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Luxury Houses for Rent in Windermere, FL

25 rentals

307 W 4th Ave - Photo 1 of 1

3d ago

Luxury Windermere house for rent in Windermere

Single Family Residence - WINDERMERE, FL

307 W 4th Ave, Windermere, FL 34786

Luxury | Walk-in closets | Swimming pool

4 beds

3 baths

$5,900

House for rent

Top amenities
Dishwasher
Garage Parking
High Ceilings
In-Unit Laundry
Swimming Pool
11602 Ashlin Park Blvd - Photo 1 of 1

3d ago

Luxury house for rent in Windermere

AP

11602 Ashlin Park Blvd, Windermere, FL 34786

Luxury | Balcony | Outdoor space

3 beds

2 baths

$3,595

House for rent

Available Sep 25

Top amenities
Carpet
Garage Parking
12663 Salomon Cove Dr #GUEST - Photo 1 of 1

3d ago

Luxury house for rent in Windermere

12663 Salomon Cove Drive - main - 2

12663 Salomon Cove Dr #GUEST, Windermere, FL 34786

Luxury | Walk-in closets | In-unit laundry

1 bed

1 bath

$1,400

House for rent

Available Feb 1

Top amenities
In-Unit Laundry
12663 Salomon Cove Dr #2 - Photo 1 of 1

4d ago

Luxury house for rent in Windermere

12663 Salomon Cove Drive - main - 2

12663 Salomon Cove Dr #2, Windermere, FL 34786

Luxury

1 bed

1 bath

$1,400

House for rent

Available Feb 1

5426 Gemgold Ct - Photo 1 of 1

5d+ ago

Luxury house for rent in Windermere

Single Family Residence - WINDERMERE, FL

5426 Gemgold Ct, Windermere, FL 34786

Luxury | Walk-in closets | Swimming pool

4 beds

2 baths

$3,950

House for rent

Top amenities
Carpet
Garage Parking
Swimming Pool
13333 Zori Ln - Photo 1 of 1

5d+ ago

Luxury house for rent in Windermere

Single Family Residence - WINDERMERE, FL

13333 Zori Ln, Windermere, FL 34786

Luxury | Walk-in closets | In-unit laundry

4 beds

3 baths

$4,200

House for rent

Top amenities
Carpet
Dishwasher
Garage Parking
In-Unit Laundry

Nearby rental good for eco-living

$2,570

Winter Garden

Nearby rental good for pet owners

$2,399

Gotha

8764 Lookout Pointe Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Windermere

Single Family Residence - WINDERMERE, FL

8764 Lookout Pointe Dr, Windermere, FL 34786

Luxury | Balcony | Swimming pool

4 beds

3 baths

$4,800

House for rent

Top amenities
Dishwasher
Fitness Center
Garage Parking
In-Unit Laundry
Storage
Swimming Pool
8716 Danforth Dr #1 - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Windermere

8716 Danforth Drive - 1

8716 Danforth Dr #1, Windermere, FL 34786

Luxury | Swimming pool | In-unit laundry

2 beds

2 baths

$2,250

House for rent

Available Dec 18

Top amenities
Garage Parking
In-Unit Laundry
Swimming Pool
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6557 Crestmont Glen Ln - Photo 1 of 1

5d+ ago

Luxury house for rent in Windermere

Single Family Residence - WINDERMERE, FL

6557 Crestmont Glen Ln, Windermere, FL 34786

Luxury | Walk-in closets | In-unit laundry

4 beds

3 baths

$5,950

House for rent

Top amenities
Dishwasher
Furnished
In-Unit Laundry
7165 Horizon Cir - Photo 1 of 1

5d+ ago

Luxury house for rent in Windermere

Single Family Residence - WINDERMERE, FL

7165 Horizon Cir, Windermere, FL 34786

Luxury | Walk-in closets | Swimming pool

5 beds

5 baths

$7,640

House for rent

Top amenities
Ceiling Fan
Fireplace
Hardwood Floor
In-Unit Laundry
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.

