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Pet Friendly Houses for Rent in Winter Park, FL

25 rentals available

3016 Village Hill Pl - Photo 1 of 1

1d ago

Our team has verified this company

Verified

3016 Village Hill Pl, Winter Park, FL 32792

Dogs and cats ok | Outdoor space | Deck

3 beds

2 baths

$2,400

House for rent

Available Aug 18

Top amenities
Ceiling Fan
2719 Merrie Oaks Rd - Photo 1 of 1

3d ago

Pet Friendly house for rent in Winter Park

2719 Merrie Oaks Rd, Winter Park, FL 32792

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

4 beds

3 baths

$3,045

$2,800

Price drop

House for rent

Available Aug 28

Top amenities
Concierge Service
In-Unit Laundry
On-Site Management
2545 Madeline Ave - Photo 1 of 1

3d ago

Pet Friendly house for rent in Winter Park

2545 Madeline Ave, Winter Park, FL 32789

Dogs and cats ok | Outdoor space | Storage

3 beds

2 baths

$3,095

House for rent

Available Sep 2

Top amenities
Storage
7309 Daniel Webster Dr #D - Photo 1 of 1

4d ago

Pet Friendly townhouse for rent in Winter Park

7309 Daniel Webster Dr #D, Winter Park, FL 32792

Dogs and cats ok | Carpet | Air conditioning

1 bed

1 bath

$1,150

House for rent

Available Aug 11

Top amenities
Carpet
On-Site Management
920 Aragon Ave - Photo 1 of 1

4d ago

Pet Friendly townhouse for rent in Winter Park

920 Aragon Ave

920 Aragon Ave, Winter Park, FL 32789

Dogs and cats ok | Outdoor space | Carpet

2 beds

2.5 baths

$2,400

House for rent

Top amenities
Air Conditioning
Dishwasher
Garage Parking
In-Unit Laundry
1431 Broad Wing Ln - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Winter Park

3 BR / 2.5 BA Townhouse In Hawks Crest

1431 Broad Wing Ln, Winter Park, FL 32792

Dogs and cats ok | Carpet | In-unit laundry

3 beds

2.5 baths

$2,695

House for rent

Top amenities
In-Unit Laundry

Nearby rental good for eco-living

$2,400

920 Aragon Ave

Nearby rental good for pet owners

1403 Michigan Ave - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Park

House for rent

Available Jul 9

Top amenities
In-Unit Laundry
7429 Daniel Webster Dr #B15C - Photo 1 of 1
3D tour

5d+ ago

Pet Friendly house for rent in Winter Park

7429 Daniel Webster Dr #B15C, Winter Park, FL 32792

Dogs and cats ok | Swimming pool

1 bed

1 bath

$1,000

House for rent

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4040 Waterview Loop - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

4040 Waterview Loop Winter Park, FL 32792

4040 Waterview Loop, Winter Park, FL 32792

Dogs and cats ok | Outdoor space | Garage parking

3 beds

2 baths

$2,495

$2,315

Price drop

House for rent

Available Aug 28

2401 Albert Lee Pkwy - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Park

2401 Albert Lee Pkwy, Winter Park, FL 32789

Dogs and cats ok | Outdoor space | Carpet

3 beds

2 baths

$3,050

$2,850

Price drop

House for rent

Top amenities
Carpet
Ceiling Fan
Dishwasher
Garage Parking
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Find sweet deals near Winter Park

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

$2,400

Winter Park

$1,150

Winter Park

$1,000

Winter Park

$2,315

Winter Park

7526 Bear Claw Run - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

7526 Bear Claw Run, Orlando, FL 32825

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

3 beds

2 baths

$2,375

House for rent

Available Sep 28

Top amenities
Ceiling Fan
Garage Parking
High Ceilings
On-Site Laundry
1603 Winter Green Blvd - Photo 1 of 1
3D tour

5d+ ago

Pet Friendly house for rent in Winter Park

1603 Winter Green Blvd, Winter Park, FL 32792

Dogs and cats ok | Outdoor space | Carpet

3 beds

2 baths

$2,050

House for rent

Available Aug 26

Top amenities
Carpet
Dishwasher
On-Site Management
Package Service
2028 Albert Lee Pkwy - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Park

