Skip to navigationSkip to main contentSkip to footer
Zumper

Luxury Apartments for Rent in Oakland, FL

25 rentals available

705 Largovista Dr - Photo 1 of 1

1d ago

Luxury house for rent in Oakland

705 Largovista Dr, Oakland, FL 34787

Luxury | In-unit laundry | Garage parking

4 beds

4 baths

$6,000

House for rent

Available Jun 20

Top amenities
In-Unit Laundry
On-Site Laundry
On-Site Management
Storage
16007 Ollivett St - Photo 1 of 1

3d ago

Luxury house for rent in Winter Garden

16007 Ollivett St, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

5 beds

3 baths

$3,499

House for rent

Available Jun 17

Top amenities
Garage Parking
On-Site Laundry
On-Site Management
Package Service
Swimming Pool
2501 Sky Stone Ct - Photo 1 of 1

4d ago

Luxury house for rent in Oakland

Single Family Residence - OAKLAND, FL

2501 Sky Stone Ct, Oakland, FL 34787

Luxury | Walk-in closets | Swimming pool

4 beds

2.5 baths

$3,900

House for rent

Top amenities
Ceiling Fan
Dishwasher
Garage Parking
In-Unit Laundry
15992 W Colonial Dr #M03 - Photo 1 of 1

4d ago

Luxury apartment for rent in Oakland

15992 W Colonial Dr #M03, Oakland, FL 34787

Luxury

Studio

1 bath

$800

Apartment for rent

Available Jun 22

273 Avalon Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

273 Avalon Rd, Winter Garden, FL 34787

Luxury | Walk-in closets | In-unit laundry

4 beds

2 baths

$2,995

House for rent

Top amenities
Ceiling Fan
Dishwasher
In-Unit Laundry
15603 Boggy Oak Cir - Photo 1 of 1

5d+ ago

Luxury Tucker Oaks apartment for rent in Winter Garden

15603 Boggy Oak Cir, Winter Garden, FL 34787

Luxury | Balcony | Swimming pool

3 beds

2.5 baths

$2,500

Apartment for rent

Available Jul 15

Top amenities
Ceiling Fan
Garage Parking
In-Unit Laundry
On-Site Management
Swimming Pool

Nearby rental good for eco-living

$3,500

Winter Garden

Nearby rental good for pet owners

$2,380

Greater Hills

1309 Cardinal Ln - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

1309 Cardinal Ln, Winter Garden, FL 34787

Luxury | In-unit laundry | Ceiling fan

3 beds

2 baths

$1,800

House for rent

Top amenities
In-Unit Laundry
302 Avalon Rd #302 - Photo 1 of 1

5d+ ago

Luxury condo for rent in Winter Garden

302 Avalon Rd #302, Winter Garden, FL 34787

Luxury | Swimming pool | Fitness center

2 beds

2 baths

$1,750

Condo for rent

Available May 20

Top amenities
Garage Parking
In-Unit Laundry
On-Site Management
Package Service
Swimming Pool
The best of Zumper, delivered

Be the first to hear about new listings matching your search.

Email
By clicking submit, I accept Zumper's Terms and Conditions, Privacy Policy, and Community Values.
1535 Broken Oak Dr #37B - Photo 1 of 1

5d+ ago

Luxury Tucker Oaks townhouse for rent in Winter Garden

Condominium - WINTER GARDEN, FL

1535 Broken Oak Dr #37B, Winter Garden, FL 34787

Luxury | In-unit laundry | Air conditioning

3 beds

2.5 baths

$2,195

$2,095

Price drop

House for rent

Top amenities
Air Conditioning
Carpet
Dishwasher
Garage Parking
On-Site Laundry
On-Site Management
1516 Scarlet Oak Loop #B - Photo 1 of 1

5d+ ago

Luxury Tucker Oaks condo for rent in Winter Garden

1516 Scarlet Oak Loop #B, Winter Garden, FL 34787

Luxury | Swimming pool | Controlled access

3 beds

2.5 baths

$2,100

Condo for rent

Advertisement

Find sweet deals near Oakland

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

$2,995

Winter Garden

$1,750

Winter Garden

$2,100

Winter Garden

$2,560

Winter Garden

1000 Dolphin Dr - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

1000 Dolphin Dr, Winter Garden, FL 34787

Luxury | In-unit laundry | Dishwasher

3 beds

2 baths

$2,100

House for rent

Top amenities
In-Unit Laundry
1066 Dolphin Dr - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

