Skip to navigationSkip to main contentSkip to footer
Zumper

Luxury Houses for Rent in Windermere, FL

25 rentals available

9701 Lake Isleworth Ct - Photo 1 of 1

3d ago

Luxury house for rent in Windermere

SINGLE_FAMILY - WINDERMERE, FL

9701 Lake Isleworth Ct, Windermere, FL 34786

Luxury | Walk-in closets | In-unit laundry

4 beds

3 baths

$11,500

House for rent

Top amenities
Dishwasher
Garage Parking
In-Unit Laundry
Storage
8794 Crescendo Ave - Photo 1 of 1

5d+ ago

Luxury house for rent in Windermere

SINGLE_FAMILY - WINDERMERE, FL

8794 Crescendo Ave, Windermere, FL 34786

Luxury | Walk-in closets | Swimming pool

4 beds

3 baths

$4,900

House for rent

Top amenities
Garage Parking
High Ceilings
In-Unit Laundry
On-Site Laundry
Storage
Swimming Pool
8414 Vivaro Isle Way - Photo 1 of 1

5d+ ago

Luxury house for rent in Windermere

SINGLE_FAMILY - WINDERMERE, FL

8414 Vivaro Isle Way, Windermere, FL 34786

Luxury | Walk-in closets | Swimming pool

5 beds

4 baths

$5,750

House for rent

Top amenities
Dishwasher
Fitness Center
Swimming Pool
8524 Danforth Dr - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Windermere

TOWNHOME - WINDERMERE, FL

8524 Danforth Dr, Windermere, FL 34786

Luxury | Walk-in closets | Swimming pool

2 beds

2.5 baths

$2,350

House for rent

Top amenities
Carpet
Dishwasher
Garage Parking
High Ceilings
In-Unit Laundry
Swimming Pool
6119 Payne Stewart Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Windermere

SINGLE_FAMILY - WINDERMERE, FL

6119 Payne Stewart Dr, Windermere, FL 34786

Luxury | Walk-in closets | In-unit laundry

3 beds

3.5 baths

$15,000

House for rent

Top amenities
Ceiling Fan
Fireplace
In-Unit Laundry
4481 Begonia Ct - Photo 1 of 1

5d+ ago

Luxury house for rent in Windermere

Begonia

4481 Begonia Ct, Windermere, FL 34786

Luxury | Walk-in closets | Swimming pool

5 beds

4 baths

$5,490

House for rent

Top amenities
In-Unit Laundry
On-Site Laundry
Swimming Pool

Nearby rental good for eco-living

$2,495

Winter Garden

Nearby rental good for pet owners

$1,955

Robinswood

11820 Waterstone Loop Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Windermere

SINGLE_FAMILY - WINDERMERE, FL

11820 Waterstone Loop Dr, Windermere, FL 34786

Luxury | Walk-in closets | Swimming pool

4 beds

3 baths

$6,990

House for rent

Top amenities
Ceiling Fan
Dishwasher
Garage Parking
In-Unit Laundry
Storage
Swimming Pool
5007 River Gem Ave - Photo 1 of 1

5d+ ago

Luxury house for rent in Windermere

5007 River Gem Ave, Windermere, FL 34786

Luxury | Swimming pool | Fitness center

3 beds

2 baths

$3,200

House for rent

Available Aug 1

Top amenities
Carpet
Concierge Service
Dishwasher
Fitness Center
Garage Parking
On-Site Laundry
The best of Zumper, delivered

Be the first to hear about new listings matching your search.

Email
By clicking submit, I accept Zumper's Terms and Conditions, Privacy Policy, and Community Values.

