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Luxury Houses for Rent in Windermere, FL

25 rentals

12663 Salomon Cove Dr #GUEST - Photo 1 of 1

5d+ 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

$1,300

House for rent

Available Feb 1

Top amenities
Garage Parking
In-Unit Laundry
9042 Arbors Edge Trl - Photo 1 of 1

4d ago

Our team has verified this company

Verified

9042 Arbors Edge Trl, Windermere, FL 34786

Luxury | Walk-in closets | On-site laundry

4 beds

3 baths

$4,090

House for rent

Available May 11

Top amenities
On-Site Laundry
5239 Beach River Rd - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

5239 Beach River Rd Windermere, FL 34786

5239 Beach River Rd, Windermere, FL 34786

Luxury | Outdoor space | Garage parking

3 beds

2 baths

$2,949

House for rent

Available Mar 26

6615 Helmsley Cir - Photo 1 of 1

1d ago

Luxury house for rent in Windermere

6615 Helmsley Cir, Windermere, FL 34786

Luxury | Balcony | Walk-in closets

4 beds

3.5 baths

$4,500

House for rent

Top amenities
Ceiling Fan
Dishwasher
High Ceilings
In-Unit Laundry
On-Site Laundry
Swimming Pool
6876 Merrick Landing Blvd #1 - Photo 1 of 1

1d ago

Luxury house for rent in Windermere

6876 Merrick Landing Blvd #1, Windermere, FL 34786

Luxury

Studio

1 bath

$3,000

House for rent

Available Mar 18

4818 Breezy Palms Ct - Photo 1 of 1

2d ago

Luxury house for rent in Windermere

4818 Breezy Palms Ct, Windermere, FL 34786

Luxury | In-unit laundry | Outdoor space

3 beds

2 baths

$3,049

House for rent

Available Mar 19

Top amenities
In-Unit Laundry
On-Site Management

Nearby rental good for eco-living

Nearby rental good for pet owners

$2,420

Winter Garden

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

$10,999

$9,999

Price drop

House for rent

Available Mar 12

Top amenities
Ceiling Fan
Fitness Center
Garage Parking
In-Unit Laundry
On-Site Management
Swimming Pool
11745 Via Lucerna Cir #NA - Photo 1 of 1

5d+ ago

Luxury house for rent in Windermere

$4,950 - 4 Bedroom 3 Bathroom House In Windermere With Great Amenities

11745 Via Lucerna Cir #NA, Windermere, FL 34786

Luxury | Walk-in closets | Swimming pool

4 beds

3 baths

$4,950

House for rent

Available Mar 8

Top amenities
Assigned Parking
Carpet
Ceiling Fan
Garage Parking
Hardwood Floor
Swimming Pool
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307 W 4th Ave - Photo 1 of 1

5d+ 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

$5,475

House for rent

Top amenities
Dishwasher
High Ceilings
In-Unit Laundry
Swimming Pool
721 Magnolia St - Photo 1 of 1

5d+ ago

Luxury Windermere house for rent in Windermere

Single Family Residence - WINDERMERE, FL

721 Magnolia St, Windermere, FL 34786

Luxury | In-unit laundry | Outdoor space

2 beds

1 bath

$2,250

House for rent

Top amenities
Dishwasher
In-Unit Laundry
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Find sweet deals near Windermere

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

$1,300

Windermere

$2,420

Winter Garden

$2,630

Orlando

$2,660

Ocoee

13845 Ancilla Blvd - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Windermere

Townhouse - WINDERMERE, FL

13845 Ancilla Blvd, Windermere, FL 34786

Luxury | Walk-in closets | Swimming pool

2 beds

2 baths

$2,775

House for rent

Top amenities
Dishwasher
Fitness Center
Garage Parking
In-Unit Laundry
On-Site Laundry
Storage
9701 Lake Isleworth Ct - Photo 1 of 1

5d+ ago

Luxury house for rent in Windermere

Single Family Residence - WINDERMERE, FL

9701 Lake Isleworth Ct, Windermere, FL 34786

Luxury | Walk-in closets | In-unit laundry

3 beds

3 baths

$12,500

House for rent

Top amenities
Dishwasher
Fireplace
High Ceilings
In-Unit Laundry
4326 Isabella Cir - Photo 1 of 1

5d+ ago

Luxury house for rent in Windermere

Single Family Residence - WINDERMERE, FL

4326 Isabella Cir, Windermere, FL 34786

Luxury | Walk-in closets | Swimming pool

5 beds

5.5 baths

$16,000

House for rent

Top amenities
Ceiling Fan
Hardwood Floor
High Ceilings
In-Unit Laundry
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
In-Unit Laundry
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

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

3.5 baths

$4,475

House for rent

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

$2,420

House for rent

Available Mar 9

Top amenities
High Ceilings
302 Spring Lake Cir - Photo 1 of 1

21h ago

Our team has verified this company

Verified

302 Spring Lake Cir, Ocoee, FL 34761

Luxury | Walk-in closets | On-site laundry

4 beds

1 bath

$2,740

$1,935

Price drop

House for rent

Available Mar 11

Top amenities
On-Site Laundry
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119 Parker Cove Ct - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

119 Parker Cove Ct, Ocoee, FL 34761

Luxury | Outdoor space | Garage parking

3 beds

2 baths

$2,260

House for rent

Available May 11

1760 Sparkling Water Cir - Photo 1 of 1

2d ago

Our team has verified this company

Verified

1760 Sparkling Water Cir, Ocoee, FL 34761

Luxury | Walk-in closets | On-site laundry

3 beds

2 baths

$2,390

House for rent

Available Mar 12

Top amenities
Ceiling Fan
Garage Parking
On-Site Laundry
292 Spruce Pine Rd - Photo 1 of 1

1d ago

Our team has verified this company

Verified

292 Spruce Pine Rd, Ocoee, FL 34761

Luxury | Balcony | Swimming pool

4 beds

2.5 baths

$3,350

$3,200

Price drop

House for rent

Available Apr 15

Top amenities
On-Site Laundry
On-Site Management
Swimming Pool
8147 Wellsmere Cir - Photo 1 of 1

1d ago

Our team has verified this company

Verified

8147 Wellsmere Cir Orlando, FL 32835

8147 Wellsmere Cir, Orlando, FL 32835

Luxury | Swimming pool | Outdoor space

4 beds

2 baths

$2,630

House for rent

Available Feb 25

611 Palomas Ave - Photo 1 of 1

2d ago

Our team has verified this company

Verified

611 Palomas Ave Ocoee, FL 34761

611 Palomas Ave, Ocoee, FL 34761

Luxury | Outdoor space | Garage parking

4 beds

2 baths

$2,660

House for rent

Available Mar 23

7314 Brightland St - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

3BR/2.5BA

7314 Brightland St, Windermere, FL 34786

Luxury | Dishwasher | Microwave

3 beds

2.5 baths

$2,450

House for rent

11530 Vicolo Loop - Photo 1 of 1

3d ago

Our team has verified this company

Verified

11530 Vicolo Loop Windermere, FL 34786

11530 Vicolo Loop, Windermere, FL 34786

Luxury | Garage parking | Fireplace

4 beds

3 baths

$3,449

House for rent

Available Jan 14

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

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Discover luxury Windermere, FL houses for rent

🌇Available luxury house rentals25 houses
⭐Popular amenities, ,
🍽With dishwasher
❄️With air conditioning
🍃With outdoor space
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