$1,400

Windermere

$1,400

Windermere

$2,449

Orlando

2533 Ridgewind Way - Photo 1 of 1

5d+ ago

Luxury house for rent in Windermere

2533 Ridgewind Way, Windermere, FL 34786

Luxury | Swimming pool | Garage parking

4 beds

3 baths

$3,999

House for rent

Available Jan 15

Top amenities
Garage Parking
On-Site Management
Package Service
Swimming Pool
4303 Isabella Cir - Photo 1 of 1

5d+ ago

Luxury house for rent in Windermere

Single Family Residence - WINDERMERE, FL

4303 Isabella Cir, Windermere, FL 34786

Luxury | Walk-in closets | Swimming pool

7 beds

4 baths

$17,900

House for rent

Top amenities
Ceiling Fan
Furnished
Garage Parking
High Ceilings
In-Unit Laundry
Storage
9508 Pine Terrace Ct - Photo 1 of 1

5d+ ago

Luxury house for rent in Windermere

Single Family Residence - WINDERMERE, FL

9508 Pine Terrace Ct, Windermere, FL 34786

Luxury | Swimming pool | In-unit laundry

3 beds

2 baths

$3,300

House for rent

Top amenities
Ceiling Fan
Garage Parking
In-Unit Laundry
6060 Roseate Spoonbill Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Windermere

Single Family Residence - WINDERMERE, FL

6060 Roseate Spoonbill Dr, Windermere, FL 34786

Luxury | Swimming pool | In-unit laundry

3 beds

2 baths

$3,500

House for rent

Top amenities
Air Conditioning
Carpet
In-Unit Laundry
Swimming Pool
101 Lee St - Photo 1 of 1

5d+ ago

Luxury Windermere house for rent in Windermere

Single Family Residence - WINDERMERE, FL

101 Lee St, Windermere, FL 34786

Luxury | Balcony | Swimming pool

5 beds

4 baths

$7,500

House for rent

Top amenities
Air Conditioning
Fireplace
High Ceilings
In-Unit Laundry
On-Site Laundry
Swimming Pool
7508 Lake Albert Drive - Photo 1 of 1

5d+ ago

Luxury house for rent in Windermere

7508 Lake Albert Dr

7508 Lake Albert Drive, Windermere, FL 34786

Luxury | Walk-in closets | Swimming pool

4 beds

3 baths

$4,200

House for rent

Top amenities
Air Conditioning
Fireplace
Garage Parking
5243 W Lake Butler Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Windermere

5243 W Lake Butler Rd, Windermere, FL 34786

Luxury | Balcony | Swimming pool

3 beds

3 baths

$12,000

House for rent

Available Jan 26

Top amenities
Ceiling Fan
Fitness Center
Garage Parking
In-Unit Laundry
On-Site Management
Swimming Pool
6910 Corley Ave - Photo 1 of 1

5d+ ago

Luxury house for rent in Windermere

6910 Corley Ave, Windermere, FL 34786

Luxury

3 beds

2 baths

$3,000

House for rent

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752 Citrus Cove Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

752 Citrus Cove Dr, Winter Garden, FL 34787

Luxury | Outdoor space | Dishwasher

4 beds

3 baths

$2,995

House for rent

14415 Crest Palm Ave - Photo 1 of 1

5d+ ago

Luxury house for rent in Windermere

14415 Crest Palm Ave, Windermere, FL 34786

Luxury | Outdoor space | Dishwasher

6 beds

3 baths

$4,500

House for rent

11919 Sheltering Pine Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Orlando

House for rent

339 Highbrooke Blvd - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

339 Highbrooke Blvd Ocoee, FL 34761

339 Highbrooke Blvd, Ocoee, FL 34761

Luxury | Swimming pool | Outdoor space

5 beds

4 baths

$3,699

$3,599

Price drop

House for rent

Available Jan 28

Top amenities
Fireplace
457 Regal Downs Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

457 Regal Downs Cir, Winter Garden, FL 34787

Luxury | Walk-in closets | Outdoor space

3 beds

2 baths

$2,570

House for rent

Available Mar 20

Top amenities
High Ceilings
Listings within 10 miles
2401 Griffin Ct - Photo 1 of 1

5d+ ago

Luxury house for rent in Ocoee

2401 Griffin Ct, Ocoee, FL 34761

Luxury

4 beds

2 baths

$2,800

House for rent

8000 Stirrupwood Ct - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

8000 Stirrupwood Ct, Pine Hills, FL 32818

Luxury | Walk-in closets | Outdoor space

3 beds

2 baths

$2,170

House for rent

Available Feb 19

Top amenities
Ceiling Fan
Garage Parking
Showing 1 - 25 of 25 results
Home > House Rentals in Windermere > Windermere Luxury Houses For Rent
Updated: February 2, 2026

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Discover luxury Windermere, FL houses for rent

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