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Pet Friendly Houses for Rent in Windermere, FL

25 rentals

8564 Cedar Cove Dr - Photo 1 of 1

17h ago

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Verified

8564 Cedar Cove Dr, Doctor Phillips, FL 32819

Dogs and cats ok | Outdoor space | Deck

3 beds

2 baths

$2,420

House for rent

Available Oct 9

Top amenities
Ceiling Fan
High Ceilings
11530 Vicolo Loop - Photo 1 of 1

3d ago

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Verified

11530 Vicolo Loop Windermere, FL 34786

11530 Vicolo Loop, Windermere, FL 34786

Dogs and cats ok | Garage parking | Fireplace

4 beds

3 baths

$3,595

House for rent

Available Jan 14

457 Regal Downs Cir - Photo 1 of 1

3d ago

Our team has verified this company

Verified

457 Regal Downs Cir, Winter Garden, FL 34787

Dogs and cats ok | Outdoor space | Garage parking

3 beds

2 baths

$2,650

House for rent

Available Mar 20

Top amenities
High Ceilings
254 Regal Downs Cir - Photo 1 of 1

3d ago

Our team has verified this company

Verified

254 Regal Downs Cir, Winter Garden, FL 34787

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

4 beds

2 baths

$2,650

$2,545

Price drop

House for rent

Available Feb 23

Top amenities
Garage Parking
High Ceilings
On-Site Laundry
6634 Duncaster St - Photo 1 of 1

4d ago

Pet Friendly house for rent in Windermere

6634 Duncaster St, Windermere, FL 34786

Dogs and cats ok | Outdoor space

3 beds

2 baths

$3,200

House for rent

8265 Maritime Flag St - Photo 1 of 1

4d ago

Our team has verified this company

Verified

8265 Maritime Flag St, Windermere, FL 34786

Dogs and cats ok | In-unit laundry | Dishwasher

3 beds

2 baths

$2,250

House for rent

Top amenities
In-Unit Laundry

Nearby rental good for eco-living

$2,650

Winter Garden

Nearby rental good for pet owners

2297 Blake Way - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2297 Blake Way, Ocoee, FL 34761

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

3 beds

2 baths

$2,355

House for rent

Available Jan 9

Top amenities
Ceiling Fan
Fireplace
On-Site Laundry
11642 Water Run Aly - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Windermere

11642 Water Run Aly, Windermere, FL 34786

Dogs and cats ok | Swimming pool | Residents lounge

3 beds

2 baths

$2,650

House for rent

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744 Westcliffe Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

744 Westcliffe Dr, Winter Garden, FL 34787

Dogs and cats ok | Outdoor space | Hardwood floor

4 beds

2 baths

$2,955

$2,595

Price drop

House for rent

Available Dec 12

Top amenities
Ceiling Fan
Garage Parking
8931 Lookout Pointe Dr - Photo 1 of 1
3D tour

5d+ ago

Pet Friendly house for rent in Windermere

8931 Lookout Pointe Dr, Windermere, FL 34786

Dogs and cats ok | Outdoor space | Garage parking

5 beds

4 baths

$3,899

House for rent

Available Dec 15

Top amenities
On-Site Management
Package Service
Swimming Pool
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Find sweet deals near Windermere

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

$3,899

Windermere

$2,975

Windermere

$2,887

Windermere

12653 Arley Dr - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Windermere

12653 Arley Dr, Windermere, FL 34786

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

4 beds

2 baths

$2,975

House for rent

Top amenities
Dishwasher
In-Unit Laundry
Swimming Pool
8000 Stirrupwood Ct - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

8000 Stirrupwood Ct, Pine Hills, FL 32818

Dogs and cats ok | Outdoor space | Deck

3 beds

2 baths

$3,460

$2,155

Price drop

House for rent

Available Feb 19

Top amenities
Ceiling Fan
Garage Parking
1047 Lascala Dr - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Windermere

