of 1

5d+ ago

Tucker Oaks condo for rent in Winter Garden

Residential Lease, WINTER GARDEN, FL

1432 Broken Oak Dr #31A, Winter Garden, FL 34787

In-unit laundry | Garage parking | Swimming pool

2 beds

2 baths

$1,900

Find sweet deals near Oakland

These rentals are 10%-30% cheaper than the local average price for similar rentals.

1198 Maxey Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1198 Maxey Dr, Winter Garden, FL 34787

On-site laundry | Walk-in closets | Ceiling fan

3 beds

1.5 baths

$1,890

747 Citrus Cove Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

747 Citrus Cove Dr, Winter Garden, FL 34787

Garage parking | Walk-in closets | Ceiling fan

4 beds

2 baths

$2,670

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1738 Sherbourne St - Photo 1 of 1

1d ago

Our team has verified this company

Verified

1738 Sherbourne St, Winter Garden, FL 34787

Garage parking | Walk-in closets | Ceiling fan

3 beds

2.5 baths

$3,430

$2,515

Price drop

427 S Main St - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

427 S Main St, Winter Garden, FL 34787

On-site laundry | Swimming pool | On-site management

3 beds

2 baths

$2,865

16984 Tradewind Pt - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

16984 Tradewind Pt, Winter Garden, FL 34787

On-site laundry | Swimming pool | On-site management

3 beds

2 baths

$3,080

1961 Portcastle Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1961 Portcastle Cir, Winter Garden, FL 34787

On-site laundry | Swimming pool | On-site management

4 beds

2.5 baths

$2,500

$2,315

Price drop

2949 Magnolia Blossom Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2949 Magnolia Blossom Cir Clermont, FL 34711

2949 Magnolia Blossom Cir, Clermont, FL 34711

Garage parking

4 beds

3.5 baths

$2,510

1847 Portcastle Cir - Photo 1 of 1

3d ago

Our team has verified this company

Verified

1847 Portcastle Cir Winter Garden, FL 34787

1847 Portcastle Cir, Winter Garden, FL 34787

Garage parking | Walk-in closets | Outdoor space

3 beds

2.5 baths

$2,949

$2,730

Price drop

Listings within 10 miles
3713 Fallscrest Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

3713 Fallscrest Cir Clermont, FL 34711

3713 Fallscrest Cir, Clermont, FL 34711

Garage parking

3 beds

2 baths

$2,249

Showing 1 - 25 of 25 results
Home > Apartments in Oakland
Updated: September 17, 2026

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Oakland, FL apartments for rent

Renting in Oakland, FL at a glance

As of today, Oakland's median rent price is $2,202 per month.

Median rent

$2,202

Rentals, last 30 days

16

Rent by unit type
SizeValueYoY
All bedrooms$2,202N/A
1 bedroom$1,647N/A
2 bedroom$1,900N/A
Not sure what you can afford? Try our rent calculator

Local insights: What it's like to live in Oakland, FL

Locals appreciate the family-friendly vibe of Oakland, FL, highlighting the abundance of outdoor activities and parks that make it easy to enjoy the natural surroundings. Many residents enjoy the community's quaint shops and restaurants, which contribute to a relaxed atmosphere. The city's schools are frequently praised for their quality, making it appealing for families. However, some residents express concerns about traffic issues, particularly during peak hours, which can make commuting challenging. Overall, the balance of amenities and a slower pace attracts many renters to this area.

What kinds of apartments are available to rent in Oakland, FL?

Oakland maintains a steady rental presence with an average of 16 listings available per month. One-bedroom apartments represent the largest share at 31% of the market, followed by three-bedroom units at 25%. Studios are less common, accounting for 19% of monthly inventory, while two-bedroom apartments are relatively scarce at only 6% of available rentals.

Oakland apartments cater to renters seeking modern conveniences in their urban living experience. Three amenities tie for the most prevalent features, each appearing in 19% of listings: dishwashers, in-unit laundry, and outdoor space. These amenities align well with the practical needs of Oakland's diverse renter base, from young professionals valuing the convenience of in-unit laundry to residents who appreciate outdoor space for relaxation. These averages offer a useful snapshot, though the live market may shift.

Methodology: How we got this data

Zumper’s proprietary rental data fuels our analysis. Rent and market trends, availability, neighborhood popularity, and lifestyle scores are all calculated using real-time and 2026 rental inventory and prices.

Our Lifestyle Categories ("great for eco-living," "great for social life," "great for pet owners," etc.) are determined by set criteria, against which we score each listing and its available features. At the neighborhood level, we calculate the listing count for each category to determine which lifestyles best fit each area.

Zumper, founded in 2012, is North America’s largest privately-owned rental platform, offering over 1 million listings across the U.S. and Canada. Stay informed on the latest trends and shifts in the rental market with our monthly National Rent Report, your go-to resource for key insights into the evolving rental landscape.

Frequently asked questions

What is the average size of an apartment in Oakland, FL?

The average size of a 1 bedroom apartment rental in Oakland is 575 square feet. The average size of a 2 bedroom apartment rental in Oakland is 2500 square feet. The average size of a 3 bedroom apartment rental in Oakland is 2000 square feet.

Can I afford an apartment for rent in Oakland, FL?

To help you better understand how much rent you can afford, check out Zumper's rent calculator. Our rent calculator can help you learn more about Oakland average rent prices.

Looking for apartments in Oakland, FL near you?

Oakland, FL rental availability
🔑Available apartment rentals25
💰Best rent dealLake Apopka Blvd
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos