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Pet Friendly Apartments for Rent in Oakland, FL

25 rentals

254 Regal Downs Circle - Photo 1 of 1

38m ago

Our team has verified this company

Verified

254 Regal Downs Circle, Winter Garden, FL 34787

Dogs and cats ok | Outdoor space | On-site laundry

4 beds

2 baths

$3,870

House for rent

Available Jan 1

Top amenities
Garage Parking
High Ceilings
On-Site Laundry
1433 Waverunner Lane #NA - Photo 1 of 1

9h ago

Our team has verified this company

Verified

1433 Waverunner Lane #NA, Winter Garden, FL 34787

Dogs and cats ok | Air conditioning | Garage parking

4 beds

3 baths

$3,100

House for rent

Available Dec 8

Top amenities
Assigned Parking
Dishwasher
Swimming Pool
13357 Harbor Shore Lane - Photo 1 of 1

1d ago

Pet Friendly townhouse for rent in Winter Garden

Dogs and cats ok | Outdoor space | In-unit laundry

2 beds

2 baths

$2,100

House for rent

Available Jan 11

Top amenities
Concierge Service
Garage Parking
In-Unit Laundry
On-Site Management
Swimming Pool
1317 Park Avenue - Photo 1 of 1

3d ago

Our team has verified this company

Verified

1317 Park Avenue, Winter Garden, FL 34787

Dogs and cats ok | Outdoor space | Garage parking

3 beds

2 baths

$2,100

$1,975

Price drop

House for rent

Available Nov 13

Top amenities
Ceiling Fan
924 Woodson Hammock Circle - Photo 1 of 1

3d ago

Our team has verified this company

Verified

924 Woodson Hammock Cir Winter Garden, FL 34787

924 Woodson Hammock Circle, Winter Garden, FL 34787

Dogs and cats ok | Garage parking

5 beds

2 baths

$3,045

House for rent

Available Dec 11

2925 White Magnolia Loop - Photo 1 of 1

3d ago

Our team has verified this company

Verified

2925 White Magnolia Loop, Clermont, FL 34711

Dogs and cats ok | Hardwood floor | Garage parking

3 beds

2 baths

$2,550

$2,350

Price drop

House for rent

Available Nov 18

Top amenities
Garage Parking
High Ceilings

Nearby rental good for eco-living

$2,985

Winter Garden

Nearby rental good for pet owners

1239 Juniper Hammock Street - Photo 1 of 1

3d ago

Our team has verified this company

Verified

1239 Juniper Hammock Street, Winter Garden, FL 34787

Dogs and cats ok | On-site laundry | Garage parking

5 beds

4 baths

$3,065

$2,855

Price drop

House for rent

Available Oct 22

Top amenities
Garage Parking
On-Site Laundry
907 Muirwood Way - Photo 1 of 1

4d ago

Our team has verified this company

Verified

907 Muirwood Way, Winter Garden, FL 34787

Dogs and cats ok | Outdoor space | On-site laundry

4 beds

2 baths

$2,555

House for rent

Available Feb 2

Top amenities
Garage Parking
On-Site Laundry
Swimming Pool
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17101 Quicksilver Avenue #17101 - Photo 1 of 1

5d+ ago

Pet Friendly apartment for rent in Winter Garden

4 BR, 3 BA in Winter Garden

17101 Quicksilver Avenue #17101, Winter Garden, FL 34787

Dogs and cats ok | Walk-in closets | Outdoor space

4 beds

3 baths

$2,950

Apartment for rent

Available Jan 1

268 Summer Pine St #268 - Photo 1 of 1

5d+ ago

Pet Friendly apartment for rent in Winter Garden

5 BR, 4 BA in Winter Garden

268 Summer Pine St #268, Winter Garden, FL 34787

Dogs and cats ok | Carpet | Walk-in closets

5 beds

4 baths

$4,300

Apartment for rent

Available Nov 1

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Find sweet deals near Oakland

