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Pet Friendly Houses for Rent in Winter Park, FL

25 rentals

2228 Shadowland Loop - Photo 1 of 1

10h ago

Pet Friendly townhouse for rent in Winter Park

2228 Shadowland Loop, Winter Park, FL 32792

Dogs and cats ok | In-unit laundry | Dishwasher

3 beds

2 baths

$2,650

House for rent

Top amenities
In-Unit Laundry
Oven
2029 Taylor Ave - Photo 1 of 1

23h 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

$2,775

House for rent

Available Mar 7

Top amenities
On-Site Laundry
On-Site Management
2218 King Richards Ct #NA - Photo 1 of 1

1d ago

Pet Friendly house for rent in Winter Park

Winter Park, Fully Remodeled

2218 King Richards Ct #NA, Winter Park, FL 32792

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

3 beds

2 baths

$3,750

House for rent

Available Mar 9

Top amenities
Assigned Parking
Dishwasher
Garage Parking
In-Unit Laundry
Storage
Swimming Pool
3021 Dikewood Ct - Photo 1 of 1

1d 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 baths

$2,735

House for rent

Available May 5

Top amenities
On-Site Laundry
On-Site Management
1924 Azalea Ave - Photo 1 of 1

2d ago

Pet Friendly house for rent in Winter Park

1924 Azalea Ave, Winter Park, FL 32792

Dogs and cats ok | In-unit laundry | Dishwasher

3 beds

1 bath

$1,995

House for rent

Top amenities
In-Unit Laundry
2350 Brookshire Ave - Photo 1 of 1

3d ago

Pet Friendly house for rent in Winter Park

**COMING SOON** - 3/2 For Rent in Winter Park for $3800/mo

2350 Brookshire Ave, Winter Park, FL 32792

Dogs and cats ok | In-unit laundry | Air conditioning

3 beds

2 baths

$3,800

House for rent

Available May 4

Top amenities
Air Conditioning
Furnished
In-Unit Laundry

Nearby rental good for eco-living

$2,240

Goldenrod

Nearby rental good for pet owners

438 W Swoope Ave - Photo 1 of 1

4d ago

Pet Friendly townhouse for rent in Winter Park

438 W Swoope Ave, Winter Park, FL 32789

Dogs and cats ok | Carpet | In-unit laundry

4 beds

3 baths

$4,395

House for rent

Available Dec 17

Top amenities
Fitness Center
Garage Parking
In-Unit Laundry
On-Site Laundry
Storage
Swimming Pool
1891 Aster Dr - Photo 1 of 1

4d ago

Our team has verified this company

Verified

1891 Aster Dr, Winter Park, FL 32792

Dogs and cats ok | Outdoor space | Deck

3 beds

2 baths

$3,530

$2,520

Price drop

House for rent

Available Apr 13

Top amenities
Ceiling Fan
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307 Sandlewood Trl - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Winter Park

2 BR / 2.5 BA Townhome In Sandlewood Creek

307 Sandlewood Trl, Winter Park, FL 32789

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

2 beds

2 baths

$1,895

House for rent

Available May 29

Top amenities
On-Site 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

Available Mar 2

Top amenities
Garage Parking
Hardwood Floor
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.

$4,395

Winter Park

$2,520

Winter Park

$2,350

Winter Park

$2,295

Winter Park

2431 E. Pine St. - Photo 1 of 1

5d+ ago

8.6

Very good

2431 E. Pine St.

2431 E Pine St, Orlando, FL 32803

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

3 beds

2 baths

$2,895

House for rent

Top amenities
Garage Parking
In-Unit Laundry
3301 Olde Wharf Run - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Park

3301 Olde Wharf Run, Winter Park, FL 32792

Dogs and cats ok | Outdoor space | Hardwood floor

4 beds

4 baths

$2,995

House for rent

Available Apr 1

Top amenities
Concierge Service
Garage Parking
In-Unit Laundry
On-Site Laundry
Package Service
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 baths

$2,795

House for rent

Available Mar 12

Top amenities
In-Unit Laundry
541 N Capen Ave - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Park

3 BR / 2 BA Home In Winter Park

541 N Capen Ave, Winter Park, FL 32789

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

3 beds

2 baths

$2,295

House for rent

Available Jun 11

Top amenities
On-Site Laundry
2224 King Richards Ct - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2224 King Richards Ct, Winter Park, FL 32792

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

3 beds

2 baths

$2,425

$2,350

Price drop

House for rent

Available Feb 18

Top amenities
On-Site Laundry
On-Site Management
2460 Firstlight Way - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Winter Park

3 BR / 2.5 BA Townhouse In Hawks Crest

2460 Firstlight Way, Winter Park, FL 32792

Dogs and cats ok | Carpet | In-unit laundry

3 beds

2 baths

$2,600

House for rent

Top amenities
In-Unit Laundry
428 W Swoope Ave #NA - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Winter Park

$5,800 Walk to Park Ave!! 4 Bedroom 4 Bathroom Townhouse In Winter Park With Great Amenities

428 W Swoope Ave #NA, Winter Park, FL 32789

Dogs and cats ok | Hardwood floor | In-unit laundry

4 beds

4 baths

$5,800

House for rent

Available Feb 15

Top amenities
Air Conditioning
Central Heat
Dishwasher
Garage Parking
In-Unit Laundry
Storage
7993 Pleasant Pine Cir - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Park

SPACIOUS Two Story Beautiful 5/4 Home in The Enclave At Aloma!

7993 Pleasant Pine Cir, Winter Park, FL 32792

Dogs and cats ok | Outdoor space | Carpet

5 beds

4 baths

$3,800

House for rent

Top amenities
Carpet
Ceiling Fan
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1329 Medinah Ct - Photo 1 of 1

5d+ ago

Pet Friendly Golfside house for rent in Winter Park

1329 Medinah Ct, Winter Park, FL 32792

Dogs and cats ok

3 beds

2 baths

$3,650

House for rent

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

$3,149

House for rent

1525 Palmer Ave - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Park

1525 Palmer Ave, Winter Park, FL 32789

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

4 beds

3 baths

$4,695

House for rent

Available Nov 11

Top amenities
Ceiling Fan
Concierge Service
In-Unit Laundry
On-Site Laundry
On-Site Management
Package Service
2460 Firstlight Way #2460 - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Winter Park

3 BR, 3 BA in Winter Park

2460 Firstlight Way #2460, Winter Park, FL 32792

Dogs and cats ok | Carpet | In-unit laundry

3 beds

3 baths

$2,775

House for rent

Available Dec 18

Top amenities
In-Unit Laundry
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 bath

$2,500

House for rent

Available Oct 10

1275 Michigan Ave #1275 - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Winter Park

3 BR, 3 BA in Winter Park

1275 Michigan Ave #1275, Winter Park, FL 32789

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

3 beds

3 baths

$3,950

House for rent

Top amenities
On-Site Laundry
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

$2,200

House for rent

Top amenities
Oven
Showing 1 - 25 of 25 results
Home > House Rentals in Winter Park > Winter Park Pet friendly Houses For Rent
Updated: March 9, 2026

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Discover pet friendly Winter Park, FL houses for rent

🌇Available pet-friendly rentals25 houses
💰Best pet-friendly rent deal307 Sandlewood Trl
⭐Popular amenities, ,
🍃With outdoor space
👚With laundry facilities
🏠With photos