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Pet Friendly Houses for Rent in Windermere, FL

25 rentals available

8140 Caraway Dr - Photo 1 of 1

2d ago

Our team has verified this company

Verified

8140 Caraway Dr Orlando, FL 32819

8140 Caraway Dr, Doctor Phillips, FL 32819

Dogs and cats ok | Garage parking

3 beds

2 baths

$2,695

House for rent

Available Jul 27

6320 Morning Mist Ln - Photo 1 of 1

2d ago

Our team has verified this company

Verified

6320 Morning Mist Ln Orlando, FL 32819

6320 Morning Mist Ln, Doctor Phillips, FL 32819

Dogs and cats ok | Outdoor space | Garage parking

4 beds

2 baths

$3,065

House for rent

Available Jun 25

6551 Chantry St - Photo 1 of 1

2d ago

Our team has verified this company

Verified

6551 Chantry St Orlando, FL 32835

6551 Chantry St, Orlando, FL 32835

Dogs and cats ok | Outdoor space | Garage parking

3 beds

2 baths

$2,225

House for rent

Available Jul 10

14620 Tullamore Loop - Photo 1 of 1

3d ago

Our team has verified this company

Verified

14620 Tullamore Loop Winter Garden, FL 34787

14620 Tullamore Loop, Winter Garden, FL 34787

Dogs and cats ok | Garage parking | Walk-in closets

4 beds

2.5 baths

$2,995

House for rent

Available Jul 15

12886 Westside Village Loop - Photo 1 of 1

3d ago

Pet Friendly house for rent in Windermere

12886 Westside Village Loop, Windermere, FL 34786

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

4 beds

3.5 baths

$3,800

House for rent

Top amenities
In-Unit Laundry
13244 Strode Ln - Photo 1 of 1

4d ago

Pet Friendly house for rent in Windermere

13244 Strode Ln, Windermere, FL 34786

Dogs and cats ok

3 beds

2 baths

$2,800

House for rent

Nearby rental good for eco-living

$1,895

Orlando

Nearby rental good for pet owners

$1,980

Robinswood

1725 Portcastle Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1725 Portcastle Cir, Winter Garden, FL 34787

Dogs and cats ok | On-site laundry | Deck

3 beds

2.5 baths

$2,745

$2,480

Price drop

House for rent

Available Jul 2

Top amenities
Garage Parking
On-Site Laundry
1115 N Powers Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1115 N Powers Dr Orlando, FL 32818

1115 N Powers Dr, Orlando, FL 32818

Dogs and cats ok | Outdoor space | Garage parking

3 beds

2 baths

$2,295

House for rent

Available Jul 2

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12866 Penshurst Ln - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Windermere

12866 Penshurst Ln, Windermere, FL 34786

Dogs and cats ok | Outdoor space | Carpet

4 beds

2 baths

$2,595

House for rent

Available Aug 16

Top amenities
Air Conditioning
Concierge Service
Dishwasher
On-Site Laundry
Package Service
Swimming Pool
1198 Maxey Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1198 Maxey Dr, Winter Garden, FL 34787

Dogs and cats ok | On-site laundry | Walk-in closets

3 beds

1.5 baths

$1,910

House for rent

Available Sep 14

Top amenities
On-Site Laundry
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Find sweet deals near Windermere

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

$2,650

Windermere

$2,450

Windermere

$3,475

Windermere

9142 Sabal Palm Cir - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Windermere

9142 Sabal Palm Cir, Windermere, FL 34786

Dogs and cats ok

3 beds

2 baths

$2,950

$2,850

Price drop

House for rent

1848 Sherbourne St - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1848 Sherbourne St Winter Garden, FL 34787

1848 Sherbourne St, Winter Garden, FL 34787

Dogs and cats ok | Outdoor space | Garage parking

5 beds

2.5 baths

$2,835

House for rent

Available Jun 17

450 Winter Grove Blvd #NA - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Winter Garden

Brand new never rented in Winter Garden - $6,000 - 4 Bedroom 3.5 Bathroom

450 Winter Grove Blvd #NA, Winter Garden, FL 34787

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

4 beds

3.5 baths

$6,000

House for rent

Available Jul 3

Top amenities
Air Conditioning
Assigned Parking
Central Heat
Dishwasher
Garage Parking
In-Unit Laundry
8556 Greenbank Blvd - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Windermere