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

$1,975

Winter Garden

$2,770

Winter Garden

$2,555

Winter Garden

$2,575

Winter Garden

216 Jean Street #216 - Photo 1 of 1

5d+ ago

Pet Friendly apartment for rent in Winter Garden

3 BR, 3 BA in Winter Garden

216 Jean Street #216, Winter Garden, FL 34787

Dogs and cats ok | Outdoor space

3 beds

3 baths

$3,000

Apartment for rent

Available Nov 17

13345 Fox Glove Street #13345 - Photo 1 of 1

5d+ ago

Pet Friendly Stoneybrook West apartment for rent in Winter Garden

5 BR, 3 BA in Stoneybrook West

13345 Fox Glove Street #13345, Winter Garden, FL 34787

Dogs and cats ok | Walk-in closets | Outdoor space

5 beds

3 baths

$4,900

Apartment for rent

Available Jan 1

2581 Royal Jasmine Court #2581 - Photo 1 of 1

5d+ ago

Pet Friendly apartment for rent in Clermont

3 BR, 3 BA in Clermont

2581 Royal Jasmine Court #2581, Clermont, FL 34711

Dogs and cats ok

3 beds

3 baths

$2,700

Apartment for rent

Available Nov 30

1820 Delafield Drive - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1820 Delafield Dr Winter Garden, FL 34787

1820 Delafield Drive, Winter Garden, FL 34787

Dogs and cats ok | Garage parking

4 beds

2 baths

$2,985

House for rent

Available Dec 2

2543 Balforn Tower Way #NA - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

$3,250 - 4 Bedroom 2 Bathroom Waterfront Home In Stoneybrook West, Winter Garden With Great Amenities

2543 Balforn Tower Way #NA, Winter Garden, FL 34787

Dogs and cats ok | Outdoor space | In-unit laundry

4 beds

2 baths

$3,500

$3,250

Price drop

House for rent

Available Dec 1

Top amenities
Assigned Parking
Fitness Center
Garage Parking
In-Unit Laundry
Swimming Pool
215 1st Street - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

215 1st St Winter Garden, FL 34787

215 1st Street, Winter Garden, FL 34787

Dogs and cats ok | Garage parking

3 beds

2 baths

$2,199

House for rent

Available Nov 19

15528 Hidden Lake Circle - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

15528 Hidden Lake Cir Clermont, FL 34711

15528 Hidden Lake Circle, Clermont, FL 34711

Dogs and cats ok | Outdoor space | Garage parking

3 beds

2 baths

$2,465

$2,335

Price drop

House for rent

Available Nov 11

15261 Harrowgate Way - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

15261 Harrowgate Way, Winter Garden, FL 34787

Dogs and cats ok | Garage parking | Walk-in closets

3 beds

2 baths

$2,705

$2,480

Price drop

House for rent

Available Nov 10

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2160 Oakland Avenue #16 - Photo 1 of 1

5d+ ago

Pet Friendly apartment for rent in Oakland

Amazing Newly Renovated oversized 1-bedroom apartment in Oak

2160 Oakland Avenue #16, Oakland, FL 34787

Dogs and cats ok | Outdoor space | Hardwood floor

1 bed

1 bath

$1,650

Apartment for rent

Top amenities
Hardwood Floor
744 Westcliffe Drive - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

744 Westcliffe Drive, Winter Garden, FL 34787

Dogs and cats ok | Outdoor space | Hardwood floor

4 beds

2 baths

$2,885

$2,770

Price drop

House for rent

Available Dec 18

Top amenities
Garage Parking
Hardwood Floor
1192 Maxey Drive - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Garden

1192 Maxey Drive, Winter Garden, FL 34787

Dogs and cats ok | Outdoor space | Storage

4 beds

1 bath

$1,600

House for rent

Available Nov 14

Top amenities
On-Site Management
Package Service
516 Silverdale Avenue - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

516 Silverdale Ave Winter Garden, FL 34787

516 Silverdale Avenue, Winter Garden, FL 34787

Dogs and cats ok | Garage parking | Walk-in closets

4 beds

3 baths

$2,549

House for rent

Available Nov 14

1647 Portcastle Circle - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1647 Portcastle Cir Winter Garden, FL 34787

1647 Portcastle Circle, Winter Garden, FL 34787

Dogs and cats ok | Outdoor space | Garage parking

3 beds

2 baths

$2,520

$2,480

Price drop

House for rent

Available Oct 30

272 Regal Downs Circle - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

272 Regal Downs Circle, Winter Garden, FL 34787

Dogs and cats ok | Outdoor space | On-site laundry

4 beds

2 baths

$2,575

House for rent

Available Jan 20

Top amenities
On-Site Laundry
2160 Oakland Avenue #1 - Photo 1 of 1

5d+ ago

Pet Friendly apartment for rent in Oakland

Brand New to the Market! Spacious 1 Bedroom / 1 Bathroom Apartment in OAKLAND PARK

2160 Oakland Avenue #1, Oakland, FL 34787

Dogs and cats ok | Outdoor space | Hardwood floor

1 bed

1 bath

$1,650

Apartment for rent

Top amenities
In-Unit Laundry
On-Site Laundry
Showing 1 - 25 of 25 results
Home > Apartments in Oakland > Oakland Pet friendly Apartments For Rent
Updated: December 5, 2025

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Looking for pet friendly apartments in Oakland, FL near you?

🐱PetsDog, cat, and other pet policies vary by owner and individual listing
🌇Pet friendly rentals25
💰Best rent deal1192 Maxey Drive
✨Popular amenities, ,
🍽With dishwasher
🏠With photos

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