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Houses 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

On-site laundry | Outdoor space | Garage parking

4 beds

2 baths

$4,020

$2,925

Price drop

1375 Painted Bunting Ave - Photo 1 of 1

3h ago

Townhouse for rent in Oakland

STUNNING 3 Bedroom and 2.5 Bath Townhome in Oakland! Washer and Dryer INCLUDED! Lawn INCLUDED!

1375 Painted Bunting Ave, Oakland, FL 34787

In-unit laundry | Carpet | Walk-in closets

3 beds

2.5 baths

$2,600

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 | Outdoor space | Walk-in closets

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

On-site laundry | Outdoor space | Storage

2 beds

2 baths

$2,550

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

Deck | Garage parking | High ceilings

4 beds

2 baths

$2,560

13504 Fountainbleau Dr - Photo 1 of 1

2d 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 | Hardwood floor | Fitness center

3 beds

2.5 baths

$2,295

Nearby rental good for eco-living

Nearby rental good for pet owners

1007 Butterfly Blvd #1007 - Photo 1 of 1

1d 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 | Outdoor space | 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 | Central heat

3 beds

2 baths

$2,250

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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 | Outdoor space | Storage

4 beds

2.5 baths

$2,990

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

$2,560

Winter Garden

$2,185

Winter Garden

$2,990

Winter Garden

$2,670

Winter Garden

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 | Carpet | Walk-in closets

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 | High ceilings

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 | Outdoor space | Storage

5 beds

4 baths

$5,800

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

Outdoor space | Garage parking | High ceilings

4 beds

2 baths

$2,670

1738 Sherbourne St - Photo 1 of 1

2d ago

Our team has verified this company

Verified

1738 Sherbourne St, Winter Garden, FL 34787

Outdoor space | Garage parking | High ceilings

3 beds

2.5 baths

$3,430

$2,510

Price drop

427 S Main St - Photo 1 of 1

3m 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

$2,735

Price drop

16984 Tradewind Pt - Photo 1 of 1

39m 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

$2,885

Price drop

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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

$2,280

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

4d ago

Our team has verified this company

Verified

1847 Portcastle Cir Winter Garden, FL 34787

1847 Portcastle Cir, Winter Garden, FL 34787

Outdoor space | Garage parking | Walk-in closets

3 beds

2.5 baths

$2,949

$2,730

Price drop

626 Westhampton Ct - Photo 1 of 1

11h ago

Our team has verified this company

Verified

626 Westhampton Ct Winter Garden, FL 34787

626 Westhampton Ct, Winter Garden, FL 34787

Outdoor space | Garage parking | Swimming pool

4 beds

4 baths

$3,749

641 Stevelynn Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

641 Stevelynn Cir Winter Garden, FL 34787

641 Stevelynn Cir, Winter Garden, FL 34787

Outdoor space | Garage parking | Walk-in closets

3 beds

2 baths

$2,315

2205 Caledonian St - Photo 1 of 1
Age restricted

5d+ ago

Summit Greens house for rent in Clermont

Residential Lease, CLERMONT, FL

2205 Caledonian St, Clermont, FL 34711

In-unit laundry | Outdoor space | Garage parking

2 beds

2 baths

$2,500

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 > House Rentals in Oakland
Updated: September 19, 2026

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Apartments for rent in Oakland3 rentals

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Discover houses for rent in Oakland, FL

🌇Available house rentals25 houses
💰Best rent deal1198 Maxey Dr
🍃With outdoor space
⭐Popular amenities, ,
👚With laundry facilities
🍽With dishwasher
🚗With garage parking
❄️With air conditioning
🏠With photos