3 BR / 1.5 BA Home In Winter Park

2028 Albert Lee Pkwy, Winter Park, FL 32789

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

3 beds

1.5 baths

$2,395

$2,250

Price drop

House for rent

Top amenities
On-Site Laundry
937 Aragon Ave - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Park

937 Aragon Ave, Winter Park, FL 32789

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

2 beds

1.5 baths

$2,095

$1,995

Price drop

House for rent

Top amenities
In-Unit Laundry
2348 Kestrel Perch Pl - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Park

2348 Kestrel Perch Pl, Winter Park, FL 32792

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

4 beds

3.5 baths

$3,895

House for rent

Top amenities
In-Unit Laundry
Swimming Pool
1625 Tioga Trl - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Park

4/3 WINTER PARK POOL HOME WITH WINTER PARK SCHOOLS! (Orange County Winter Park Schools)

1625 Tioga Trl, Winter Park, FL 32789

Dogs and cats ok | Outdoor space | Hardwood floor

4 beds

3 baths

$4,295

House for rent

Top amenities
Ceiling Fan
Garage Parking
Hardwood Floor
In-Unit Laundry
On-Site Laundry
624 Trinidad Ct #624 - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Winter Park

Dogs and cats ok | Carpet | Swimming pool

2 beds

2 baths

$1,700

House for rent

Top amenities
Carpet
Dishwasher
2632 Galliano Cir - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Winter Park

2632 Galliano Cir, Winter Park, FL 32792

Dogs and cats ok | In-unit laundry | Controlled access

3 beds

2.5 baths

$2,299

House for rent

Top amenities
Dishwasher
In-Unit Laundry
Package Service
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1505 Cougar Ct - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1505 Cougar Ct, Casselberry, FL 32707

Dogs and cats ok | Outdoor space | Deck

3 beds

2 baths

$3,000

$2,260

Price drop

House for rent

Available Oct 8

Top amenities
Garage Parking
High Ceilings
7930 Soft Pine Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

7930 Soft Pine Cir, Orlando, FL 32825

Dogs and cats ok | Outdoor space | Deck

3 beds

2 baths

$2,360

House for rent

Available Oct 19

Top amenities
Garage Parking
5321 Cypress Reserve Pl #NA - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Park

$4,500 - 4 Bedroom 2 Bathroom House In Winter Park With Great Amenities!

5321 Cypress Reserve Pl #NA, Winter Park, FL 32792

Dogs and cats ok | Outdoor space | Hardwood floor

4 beds

2 baths

$4,250

House for rent

Available Sep 1

Top amenities
Assigned Parking
Garage Parking
High Ceilings
In-Unit Laundry
Swimming Pool
Wheelchair Accessible
2337 Shadowland Loop - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Winter Park

2337 Shadowland Loop, Winter Park, FL 32792

Dogs and cats ok | Outdoor space | Garage parking

3 beds

2.5 baths

$3,395

House for rent

Top amenities
Swimming Pool
5117 Lake Howell Rd - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Park

5117 Lake Howell Rd, Winter Park, FL 32792

Dogs and cats ok | Outdoor space | Dishwasher

3 beds

1 bath

$2,195

House for rent

1409 Bridlebrook Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1409 Bridlebrook Drive

1409 Bridlebrook Dr, Casselberry, FL 32707

Dogs and cats ok | Outdoor space | Deck

3 beds

2 baths

$2,255

House for rent

Available Oct 12

Top amenities
Ceiling Fan
High Ceilings
1667 Mizell Ave - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Park

1667 Mizell Ave, Winter Park, FL 32789

Dogs and cats ok | Outdoor space | Dishwasher

3 beds

3 baths

$3,795

House for rent

Showing 1 - 25 of 25 results
Home > House Rentals in Winter Park > Winter Park Pet friendly Houses For Rent
Updated: September 7, 2026

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Discover pet friendly Winter Park, FL houses for rent

🌇Available pet-friendly rentals25 houses
💰Best pet-friendly rent deal7429 Daniel Webster Dr #B15C
⭐Popular amenities, ,
👚With laundry facilities
🏠With photos