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Pet Friendly Houses for Rent in Winter Park, FL

26 rentals

350 Phelps Avenue - Photo 1 of 1

1d ago

Pet Friendly house for rent in Winter Park

Stunning Renovated 4/3 Home - Steps from Park Ave & Rollins!

350 Phelps Avenue, Winter Park, FL 32789

Dogs and cats ok | Outdoor space | Carpet

4 beds

3 baths

$4,273

$3,973

Price drop

House for rent

Available Nov 17

Top amenities
Air Conditioning
Dishwasher
Fitness Center
In-Unit Laundry
Microwave
On-Site Laundry
4087 Waterview Loop - Photo 1 of 1

1d ago

Pet Friendly house for rent in Winter Park

3 BR / 2 BA Home in Winter Park's Autumn Glen

4087 Waterview Loop, Winter Park, FL 32792

Dogs and cats ok | On-site laundry | High ceilings

3 beds

2 baths

$2,395

House for rent

Available Dec 12

Top amenities
On-Site Laundry
7761 Country Place - Photo 1 of 1

3d ago

Pet Friendly house for rent in Winter Park

7761 Country Place, Winter Park, FL 32792

Dogs and cats ok

3 beds

2 baths

$1,975

House for rent

1557 Nottingham Drive - Photo 1 of 1

4d ago

Our team has verified this company

Verified

1557 Nottingham Dr Winter Park, FL 32792

1557 Nottingham Drive, Winter Park, FL 32792

Dogs and cats ok | Outdoor space | Garage parking

3 beds

2 baths

$2,425

$2,295

Price drop

House for rent

Available Nov 25

931 Cypress Avenue - Photo 1 of 1

4d ago

Pet Friendly Garden Acres house for rent in Winter Park

931 Cypress Avenue, Winter Park, FL 32789

Dogs and cats ok

3 beds

1 bath

$2,150

$1,995

Price drop

House for rent

1835 Edwin Boulevard - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Park

1835 Edwin Boulevard, Winter Park, FL 32789

Dogs and cats ok | Outdoor space | Hardwood floor

3 beds

2 baths

$3,295

$3,225

Price drop

House for rent

Top amenities
Dishwasher
Garage Parking
Hardwood Floor
In-Unit Laundry
On-Site Laundry

Nearby rental good for eco-living

Nearby rental good for pet owners

2631 Ambergate Road - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2631 Ambergate Rd Winter Park, FL 32792

2631 Ambergate Road, Winter Park, FL 32792

Dogs and cats ok

3 beds

2 baths

$2,095

$1,945

Price drop

House for rent

Available Oct 16

1931 Carrigan Avenue - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Park

1931 Carrigan Avenue, Winter Park, FL 32792

Dogs and cats ok | Air conditioning | Central heat

3 beds

2 baths

$2,200

House for rent

Top amenities
Oven
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1871 Meadowgold Lane - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1871 Meadowgold Lane, Winter Park, FL 32792

Dogs and cats ok | Outdoor space | Garage parking

3 beds

2 baths

$2,455

House for rent

Available Nov 26

Top amenities
Ceiling Fan
Garage Parking
1524 Florentino Lane #1524 - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Winter Park

3 BR, 3 BA in Casselberry

1524 Florentino Lane #1524, Winter Park, FL 32792

Dogs and cats ok | Carpet

3 beds

3 baths

$2,250

House for rent

Available Nov 19

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Find sweet deals in Winter Park

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

$3,973

350 Phelps Avenue

$2,395

4087 Waterview Loop

$1,975

7761 Country Place

$2,295

1557 Nottingham Drive

1492 Broad Wing Lane - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Winter Park

New Construction Townhouse in Winter Park

1492 Broad Wing Lane, Winter Park, FL 32792

Dogs and cats ok | Outdoor space | Carpet

3 beds

2 baths

$2,900

House for rent

Available Jan 1

Top amenities
Carpet
Fitness Center
Garage Parking
In-Unit Laundry
On-Site Laundry
Swimming Pool
2045 Houndslake Drive - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2045 Houndslake Drive, Winter Park, FL 32792