8556 Greenbank Blvd, Windermere, FL 34786

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

3 beds

2 baths

$2,850

House for rent

Available Jul 3

Top amenities
Ceiling Fan
In-Unit Laundry
On-Site Management
849 Sunniland Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

849 Sunniland Dr Orlando, FL 32808

849 Sunniland Dr, Orlando, FL 32808

Dogs and cats ok | Outdoor space

3 beds

1 bath

$1,895

House for rent

Available Jul 2

13024 Westside Village Loop - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Windermere

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

5 beds

4.5 baths

$4,000

House for rent

Top amenities
Dishwasher
In-Unit Laundry
7270 Westpointe Blvd - Photo 1 of 1

5d+ ago

Pet Friendly Metro West house for rent in Orlando

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

3 beds

2 baths

$2,000

House for rent

Top amenities
Fitness Center
In-Unit Laundry
Microwave
Residents Lounge
929 Pahoa St - Photo 1 of 1
3D tour

5d+ ago

Our team has verified this company

Verified

929 Pahoa St, Orlando, FL 32818

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

3 beds

2 baths

$2,295

$2,195

Price drop

House for rent

Available Apr 29

Top amenities
In-Unit Laundry
On-Site Laundry
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15064 Grove Lake Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

$3,300 - 4 Bedroom 2.5 Bathroom Townhouse In Winter Garden With Great Amenities

15064 Grove Lake Dr, Winter Garden, FL 34787

Dogs and cats ok | Outdoor space | Hardwood floor

4 beds

2.5 baths

$3,300

House for rent

Available May 8

Top amenities
Assigned Parking
Garage Parking
Hardwood Floor
In-Unit Laundry
Storage
8832 Danforth Dr - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Windermere

8832 Danforth Dr, Windermere, FL 34786

Dogs and cats ok | Outdoor space | Carpet

3 beds

2.5 baths

$2,650

House for rent

Top amenities
Carpet
Dishwasher
In-Unit Laundry
Microwave
7355 Millstone St - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Windermere

7355 Millstone St

7355 Millstone St, Windermere, FL 34786

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

3 beds

2.5 baths

$2,450

House for rent

Top amenities
In-Unit Laundry
On-Site Management
3356 Bellington Dr - Photo 1 of 1

5d+ ago

Pet Friendly house for rent in Orlando

3356 Bellington Dr, Orlando, FL 32835

Dogs and cats ok | Outdoor space | Carpet

4 beds

3.5 baths

$5,399

House for rent

Available Jul 20

Top amenities
In-Unit Laundry
On-Site Management
Package Service
Storage
Swimming Pool
7280 Westpointe Blvd - Photo 1 of 1

5d+ ago

Pet Friendly Metro West house for rent in Orlando

Dogs and cats ok | Swimming pool | Fitness center

2 beds

2 baths

$1,800

House for rent

Top amenities
Microwave
10733 Village Lake Rd - Photo 1 of 1

5d+ ago

Pet Friendly townhouse for rent in Windermere

10733 Village Lake Rd, Windermere, FL 34786

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

4 beds

3.5 baths

$3,475

House for rent

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

3.5 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: July 20, 2026

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Discover pet friendly Windermere, FL houses for rent

🌇Available pet-friendly rentals25 houses
💰Best pet-friendly rent deal7280 Westpointe Blvd
⭐Popular amenities, ,
🍃With outdoor space
👚With laundry facilities
🏠With photos