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Houses for Rent in Oakland, FL

Average rent

$2,800

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13075 Spring Grove Way #NA - Photo 1 of 1

1d ago

House for rent in Oakland

$3,000 - 3 Bedroom 3 Bathroom House In Horizon West With Great Amenities

13075 Spring Grove Way #NA, Oakland, FL 34787

In-unit laundry | Outdoor space | Storage

3 beds

3 baths

$3,000

House for rent

Available Jun 15

3-bed Oakland house with pond view and garage

Set in Oakland, FL, this 3-bed, 3-bath house offers 1,983 sqft with a serene pond view and open-concept main floor featuring ceramic plank flooring. Upstairs bedrooms include a master with double sinks, while the private rear courtyard leads to a detached garage. Community amenities include a fitness center, pool, and playground, with a grocery store just steps away.

2501 Sky Stone Ct - Photo 1 of 1

2d ago

House for rent in Oakland

Single Family Residence - OAKLAND, FL

2501 Sky Stone Ct, Oakland, FL 34787

In-unit laundry | Outdoor space | Garage parking

4 beds

2.5 baths

$3,900

House for rent

17802 Jefferson St - Photo 1 of 1

5d+ ago

House for rent in Oakland

Single Family Residence - OAKLAND, FL

17802 Jefferson St, Oakland, FL 34787

In-unit laundry | Outdoor space | Garage parking

4 beds

2 baths

$2,595

House for rent

4-bed Oakland house with lake view & boat access

Set in Oakland, FL, this 4-bed, 2-bath house offers lake views from a spacious 1,778 sqft split-plan layout on an oversized corner lot. Recent updates include a custom granite kitchen, stainless steel appliances, and tile throughout. No water or sewer bills, plus a fenced backyard and short walk to John's Lake with easy boat launch access.

16007 Ollivett St - Photo 1 of 1

1d ago

House for rent in Winter Garden

16007 Ollivett St, Winter Garden, FL 34787

On-site laundry | Outdoor space | Garage parking

5 beds

3 baths

$3,499

House for rent

Available Jun 17

3d ago

House for rent in Winter Garden

273 Avalon Rd, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Storage

4 beds

2 baths

$2,995

House for rent

1309 Cardinal Ln - Photo 1 of 1

5d+ ago

House for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

1309 Cardinal Ln, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Ceiling fan

3 beds

2 baths

$1,800

House for rent

Nearby rental good for eco-living

$3,500

Winter Garden

Nearby rental good for pet owners

$3,030

Winter Garden

1535 Broken Oak Dr #37B - Photo 1 of 1

5d+ ago

Tucker Oaks townhouse for rent in Winter Garden

Condominium - WINTER GARDEN, FL

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

In-unit laundry | Garage parking | Air conditioning

3 beds

2.5 baths

$2,195

$2,095

Price drop

House for rent

1000 Dolphin Dr - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

1000 Dolphin Dr, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Dishwasher

3 beds

2 baths

$2,100

House for rent

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1066 Dolphin Dr - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

1066 Dolphin Dr, Winter Garden, FL 34787

In-unit laundry | Outdoor space | Carpet

3 beds

2 baths

$1,700

House for rent

17243 Cercis Loop - Photo 1 of 1

5d+ ago

House for rent in Clermont

Available May 1st! Beautiful 3 Bedroom Ranch with Fenced Yard in John's Lake Landing.

17243 Cercis Loop, Clermont, FL 34711

On-site laundry | Walk-in closets | Outdoor space

3 beds

2 baths

$2,799

House for rent

Available May 1

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Find sweet deals near Oakland

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

$2,595

Oakland

$3,499

Winter Garden

$2,100

Winter Garden

$2,600

Winter Garden

1321 Eagle Ln - Photo 1 of 1

1d ago

House for rent in Winter Garden

House 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

Deck | Garage parking | Ceiling fan

3 beds

2.5 baths

$3,730

$2,715

Price drop

House for rent

Available Jun 29

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

On-site laundry | Deck | Garage parking

4 beds

2 baths

$2,775

$2,600

Price drop

House for rent

Available Jul 16

1052 Sadie Ln - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1052 Sadie Ln, Winter Garden, FL 34787

On-site laundry | Garage parking | High ceilings

3 beds

2 baths

$3,770

$2,715

Price drop

House for rent

Available Aug 10

914 Copenhagen Way - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

914 Copenhagen Way, Winter Garden, FL 34787

Outdoor space | Garage parking | High ceilings

4 beds

3 baths

$3,145

$3,030

Price drop

House for rent

Available Jul 27

221 Timbercreek Pines Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

221 Timbercreek Pines Cir, Winter Garden, FL 34787

Garage parking | High ceilings | Walk-in closets

4 beds

2.5 baths

$2,760

House for rent

Available Aug 10

1030 Maxey Dr - Photo 1 of 1

1d ago

Our team has verified this company

Verified

1030 Maxey Dr, Winter Garden, FL 34787

On-site laundry | Swimming pool | Balcony

4 beds

1.5 baths

$2,405

House for rent

Available Aug 4

13509 Laranja St - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

13509 Laranja St, Clermont, FL 34711

On-site laundry | Storage | Swimming pool

3 beds

2.5 baths

$3,090

House for rent

Available Aug 11

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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

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

3 beds

2 baths

$2,680

House for rent

Available Jul 29

15616 Hidden Lake Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

15616 Hidden Lake Cir Clermont, FL 34711

15616 Hidden Lake Cir, Clermont, FL 34711

Outdoor space | Garage parking

4 beds

2 baths

$2,235

House for rent

Available May 22

3212 Park Branch Ave - Photo 1 of 1

1d ago

Our team has verified this company

Verified

3212 Park Branch Ave, Clermont, FL 34711

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

4 beds

2.5 baths

$3,305

$3,015

Price drop

House for rent

Available Jul 1

988 Glenview Cir - Photo 1 of 1

1d ago

Our team has verified this company

Verified

988 Glenview Cir, Winter Garden, FL 34787

On-site laundry | Storage | Swimming pool

4 beds

3 baths

$3,370

$3,040

Price drop

House for rent

Available Jun 16

3289 White Blossom Ln - Photo 1 of 1

1d ago

Our team has verified this company

Verified

3289 White Blossom Ln, Clermont, FL 34711

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

4 beds

2.5 baths

$3,340

$2,690

Price drop

House for rent

Available Jun 2

1848 Sherbourne St - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1848 Sherbourne St Winter Garden, FL 34787

1848 Sherbourne St, Winter Garden, FL 34787

Outdoor space | Garage parking | Walk-in closets

5 beds

2.5 baths

$2,895

House for rent

Available Jun 17

Showing 1 - 25 of 25 results
Home > House Rentals in Oakland
Updated: June 20, 2026

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Discover houses for rent in Oakland, FL

🌇Available house rentals25 houses
💰Best rent deal1066 Dolphin Dr
🍃With outdoor space
⭐Popular amenities, ,
👚With laundry facilities
🍽With dishwasher
🚗With garage parking
❄️With air conditioning
🏠With photos