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Pet Friendly Houses for Rent in Windermere, FL

25 rentals

11320 Jasper Kay Terrace - Photo 1 of 1

1d ago

Pet Friendly townhouse for rent in Windermere

Bright Windermere End-Unit w/ Office, Garage & Resort Pool Across the Street

11320 Jasper Kay Terrace, Windermere, FL 34786

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

3 beds

2 baths

$2,700

House for rent

Available Dec 3

Top amenities
Air Conditioning
Dishwasher
Garage Parking
In-Unit Laundry
On-Site Laundry
Storage
12808 Westside Village Loop - Photo 1 of 1

2d ago

Pet Friendly house for rent in Windermere

12808 Westside Village Loop, Windermere, FL 34786

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

4 beds

3 baths

$3,500

$3,200

Price drop

House for rent

Top amenities
Dishwasher
In-Unit Laundry
12958 Vennetta Way - Photo 1 of 1

3d ago

Pet Friendly townhouse for rent in Windermere

12958 Vennetta Way, Windermere, FL 34786

Dogs and cats ok | Outdoor space | Carpet

3 beds

2 baths

$2,600

House for rent

Available Jan 1

Top amenities
Dishwasher
Fitness Center
In-Unit Laundry
On-Site Laundry
On-Site Management
Swimming Pool
1317 Park Avenue - Photo 1 of 1

3d ago

Our team has verified this company

Verified

1317 Park Avenue, Winter Garden, FL 34787

Dogs and cats ok | Outdoor space | Garage parking

3 beds

2 baths

$2,100

$1,975

Price drop

House for rent

Available Nov 13

Top amenities
Ceiling Fan
1239 Juniper Hammock Street - Photo 1 of 1

4d ago

Our team has verified this company

Verified

1239 Juniper Hammock Street, Winter Garden, FL 34787

Dogs and cats ok | On-site laundry | Garage parking

5 beds

4 baths

$3,065

$2,855

Price drop

House for rent

Available Oct 22

Top amenities
Garage Parking
On-Site Laundry
7752 Moser Avenue #7752 - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Windermere

3 BR, 3 BA in Lake Sawyer South

7752 Moser Avenue #7752, Windermere, FL 34786

Dogs and cats ok | Carpet | Ceiling fan

3 beds

3 baths

$2,650

House for rent

Available Nov 10

Nearby rental good for eco-living

$3,450

Orlando

Nearby rental good for pet owners

8500 Iron Mountain Trail #8500 - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Windermere

3 BR, 3 BA in Lakeside Village

8500 Iron Mountain Trail #8500, Windermere, FL 34786

Dogs and cats ok | In-unit laundry

3 beds

3 baths

$2,800

House for rent

Available Nov 5

Top amenities
In-Unit Laundry
On-Site Laundry
7351 Millstone Street #7351 - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Windermere

3 BR, 2 BA in Lake Burden South

7351 Millstone Street #7351, Windermere, FL 34786

Dogs and cats ok | In-unit laundry | Ceiling fan

3 beds

2 baths

$2,400

House for rent

Available Dec 1

Top amenities
In-Unit Laundry
On-Site Laundry
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7621 Sutherton Lane #7621 - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Windermere

3 BR, 3 BA in Lakeside Village

7621 Sutherton Lane #7621, Windermere, FL 34786

Dogs and cats ok | Carpet | Outdoor space

3 beds

3 baths

$2,500

House for rent

Available Nov 14

2543 Balforn Tower Way #NA - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

$3,250 - 4 Bedroom 2 Bathroom Waterfront Home In Stoneybrook West, Winter Garden With Great Amenities

2543 Balforn Tower Way #NA, Winter Garden, FL 34787

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

4 beds

2 baths

$3,500

$3,250

Price drop

House for rent

Available Dec 1

Top amenities
Assigned Parking
Fitness Center
Garage Parking
In-Unit Laundry
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.

$2,700

Windermere

$3,200

Windermere

$2,600

Windermere

$2,650

Windermere

8931 Lookout Pointe Drive - Photo 1 of 1
3D tour

5d+ ago

Pet Friendly house for rent in Windermere

8931 Lookout Pointe Drive, Windermere, FL 34786

Dogs and cats ok | Outdoor space | Garage parking

5 beds

4 baths

$3,949

House for rent

Available Dec 15

Top amenities
Dishwasher
Garage Parking
On-Site Management
Package Service
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

1409 Center Street - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1409 Center Street, Ocoee, FL 34761

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

3 beds

2 baths

$2,310

House for rent

Available Sep 23

Top amenities
Ceiling Fan
Garage Parking
On-Site Laundry
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

744 Westcliffe Drive - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

744 Westcliffe Drive, Winter Garden, FL 34787

Dogs and cats ok | Outdoor space | Hardwood floor

4 beds

2 baths

$2,885

$2,770

Price drop

House for rent

Available Dec 18

Top amenities
Garage Parking
Hardwood Floor
13131 Vennetta Way - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Windermere

13131 Vennetta Way, Windermere, FL 34786

Dogs and cats ok | In-unit laundry | Dishwasher

3 beds

2 baths

$2,600

House for rent

Top amenities
In-Unit Laundry
8500 Iron Mountain Trail - Photo 1 of 1
3D tour

5d+ ago

Pet Friendly townhouse for rent in Windermere

8500 Iron Mountain Trail, Windermere, FL 34786

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

3 beds

3 baths

$2,800

House for rent

Top amenities
In-Unit Laundry
Swimming Pool
8168 Boat Hook Loop #305 - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Windermere

8168 Boat Hook Loop #305, Windermere, FL 34786

Dogs and cats ok | Swimming pool

3 beds

2 baths

$2,100

House for rent

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1091 Wickerwood Street - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1091 Wickerwood Street, Ocoee, FL 34761

Dogs and cats ok | On-site laundry | Deck

3 beds

2 baths

$2,185

$2,070

Price drop

House for rent

Available Oct 22

Top amenities
Ceiling Fan
Garage Parking
On-Site Laundry
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
8536 Iron Mountain Trl - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Windermere

8536 Iron Mountain Trl, Windermere, FL 34786

Dogs and cats ok | In-unit laundry | Dishwasher

3 beds

2 baths

$2,699

House for rent

Top amenities
In-Unit Laundry
12910 Calderdale Avenue - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Windermere

12910 Calderdale Avenue, Windermere, FL 34786

Dogs and cats ok | In-unit laundry | Swimming pool

3 beds

2 baths

$2,550

House for rent

Top amenities
In-Unit Laundry
11842 Silverlake Park Dr - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Windermere

11842 Silverlake Park Dr, Windermere, FL 34786

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

4 beds

3 baths

$2,900

House for rent

Available Aug 22

Top amenities
Air Conditioning
Assigned Parking
Dishwasher
Garage Parking
Hardwood Floor
In-Unit Laundry
2401 Griffin Court - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Ocoee

2401 Griffin Court, Ocoee, FL 34761

Dogs and cats ok

4 beds

2 baths

$2,800

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: December 5, 2025

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Furnished houses in Windermere, FL3 rentals

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Discover pet friendly Windermere, FL houses for rent

🌇Available pet-friendly rentals25 houses
💰Best pet-friendly rent deal1317 Park Avenue
⭐Popular amenities, ,
🍃With outdoor space
👚With laundry facilities
🏠With photos