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Pet Friendly Houses for Rent in Winter Garden, FL

57 rentals

5885 Chestnut Chase Road - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Winter Garden

5885 Chestnut Chase Road, Winter Garden, FL 34787

Dogs and cats ok | Outdoor space | Swimming pool

2 beds

2 baths

$2,425

House for rent

Modern Townhouse with Private Balcony & Loft Space

This stylish townhouse features 2 bedrooms and 2.5 baths, offering an open floor plan that seamlessly connects the kitchen, living, and dining areas. Enjoy the convenience of a large owner's suite with a walk-in closet and private balcony access. The second floor also includes a versatile loft space, while community amenities like a gym, swimming pool, and playground make it perfect for all lifestyles. With ample space at 1,800 sq ft, this home provides comfort and modern living.

7742 Bowery Dr - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Winter Garden

3 beds

3 baths

$2,600

House for rent

Description

Welcome home to this beautifully maintained 3-bedroom, 3-bath townhome in the highly desirable community of Winter Garden! With over 2,000 sq. ft. of living space, this two-story property offers both comfort and convenience. Step inside to find a bright, open floor plan featuring a modern kitchen with a large island, stainless steel appliances, and elegant wood cabinetry—perfect for cooking and entertaining. The spacious master suite includes a separate shower and dual vanities for a true retreat. Each bedroom is equipped with ceiling fans for added comfort. Enjoy the ou

7736 Bowery Drive - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Winter Garden

7736 Bowery Drive, Winter Garden, FL 34787

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

3 beds

2 baths

$2,700

House for rent

Modern Townhome with Private Courtyard & Pool Access

This inviting 3-bedroom, 2.5-bath townhome spans 1,840 sqft in the vibrant Ravenna community. Highlights include an open floor plan adorned with ceramic tile, a gourmet kitchen featuring granite countertops, and ample storage. The master suite offers a serene retreat with a large walk-in closet and en-suite bath. Enjoy the private courtyard, 2-car garage, and community pool. Perfectly located with easy access to Disney and Winter Garden attractions, this home blends comfort with convenience!

6463 Breeze Filled Lane - Photo 1 of 1

5d+ ago

Our team has verified this company

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6463 Breeze Filled Lane Lot 473 Winter Garden, FL 34787

6463 Breeze Filled Lane, Winter Garden, FL 34787

Dogs and cats ok | Garage parking

4 beds

2 baths

$2,895

House for rent

Available Oct 17

Modern Home with Smart Features & Great Amenities

Enjoy contemporary living in this spacious 4-bedroom, 2.5-bath home spanning 1,913 square feet. This inviting residence features Smart Home technology, granite countertops, and a 2-car garage. Located in the wonderful Silverleaf Oaks community, residents benefit from professional property management and are moments away from scenic trails and public lagoons. Pet-friendly and equipped with convenient amenities, this home is perfect for a comfortable, hassle-free lifestyle.

6560 Breeze Filled Lane - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

6560 Breeze Filled Lane Winter Garden, FL 34787

6560 Breeze Filled Lane, Winter Garden, FL 34787

Dogs and cats ok | Garage parking

5 beds

3 baths

$3,375

House for rent

Available Oct 8

Modern Family Living in Silverleaf Oaks Community

Experience comfort in this spacious 5-bedroom, 3-bath home, boasting 2,231 sq. ft. and luxury features throughout. Enjoy an open floor plan with modern amenities, including Smart Home technology, a stylish kitchen island, and a 2-car garage. This pet-friendly residence is nestled in the thoughtfully designed Silverleaf Oaks community, providing easy access to retailers and scenic trails. A perfect blend of modern living and convenience awaits!

1933 Portcastle Cir - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Garden

1933 Portcastle Cir, Winter Garden, FL 34787

Dogs and cats ok | Air conditioning | Central heat

3 beds

2 baths

$2,550

House for rent

Spacious Two-Story Home with Loft in Winter Garden

This stunning 3-bedroom, 2.5-bathroom home offers 1,857 sq ft of living space, featuring a well-designed layout perfect for relaxation and entertainment. Enjoy stainless steel appliances in the kitchen, a versatile loft space ideal for an office or playroom, and a convenient location near local amenities. With pet-friendly options, this residence combines comfort and convenience for an inviting lifestyle in Winter Garden.

15465 Hamlin Park Dr - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Winter Garden

15465 Hamlin Park Dr, Winter Garden, FL 34787

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

3 beds

3 baths

$2,975

House for rent

Modern Townhome with Luxurious Living Space

Experience contemporary living in this stunning 3-bedroom, 3.5-bath townhome boasting over 2,000 sq. ft. of space in the sought-after Parkview at Hamlin community. The open-concept design features a gourmet kitchen with granite countertops and stainless steel appliances, seamlessly connecting to inviting living and dining areas. The primary suite offers a walk-in closet and stylish bath, while two additional bedrooms each have en-suite baths. Enjoy community amenities, plus included basic internet and cable!

Showing 51 - 57 of 57 results
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Updated: December 4, 2025

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Discover pet friendly Winter Garden, FL houses for rent

🌇Available pet-friendly rentals57 houses
💰Best pet-friendly rent deal5885 Chestnut Chase Road
Popular amenities, ,
👚With laundry facilities
🏠With photos