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Luxury Apartments for Rent in Oakland, FL

25 rentals

457 Regal Downs Cir - Photo 1 of 1

5d+ ago

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Verified

457 Regal Downs Cir, Winter Garden, FL 34787

Luxury | Walk-in closets | Garage parking

3 beds

2 baths

$2,420

House for rent

Available Mar 9

Top amenities
High Ceilings
13619 Laranja St - Photo 1 of 1

5d+ ago

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Verified

13619 Laranja St, Clermont, FL 34711

Luxury | Walk-in closets | Garage parking

3 beds

2 baths

$2,240

House for rent

Available May 4

Top amenities
Garage Parking
On-Site Laundry
13501 Laranja St - Photo 1 of 1

5d+ ago

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Verified

13501 Laranja St, Clermont, FL 34711

Luxury | Walk-in closets | Garage parking

3 beds

2.5 baths

$3,990

$2,860

Price drop

House for rent

Available Apr 27

Top amenities
Garage Parking
High Ceilings
On-Site Laundry
16000 Arrowhead Trl - Photo 1 of 1

3d ago

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Verified

16000 Arrowhead Trl Clermont, FL 34711

16000 Arrowhead Trl, Orlando, FL 34711

Luxury | Garage parking

4 beds

2 baths

$2,565

$2,435

Price drop

House for rent

Available Jan 20

481 Dagama Dr - Photo 1 of 1

3d ago

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Verified

481 Dagama Dr Clermont, FL 34715

481 Dagama Dr, Clermont, FL 34715

Luxury | Walk-in closets | Garage parking

4 beds

3.5 baths

$2,825

House for rent

Available Mar 3

365 Marco Ct - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

365 Marco Ct Clermont, FL 34715

365 Marco Ct, Clermont, FL 34715

Luxury | Garage parking

5 beds

3.5 baths

$2,999

House for rent

Available Feb 23

Nearby rental good for eco-living

$2,420

Winter Garden

Nearby rental good for pet owners

$3,500

Magnolia Terrace

14843 Astrolyn St - Photo 1 of 1
3D tour

5d+ ago

Luxury house for rent in Winter Garden

14843 Astrolyn St, Winter Garden, FL 34787

Luxury | Walk-in closets | In-unit laundry

3 beds

2 baths

$1,799

House for rent

Available Dec 12

Top amenities
In-Unit Laundry
On-Site Management

4d ago

6.7

Good

Lake Apopka Place

Lake Apopka Blvd, Winter Garden, FL 34787

Luxury

2 beds

1 bath

$900

Apartment for rent

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Brass Ring Apartments - Photo 1 of 1

5d+ ago

8

Very good

Brass Ring Apartments

722 S Woodland St, Winter Garden, FL 34787

Luxury | Air conditioning | Outdoor space

1 bed

1 bath

$1,050–$1,095

Apartment for rent

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

3d ago

8

Very good

LAKE JOHNS APARTMENTS & RV PARK LLC

15992 W Colonial Dr, Oakland, FL 34787

Luxury

Studio–1 bed

1 bath

$750–$800

Apartment for rent

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Find sweet deals near Oakland

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

$2,420

Winter Garden

$2,300

Winter Garden

$1,750

Winter Garden

$2,099

Winter Garden

17004 Gathering Place Cir - Photo 1 of 1

2d ago

Luxury house for rent in Clermont

Single Family Residence - CLERMONT, FL

17004 Gathering Place Cir, Clermont, FL 34711

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$2,850

House for rent

Top amenities
Dishwasher
Garage Parking
In-Unit Laundry
Swimming Pool
150 Temple Grove Dr - Photo 1 of 1

2d ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

150 Temple Grove Dr, Winter Garden, FL 34787

Luxury | In-unit laundry | Air conditioning

3 beds

2 baths

$2,900

House for rent

Top amenities
Ceiling Fan
Fireplace
In-Unit Laundry
Storage
17536 Eve Dr - Photo 1 of 1

2d ago

Luxury apartment for rent in Montverde

Manufactured Home - MONTVERDE, FL

17536 Eve Dr, Montverde, FL 34756

Luxury | In-unit laundry | Garage parking

3 beds

2 baths

$1,500

Apartment for rent

Top amenities
Fireplace
In-Unit Laundry
On-Site Laundry
1519 Broken Oak Dr #B - Photo 1 of 1