1047 Lascala Dr, Windermere, FL 34786

Dogs and cats ok | Outdoor space | Carpet

3 beds

2 baths

$2,575

House for rent

Top amenities
Ceiling Fan
Dishwasher
Garage Parking
In-Unit Laundry
Microwave
Swimming Pool
11320 Jasper Kay Ter - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Windermere

Lake Burden End-Unit Townhome | Windermere Elementary • Gotha Middle • Olympia HS

11320 Jasper Kay Ter, Windermere, FL 34786

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

3 beds

2 baths

$2,725

House for rent

Available Jan 3

Top amenities
Air Conditioning
Dishwasher
Garage Parking
In-Unit Laundry
On-Site Laundry
Swimming Pool
8320 Iron Mountain Trl - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Windermere

8320 Iron Mountain Trl, Windermere, FL 34786

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

4 beds

2 baths

$2,887

House for rent

Top amenities
In-Unit Laundry
Microwave
Residents Lounge
Swimming Pool
5318 Kumquat Loop - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Windermere

5318 Kumquat Loop Windermere, FL

5318 Kumquat Loop, Windermere, FL 34786

Dogs and cats ok | Outdoor space | Carpet

3 beds

2 baths

$3,000

House for rent

Available Dec 25

Top amenities
Carpet
Dishwasher
In-Unit Laundry
8716 Danforth Dr #1 - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Windermere

8716 Danforth Drive - 1

8716 Danforth Dr #1, Windermere, FL 34786

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

2 beds

2 baths

$2,350

House for rent

Available Dec 18

Top amenities
Garage Parking
In-Unit Laundry
Swimming Pool
7708 Bexton Ln #7708 - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Windermere

3 BR, 2 BA in Lakeside Village

7708 Bexton Ln #7708, Windermere, FL 34786

Dogs and cats ok | Walk-in closets | Outdoor space

3 beds

2 baths

$2,600

House for rent

Available Dec 9

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10733 Village Lake Road - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Windermere

10733 Village Lake Road, Windermere, FL 34786

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

4 beds

3 baths

$3,075

House for rent

Top amenities
In-Unit Laundry
On-Site Laundry
8326 Bryce Canyon Ave - Photo 1 of 1
3D tour

5d+ ago

Pet Friendly house for rent in Windermere

8326 Bryce Canyon Ave, Windermere, FL 34786

Dogs and cats ok | Carpet | In-unit laundry

3 beds

2 baths

$2,675

House for rent

Available Oct 31

Top amenities
Carpet
Garage Parking
In-Unit Laundry
On-Site Management
Storage
Swimming Pool
11919 Sheltering Pine Drive - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Orlando

11919 Sheltering Pine Drive, Orlando, FL 32836

Dogs and cats ok

4 beds

3 baths

$3,250

House for rent

4835 Blue Major Drive - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Windermere

4835 Blue Major Drive, Windermere, FL 34786

Dogs and cats ok

4 beds

3 baths

$3,170

House for rent

6836 Trellis Vine Loop - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Windermere

6836 Trellis Vine Loop, Windermere, FL 34786

Dogs and cats ok | Hardwood floor | On-site laundry

5 beds

3 baths

$3,300

House for rent

Available Nov 15

Top amenities
On-Site Laundry
14415 Crest Palm Ave - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Windermere

14415 Crest Palm Ave, Windermere, FL 34786

Dogs and cats ok | Outdoor space | Dishwasher

6 beds

3 baths

$4,500

House for rent

11909 Cave Run Ave - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Windermere

11909 Cave Run Ave

11909 Cave Run Ave, Windermere, FL 34786

Dogs and cats ok | Outdoor space | Storage

4 beds

3 baths

$2,650

House for rent

Available May 16

Showing 1 - 25 of 25 results
Home > House Rentals in Windermere > Windermere Pet friendly Houses For Rent
Updated: January 20, 2026

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Discover pet friendly Windermere, FL houses for rent

🌇Available pet-friendly rentals25 houses
💰Best pet-friendly rent deal8000 Stirrupwood Ct
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