Dogs and cats ok | Swimming pool | Balcony

4 beds

2 baths

$2,835

House for rent

Top amenities
On-Site Management
1821 Carrigan Avenue - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1821 Carrigan Ave Winter Park, FL 32789

1821 Carrigan Avenue, Winter Park, FL 32789

Dogs and cats ok | Hardwood floor | Walk-in closets

4 beds

2 baths

$2,535

$2,375

Price drop

House for rent

Available Oct 9

929 Dupont Avenue - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Park

929 Dupont Avenue, Winter Park, FL 32789

Dogs and cats ok

3 beds

2 baths

$2,500

House for rent

447 Phelps Avenue - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Park

447 Phelps Avenue, Winter Park, FL 32789

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

3 beds

1 bath

$2,595

House for rent

Top amenities
In-Unit Laundry
Microwave
7973 Pleasant Pine Circle - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Park

7973 Pleasant Pine Circle, Winter Park, FL 32792

Dogs and cats ok | Outdoor space | Dishwasher

4 beds

3 baths

$3,150

House for rent

Top amenities
Dishwasher
1148 Park Green Place #1148 - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Park

3 BR, 2 BA in Winter Park

1148 Park Green Place #1148, Winter Park, FL 32789

Dogs and cats ok | In-unit laundry

3 beds

2 baths

$2,395

House for rent

Available Nov 1

Top amenities
In-Unit Laundry
1734 Willa Circle - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Park

1734 Willa Circle, Winter Park, FL 32792

Dogs and cats ok

3 beds

2 baths

$2,399

House for rent

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1525 Palmer Avenue - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Park

1525 Palmer Avenue, Winter Park, FL 32789

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

4 beds

3 baths

$4,995

House for rent

Available Nov 11

Top amenities
Ceiling Fan
Garage Parking
In-Unit Laundry
On-Site Laundry
On-Site Management
Package Service
1641 Chestnut Ave - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Park

3 BR / 3 BA Home In Winter Park

1641 Chestnut Ave, Winter Park, FL 32789

Dogs and cats ok | Hardwood floor | Outdoor space

3 beds

3 baths

$3,295

House for rent

1710 Aster Dr - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Park

1710 Aster Dr, Winter Park, FL 32792

Dogs and cats ok | Outdoor space | Carpet

3 beds

2 baths

$3,200

House for rent

Available Nov 7

Top amenities
Fireplace
On-Site Management
Storage
Swimming Pool
939 Aragon Ave - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Park

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

2 beds

2 baths

$2,450

House for rent

Top amenities
In-Unit Laundry
1005 Bradford Dr - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Park

1005 Bradford Dr, Winter Park, FL 32792

Dogs and cats ok | Outdoor space | Hardwood floor

3 beds

2 baths

$2,350

House for rent

Top amenities
Dishwasher
Garage Parking
Hardwood Floor
Oven
3074 Riverbrook Drive - Photo 1 of 1
3D tour

5d+ ago

Pet Friendly house for rent in Winter Park

3 Bedroom Pet-Friendly Home in WINTER PARK, FL with Main Street Renewal

3074 Riverbrook Drive, Winter Park, FL 32792

Dogs and cats ok | Outdoor space | Storage

3 beds

2 baths

$2,310

House for rent

7309 Daniel Webster Dr #A - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Winter Park

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

Dogs and cats ok | Outdoor space | Concierge service

Studio

1 bath

$925

House for rent

Available Sep 25

1807 N Park Ave - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Park

1807 N Park Ave, Winter Park, FL 32789

Dogs and cats ok

3 beds

3 baths

$3,295

House for rent

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Showing 1 - 26 of 26 results
Home > House Rentals in Winter Park > Winter Park Pet friendly Houses For Rent
Updated: December 7, 2025

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Discover pet friendly Winter Park, FL houses for rent

🌇Available pet-friendly rentals26 houses
💰Best pet-friendly rent deal7309 Daniel Webster Dr #A
⭐Popular amenities, ,
👚With laundry facilities
🏠With photos