3d ago

Luxury Tucker Oaks townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

1519 Broken Oak Dr #B, Winter Garden, FL 34787

Luxury | Swimming pool | In-unit laundry

3 beds

2.5 baths

$2,200

House for rent

Top amenities
Carpet
Dishwasher
Garage Parking
In-Unit Laundry
Swimming Pool
1604 Scarlet Oak Loop #63B - Photo 1 of 1

3d ago

Luxury Tucker Oaks townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

1604 Scarlet Oak Loop #63B, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

3 beds

2.5 baths

$2,500

House for rent

Top amenities
Carpet
Ceiling Fan
In-Unit Laundry
Swimming Pool
2729 Sweet Acacia Dr - Photo 1 of 1
New construction

12h ago

Luxury house for rent in Clermont

2729 Sweet Acacia Dr, Clermont, FL 34711

Luxury | Swimming pool | Fitness center

4 beds

3 baths

$3,500

$3,100

Price drop

House for rent

Top amenities
Fitness Center
391 Floral Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

391 Floral Dr, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$3,500

House for rent

Top amenities
Air Conditioning
Ceiling Fan
Dishwasher
Garage Parking
In-Unit Laundry
Swimming Pool
13605 Daniels Landing Cir - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Winter Garden

13605 Daniels Landing Cir, Winter Garden, FL 34787

Luxury | Balcony | Swimming pool

3 beds

2.5 baths

$2,300

House for rent

Available Mar 10

Top amenities
Controlled Access
Fitness Center
Garage Parking
On-Site Management
Package Service
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2331 Garden Belle Dr - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Clermont

Townhouse - CLERMONT, FL

2331 Garden Belle Dr, Clermont, FL 34711

Luxury | Walk-in closets | Swimming pool

3 beds

2.5 baths

$2,500

House for rent

Top amenities
Fitness Center
In-Unit Laundry
Swimming Pool
1021 Temple Grove Pl - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

1021 Temple Grove Pl, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

4 beds

4.5 baths

$8,500

House for rent

Top amenities
Dishwasher
Fireplace
Furnished
Hardwood Floor
In-Unit Laundry
Swimming Pool
57 Windtree Ln #G - Photo 1 of 1

5d+ ago

Luxury condo for rent in Winter Garden

Apartment - WINTER GARDEN, FL

57 Windtree Ln #G, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

2 beds

2 baths

$1,750

Condo for rent

Top amenities
Ceiling Fan
Garage Parking
In-Unit Laundry
16708 Bolsena Dr - Photo 1 of 1
New construction

5d+ ago

Luxury Bella Collina house for rent in Orlando

Single Family Residence - BELLA COLLINA, FL

16708 Bolsena Dr, Orlando, FL 34756

Luxury | Swimming pool | Fitness center

4 beds

4.5 baths

$11,990

House for rent

Top amenities
Fitness Center
In-Unit Laundry
Swimming Pool
17321 Promenade Dr - Photo 1 of 1

5d+ ago

Luxury Chateau Condominiums At Magnolia Pointe townhouse for rent in Orlando

17321 Promenade Dr, Orlando, FL 34711

Luxury | Swimming pool | Fitness center

2 beds

2 baths

$2,195

House for rent

Available Mar 2

Top amenities
In-Unit Laundry
On-Site Laundry
On-Site Management
Package Service
Storage
Swimming Pool
3542 Fairwaters Ct #E - Photo 1 of 1
Age restricted

5d+ ago

Luxury townhouse for rent in Clermont

Townhouse - Clermont, FL

3542 Fairwaters Ct #E, Clermont, FL 34711

Luxury | Walk-in closets | Swimming pool

2 beds

2 baths

$2,200

House for rent

Top amenities
Dishwasher
Fitness Center
In-Unit Laundry
On-Site Laundry
Swimming Pool
216 Jean St - Photo 1 of 1
3D tour

5d+ ago

Luxury Courtlea Oaks house for rent in Winter Garden

Residential, Other - Winter Garden, FL

216 Jean St, Winter Garden, FL 34787

Luxury | In-unit laundry | Garage parking

3 beds

2.5 baths

$2,500

House for rent

Top amenities
Garage Parking
In-Unit Laundry
Showing 1 - 25 of 25 results
Home > Apartments in Oakland > Oakland Luxury Apartments For Rent
Updated: March 22, 2026

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3 bedrooms for rent in Oakland, FL2 rentals

2 rentals

Pet friendly apartments in Oakland, FL2 rentals

2 rentals

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Looking for luxury apartments in Oakland, FL near you?

🔑Available apartment rentals25
💰Best rent deal15992 W Colonial Dr
✨Popular amenities, ,
🍽With dishwasher
🏠With photos

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