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Pet Friendly Houses for Rent in Winter Park, FL

25 rentals

3628 Datura Ct - Photo 1 of 1

3h ago

Our team has verified this company

Verified

3628 Datura Ct Winter Park, FL 32792

3628 Datura Ct, Goldenrod, FL 32792

Dogs and cats ok

5 beds

2 baths

$2,535

House for rent

Available May 2

7952 Soft Pine Cir - Photo 1 of 1

21h ago

Our team has verified this company

Verified

7952 Soft Pine Cir, Orlando, FL 32825

Dogs and cats ok | Outdoor space | Deck

3 beds

2 baths

$2,425

$2,315

Price drop

House for rent

Available Jun 8

Top amenities
Ceiling Fan
Fireplace
High Ceilings
7934 Winter Song Dr - Photo 1 of 1

1d ago

Our team has verified this company

Verified

7934 Winter Song Dr, Orlando, FL 32825

Dogs and cats ok | Outdoor space | Garage parking

3 beds

2 baths

$3,960

$2,315

Price drop

House for rent

Available Apr 10

Top amenities
Garage Parking
High Ceilings
5219 Ardmore Dr - Photo 1 of 1

3d ago

Our team has verified this company

Verified

5219 Ardmore Dr, Goldenrod, FL 32792

Dogs and cats ok | Outdoor space | Garage parking

4 beds

2 baths

$3,610

$2,730

Price drop

House for rent

Available Jun 11

Top amenities
Garage Parking
High Ceilings
504 Saint Dunstan Way - Photo 1 of 1

4d ago

Our team has verified this company

Verified

504 Saint Dunstan Way, Winter Park, FL 32792

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

3 beds

2 baths

$3,025

House for rent

Available Jun 17

Top amenities
On-Site Laundry
On-Site Management
Swimming Pool
713 Fenwick Dr - Photo 1 of 1

4d ago

Our team has verified this company

Verified

713 Fenwick Dr, Orlando, FL 32825

Dogs and cats ok | Outdoor space | Deck

3 beds

2.5 baths

$2,395

House for rent

Available Apr 4

Top amenities
Garage Parking

Nearby rental good for eco-living

$1,940

Fern Park

Nearby rental good for pet owners

$2,315

Orlando

1947 Summerfield Rd - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Park

1947 Summerfield Rd, Winter Park, FL 32792

Dogs and cats ok | On-site management

3 beds

2 baths

$2,699

House for rent

Available Apr 17

Top amenities
On-Site Management
2525 Native Ct #NA - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

Fully remodeled- Dommerich School with Great Amenities

2525 Native Ct #NA, Maitland, FL 32751

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

4 beds

2.5 baths

$4,900

House for rent

Available Apr 20

Top amenities
Air Conditioning
Fireplace
Garage Parking
In-Unit Laundry
Storage
Swimming Pool
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1721 Shasta Ct - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Park

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

1721 Shasta Ct, Winter Park, FL 32792

Dogs and cats ok | Swimming pool

3 beds

2 baths

$2,675

House for rent

2011 Howard Dr - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Park

2011 Howard Dr, Winter Park, FL 32789

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

3 beds

2 baths

$2,999

House for rent

Available Apr 16

Top amenities
In-Unit Laundry
On-Site Management
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Find sweet deals near Winter Park

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

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Winter Park

$2,675

Winter Park

$2,345

Winter Park

$2,330

Winter Park

703 Drywood Ave - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

703 Drywood Ave, Fern Park, FL 32730

Dogs and cats ok | Outdoor space | Garage parking

2 beds

2 baths

$1,940

House for rent

Available Jun 18

1407 Chilean Ln - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1407 Chilean Ln, Goldenrod, FL 32792

Dogs and cats ok | On-site laundry | Swimming pool

3 beds

2 baths

$2,315

$2,215

Price drop

House for rent

Available May 14

Top amenities
On-Site Laundry
On-Site Management
3021 Dikewood Ct - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

3021 Dikewood Ct, Winter Park, FL 32792

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

3 beds

2.5 baths

$2,600

$2,345

Price drop

House for rent

Available May 5

Top amenities
On-Site Laundry
On-Site Management
3091 Crane Strand Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

3091 Crane Strand Dr, Winter Park, FL 32792

Dogs and cats ok | On-site laundry | Swimming pool

3 beds

2 baths

$2,330

House for rent

Available May 18

Top amenities
On-Site Laundry
On-Site Management
607 Faber Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

607 Faber Dr, Azalea Park, FL 32822

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

3 beds

1 bath

$1,980

$1,850

Price drop

House for rent

Available May 14

Top amenities
On-Site Laundry
On-Site Management
Swimming Pool
438 Lakeview Ave - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Park

438 Lakeview Ave, Winter Park, FL 32789

Dogs and cats ok

2 beds

1 bath

$3,400

House for rent

1931 Carrigan Ave - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Park

1931 Carrigan Ave, Winter Park, FL 32792

Dogs and cats ok | Air conditioning | Central heat

3 beds

2 baths

$2,150

House for rent

Top amenities
Oven
2141 Ridge Dr - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Park

4 Bedroom Pet-Friendly Home in Winter Park, FL with Main Street Renewal

2141 Ridge Dr, Winter Park, FL 32792

Dogs and cats ok | Swimming pool

4 beds

2 baths

$2,670

House for rent

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2029 Taylor Ave - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2029 Taylor Ave, Winter Park, FL 32792

Dogs and cats ok | On-site laundry | Swimming pool

4 beds

3 baths

$2,655

$2,525

Price drop

House for rent

Available Mar 7

Top amenities
On-Site Laundry
On-Site Management
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

$3,995

House for rent

717 Denton Rd - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Park

717 Denton Rd, Winter Park, FL 32792

Dogs and cats ok | On-site management | Package service

4 beds

2 baths

$2,099

House for rent

Available May 19

Top amenities
On-Site Management
1611 Little Wren Ln - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Winter Park

3 BR / 2.5 BA Townhouse In Hawks Crest

1611 Little Wren Ln, Winter Park, FL 32792

Dogs and cats ok | Carpet | In-unit laundry

3 beds

2.5 baths

$2,670

House for rent

Available Mar 12

Top amenities
In-Unit Laundry
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

$2,950

House for rent

1622 Arbor Park Dr #1 - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Park

1622 Arbor Park Drive - 1

1622 Arbor Park Dr #1, Winter Park, FL 32789

Dogs and cats ok | Ceiling fan | Controlled access

3 beds

1.5 baths

$2,435

House for rent

Available Oct 10

200 Saint Andrews Blvd #1803 - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Winter Park

200 Saint Andrews Blvd #1803, Winter Park, FL 32792

Dogs and cats ok | Outdoor space | Carpet

2 beds

1.5 baths

$1,499

House for rent

Available Jan 7

Top amenities
Assigned Parking
Carpet
Ceiling Fan
Concierge Service
Dishwasher
On-Site Management
Showing 1 - 25 of 25 results
Home > House Rentals in Winter Park > Winter Park Pet friendly Houses For Rent
Updated: April 23, 2026

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Discover pet friendly Winter Park, FL houses for rent

🌇Available pet-friendly rentals25 houses
💰Best pet-friendly rent deal200 Saint Andrews Blvd #1803
⭐Popular amenities, ,
🍃With outdoor space
👚With laundry facilities
🏠With photos