1066 Dolphin Dr, Winter Garden, FL 34787

Luxury | In-unit laundry | On-site laundry

3 beds

2 baths

$1,700

House for rent

Top amenities
In-Unit Laundry
On-Site Laundry

5d+ ago

Luxury apartment for rent in Oakland

17517 Cottage Ct #2, Oakland, FL 34787

Luxury

Studio

1 bath

$650

Apartment for rent

Available Jun 9

5d+ ago

Luxury apartment for rent in Winter Garden

Lake Apopka Place - Apt 1

17517 Cottage Ct #1, Winter Garden, FL 34787

Luxury

1 bed

1 bath

$650

Apartment for rent

Available Jun 9

17802 Jefferson St - Photo 1 of 1

5d+ ago

Luxury house for rent in Oakland

Single Family Residence - OAKLAND, FL

17802 Jefferson St, Oakland, FL 34787

Luxury | In-unit laundry | Garage parking

4 beds

2 baths

$2,595

House for rent

Top amenities
Dishwasher
Fireplace
High Ceilings
In-Unit Laundry
1321 Eagle Ln - Photo 1 of 1

3d ago

Luxury house for rent in Winter Garden

House for rent

17h ago

7.3

Very good

Lake Apopka Place

Lake Apopka Blvd, Winter Garden, FL 34787

Luxury

Studio–2 beds

1 bath

$650–$900

Apartment for rent

1725 Portcastle Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1725 Portcastle Cir, Winter Garden, FL 34787

Luxury | Garage parking | Ceiling fan

3 beds

2.5 baths

$3,730

$2,715

Price drop

House for rent

Available Jun 29

Advertisement
266 Regal Downs Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

266 Regal Downs Cir, Winter Garden, FL 34787

Luxury | Walk-in closets | Garage parking

4 beds

2 baths

$2,730

$2,560

Price drop

House for rent

Available Jul 16

Top amenities
Ceiling Fan
High Ceilings
On-Site Laundry
1052 Sadie Ln - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1052 Sadie Ln, Winter Garden, FL 34787

Luxury | Walk-in closets | Garage parking

3 beds

2 baths

$3,770

$2,715

Price drop

House for rent

Available Aug 10

Top amenities
On-Site Laundry
221 Timbercreek Pines Cir - Photo 1 of 1

1d ago

Our team has verified this company

Verified

221 Timbercreek Pines Cir, Winter Garden, FL 34787

Luxury | Walk-in closets | Garage parking

4 beds

2.5 baths

$2,840

$2,700

Price drop

House for rent

Available Aug 10

Top amenities
High Ceilings
1030 Maxey Dr - Photo 1 of 1

3d ago

Our team has verified this company

Verified

1030 Maxey Dr, Winter Garden, FL 34787

Luxury | Balcony | Swimming pool

4 beds

1.5 baths

$2,405

House for rent

Available Aug 4

Top amenities
On-Site Laundry
On-Site Management
13509 Laranja St - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

13509 Laranja St, Clermont, FL 34711

Luxury | Balcony | Swimming pool

3 beds

2.5 baths

$3,090

House for rent

Available Aug 11

Top amenities
On-Site Laundry
On-Site Management
Storage
14425 N Greater Hills Blvd - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

14425 N Greater Hills Blvd, Clermont, FL 34711

Luxury | Swimming pool | On-site laundry

3 beds

2 baths

$2,680

House for rent

Available Jul 29

Top amenities
On-Site Laundry
On-Site Management
Showing 1 - 25 of 25 results
Home > Apartments in Oakland > Oakland Luxury Apartments For Rent
Updated: June 22, 2026

Are you a rental professional?

Try our tenant screening, or post rental listings to Zumper, Craigslist Oakland, and more.
Atlanta ApartmentsAustin ApartmentsBaltimore ApartmentsBoston ApartmentsCharlotte ApartmentsChicago ApartmentsDallas ApartmentsDenver ApartmentsDetroit ApartmentsHouston ApartmentsLas Vegas ApartmentsLos Angeles ApartmentsMiami ApartmentsMinneapolis ApartmentsNew York ApartmentsPhiladelphia ApartmentsPhoenix ApartmentsPittsburgh ApartmentsPortland ApartmentsSan Antonio ApartmentsSan Diego ApartmentsSan Francisco ApartmentsSeattle ApartmentsTampa ApartmentsWashington DC Apartments

Looking for apartments in Oakland, FL near you?

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

For more in depth rent prices, check out our Oakland, FL rent data, which covers average and median rents in Oakland, FL.

To know how much rent you can afford in Oakland, FL, use our rent affordability calculator.

If you're looking for a specific type of apartment near Oakland, FL, use our helpful filters to find an apartment you will love!