5d+ ago

Luxury house for rent in Windermere

7912 Ficquette Rd #1, Windermere, FL 34786

Luxury

2 beds

1 bath

$2,800

House for rent

Available Jul 18

5d+ ago

Luxury house for rent in Windermere

SINGLE_FAMILY - WINDERMERE, FL

11406 Waterstone Loop Dr, Windermere, FL 34786

Luxury | Walk-in closets | Carpet

5 beds

6 baths

$9,500

House for rent

Top amenities
Hardwood Floor
Advertisement

Find sweet deals near Windermere

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

$3,990

Windermere

$2,700

Windermere

$3,500

Bay Hill

$2,600

Sand Lake Hills

6320 Morning Mist Ln - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

6320 Morning Mist Ln Orlando, FL 32819

6320 Morning Mist Ln, Doctor Phillips, FL 32819

Luxury | Walk-in closets | Outdoor space

4 beds

2 baths

$3,130

$2,999

Price drop

House for rent

Available Jun 25

7280 Westpointe Blvd - Photo 1 of 1

5d+ ago

Luxury Metro West house for rent in Orlando

Luxury | Swimming pool | Fitness center

2 beds

2 baths

$1,800

House for rent

Top amenities
Microwave
2600 Crescent Lake Ct - Photo 1 of 1

5d+ ago

Luxury house for rent in Windermere

2600 Crescent Lake Ct, Windermere, FL 34786

Luxury | Swimming pool | Outdoor space

5 beds

3.5 baths

$3,990

House for rent

Top amenities
Dishwasher
Garage Parking
8497 Island Palm Cir - Photo 1 of 1

5d+ ago

Luxury house for rent in Orlando

8497 Island Palm Cir, Orlando, FL 32835

Luxury | Swimming pool | Outdoor space

4 beds

2.5 baths

$2,999

House for rent

Available Aug 1

Top amenities
On-Site Management
7330 Westpointe Blvd #431 - Photo 1 of 1

5d+ ago

Luxury Metro West house for rent in Orlando

House for rent

3013 Barrymore Ct - Photo 1 of 1

5d+ ago

Luxury Metro West house for rent in Orlando

SINGLE_FAMILY - ORLANDO, FL

3013 Barrymore Ct, Orlando, FL 32835

Luxury | Swimming pool | In-unit laundry

3 beds

2 baths

$3,000

House for rent

Top amenities
Ceiling Fan
In-Unit Laundry
Swimming Pool

5d+ ago

Luxury house for rent in Orlando

SINGLE_FAMILY - ORLANDO, FL

5554 Palm Lake Cir, Orlando, FL 32819

Luxury | Balcony | Walk-in closets

6 beds

3.5 baths

$5,900

House for rent

Top amenities
Ceiling Fan
Dishwasher
High Ceilings
In-Unit Laundry
Swimming Pool
8413 Shady Glen Dr - Photo 1 of 1

5d+ ago

Luxury Sand Lake Hills house for rent in Doctor Phillips

SINGLE_FAMILY - ORLANDO, FL

8413 Shady Glen Dr, Doctor Phillips, FL 32819

Luxury | Swimming pool | In-unit laundry

3 beds

2.5 baths

$3,300

$2,900

Price drop

House for rent

Top amenities
In-Unit Laundry
Swimming Pool
Advertisement
1363 Glenwick Dr - Photo 1 of 1

5d+ ago

Luxury Reserve At Belmere house for rent in Lake Butler

SINGLE_FAMILY - WINDERMERE, FL

1363 Glenwick Dr, Lake Butler, FL 34786

Luxury | Swimming pool | Fitness center

3 beds

2 baths

$4,000

House for rent

Top amenities
Carpet
Ceiling Fan
Controlled Access
Garage Parking
High Ceilings
In-Unit Laundry
8242 Sandberry Blvd - Photo 1 of 1

5d+ ago

Luxury Sand Lake Hills house for rent in Doctor Phillips

SINGLE_FAMILY - ORLANDO, FL

8242 Sandberry Blvd, Doctor Phillips, FL 32819

Luxury | In-unit laundry | Outdoor space

3 beds

2 baths

$3,200

$2,900

Price drop

House for rent

Top amenities
In-Unit Laundry
9142 Sabal Palm Cir - Photo 1 of 1

1d ago

Luxury house for rent in Windermere

SINGLE_FAMILY - WINDERMERE, FL

9142 Sabal Palm Cir, Windermere, FL 34786

Luxury | Swimming pool | In-unit laundry

3 beds

2 baths

$2,850

$2,700

Price drop

House for rent

Top amenities
In-Unit Laundry
Swimming Pool
3865 Winding Lake Cir - Photo 1 of 1

5d+ ago

Luxury house for rent in Orlando

SINGLE_FAMILY - ORLANDO, FL

3865 Winding Lake Cir, Orlando, FL 32835

Luxury | Walk-in closets | Swimming pool

4 beds

4 baths

$5,200

House for rent

Top amenities
Dishwasher
High Ceilings
In-Unit Laundry
Storage
Swimming Pool
1125 Lascala Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Windermere

SINGLE_FAMILY - WINDERMERE, FL

1125 Lascala Dr, Windermere, FL 34786

Luxury | Walk-in closets | Swimming pool

5 beds

4.5 baths

$3,500

House for rent

Top amenities
Air Conditioning
Carpet
Ceiling Fan
Dishwasher
In-Unit Laundry
Swimming Pool
806 Lost Grove Cir #1 - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

806 Lost Grove Circle (GROVE PARK AT STONE CREST) - 1

806 Lost Grove Cir #1, Winter Garden, FL 34787

Luxury

5 beds

3 baths

$3,695

$3,595

Price drop

House for rent

Available Jul 20

7270 Westpointe Blvd - Photo 1 of 1

5d+ ago

Luxury Metro West house for rent in Orlando

Luxury | Swimming pool | Fitness center

3 beds

2 baths

$2,000

House for rent

Top amenities
Fitness Center
In-Unit Laundry
Microwave
Residents Lounge
Swimming Pool
Showing 1 - 25 of 25 results
Home > House Rentals in Windermere > Windermere Luxury Houses For Rent
Updated: August 5, 2026

Are you a rental professional?

Try our tenant screening, or post rental listings to Zumper, Craigslist Windermere, and more.

Pet friendly houses in Windermere, FL8 rentals

8 rentals

Atlanta ApartmentsAustin ApartmentsBaltimore ApartmentsBoston ApartmentsCharlotte ApartmentsChicago ApartmentsDallas ApartmentsDenver ApartmentsDetroit ApartmentsHouston ApartmentsLas Vegas ApartmentsLos Angeles ApartmentsMiami ApartmentsMinneapolis ApartmentsNew York ApartmentsPhiladelphia ApartmentsPhoenix ApartmentsPittsburgh ApartmentsPortland ApartmentsSan Antonio ApartmentsSan Diego ApartmentsSan Francisco ApartmentsSeattle ApartmentsTampa ApartmentsWashington DC Apartments

Discover luxury Windermere, FL houses for rent

🌇Available luxury house rentals25 houses
⭐Popular amenities, ,
🍽With dishwasher
❄️With air conditioning
🚗With garage parking
🍃With outdoor space
🏠With photos