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Luxury Houses for Rent in Winter Garden, FL

37 rentals

7567 Green Mountain Way - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

7567 Green Mountain Way, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

5 beds

4.5 baths

$9,500

House for rent

Top amenities
Ceiling Fan
Garage Parking
High Ceilings
In-Unit Laundry
Swimming Pool
9240 Woodcrane Dr - Photo 1 of 1

1h ago

Luxury house for rent in Winter Garden

Luxury | In-unit laundry | Outdoor space

5 beds

4 baths

$5,499

House for rent

Top amenities
Air Conditioning
Ceiling Fan
Central Heat
Garage Parking
In-Unit Laundry
Microwave
15618 Porter Rd - Photo 1 of 1

7h ago

Luxury house for rent in Winter Garden

Charming 3-Bedroom Home for Lease in Sought-After Winter Garden Location!

15618 Porter Rd, Winter Garden, FL 34787

Luxury | Swimming pool | Fitness center

3 beds

2 baths

$2,950

House for rent

Available May 1

Top amenities
Dishwasher
Fitness Center
In-Unit Laundry
Microwave
On-Site Laundry
Swimming Pool
13031 Tollcross Way #1 - Photo 1 of 1
New construction

3d ago

Luxury house for rent in Winter Garden

13031 Tollcross Way - 1

13031 Tollcross Way #1, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

3 beds

3 baths

$3,100

House for rent

Available May 1

Top amenities
Central Heat
In-Unit Laundry
Microwave
On-Site Laundry
Residents Lounge
Swimming Pool
9404 Bolshoi Aly - Photo 1 of 1

4d ago

Luxury townhouse for rent in Winter Garden

9404 Bolshoi Aly, Winter Garden, FL 34787

Luxury | Swimming pool | Outdoor space

3 beds

3 baths

$2,900

House for rent

Available Mar 7

Top amenities
On-Site Management
Swimming Pool
4245 Mistwood St #NA - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

3 Bedroom 2.5 Bathroom Home In Winter Garden/Hamlin Area

4245 Mistwood St #NA, Winter Garden, FL 34787

Luxury | Swimming pool | In-unit laundry

3 beds

2.5 baths

$3,100

House for rent

Available Mar 23

Top amenities
Air Conditioning
Assigned Parking
Dishwasher
Garage Parking
In-Unit Laundry
On-Site Laundry

Nearby rental good for eco-living

Nearby rental good for pet owners

$2,950

15618 Porter Rd

150 Temple Grove Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

150 Temple Grove Dr, Winter Garden, FL 34787

Luxury | In-unit laundry | Outdoor space

3 beds

2 baths

$2,900

House for rent

Top amenities
Ceiling Fan
Fireplace
In-Unit Laundry
Storage
15784 Sweet Limetta Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

15784 Sweet Limetta Dr, Winter Garden, FL 34787

Luxury | Walk-in closets | In-unit laundry

5 beds

4.5 baths

$5,000

House for rent

Top amenities
Carpet
Garage Parking
In-Unit Laundry
On-Site Laundry
Storage
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9537 Waterway Passage Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

A Rated Schools, Horizon West Area

9537 Waterway Passage Dr, Winter Garden, FL 34787

Luxury | Swimming pool | Fitness center

3 beds

3 baths

$3,195

House for rent

Available Mar 14

Top amenities
Air Conditioning
Fitness Center
In-Unit Laundry
On-Site Laundry
Swimming Pool
Wheelchair Accessible
15372 Gilligan Ct - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

15372 Gilligan Ct, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

4 beds

3.5 baths

$6,000

House for rent

Top amenities
Carpet
Dishwasher
Garage Parking
In-Unit Laundry
Advertisement

Find sweet deals in Winter Garden

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

$2,420

457 Regal Downs Cir

$2,155

16213 Wilkinson Dr

$2,270

326 Daniels Pointe Dr

$2,895

6225 Sunny Time Avenue

5945 Glory Bower Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

5945 Glory Bower Dr, Winter Garden, FL 34787

Luxury | In-unit laundry | On-site management

3 beds

2.5 baths

$2,999

House for rent

Available Mar 16

Top amenities
In-Unit Laundry
On-Site Management
16662 Wingspread Loop - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

16662 Wingspread Loop, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

3 beds

2.5 baths

$3,200

House for rent

Top amenities
Carpet
Ceiling Fan
Garage Parking
In-Unit Laundry
Swimming Pool
16887 Wingspread Loop - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

16887 Wingspread Loop, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

6 beds

4 baths

$7,500

House for rent

Top amenities
Garage Parking
High Ceilings
In-Unit Laundry
391 Floral Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

391 Floral Dr, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$3,500

House for rent

Top amenities
Air Conditioning
Ceiling Fan
Concierge Service
Dishwasher
In-Unit Laundry
Package Service
15113 White Wagtail Ln - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

15113 White Wagtail Ln, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$2,975

House for rent

Top amenities
Garage Parking
Hardwood Floor
High Ceilings
In-Unit Laundry
On-Site Laundry
Swimming Pool
1021 Temple Grove Pl - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

1021 Temple Grove Pl, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

4 beds

4.5 baths

$8,500

House for rent

Top amenities
Dishwasher
Fireplace
Furnished
Garage Parking
Hardwood Floor
In-Unit Laundry
17552 Lake Star Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

17552 Lake Star Rd, Winter Garden, FL 34787

Luxury | In-unit laundry | Outdoor space

4 beds

3.5 baths

$4,500

House for rent

Top amenities
Carpet
Garage Parking
In-Unit Laundry
15532 Sweet Orange Ave #1 - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

15532 Sweet Orange Avenue - 1

15532 Sweet Orange Ave #1, Winter Garden, FL 34787

Luxury | In-unit laundry | Ceiling fan

3 beds

2.5 baths

$3,950

House for rent

Available Mar 1

Top amenities
Ceiling Fan
In-Unit Laundry
Advertisement
11425 Pixie Mandarin Ct - Photo 1 of 1
New construction

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

11425 Pixie Mandarin Ct, Winter Garden, FL 34787

Luxury | Swimming pool | In-unit laundry

3 beds

2 baths

$3,100

House for rent

Top amenities
In-Unit Laundry
17850 Hither Hills Cir - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

17850 Hither Hills Cir, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

5 beds

5 baths

$4,950

House for rent

Top amenities
Carpet
Garage Parking
In-Unit Laundry
Swimming Pool
9014 Sonoma Coast Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

9014 Sonoma Coast Dr, Winter Garden, FL 34787

Luxury | Walk-in closets | Fitness center

4 beds

4.5 baths

$4,200

House for rent

Top amenities
Carpet
Dishwasher
Garage Parking
In-Unit Laundry
On-Site Laundry
1519 Priory Cir - Photo 1 of 1

5d+ ago

Luxury Stoneybrook West townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

1519 Priory Cir, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

3 beds

2.5 baths

$2,950

House for rent

Top amenities
Dishwasher
Garage Parking
In-Unit Laundry
On-Site Laundry
1220 Priory Cir - Photo 1 of 1

5d+ ago

Luxury Stoneybrook West townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

1220 Priory Cir, Winter Garden, FL 34787

Luxury | Walk-in closets | In-unit laundry

3 beds

2.5 baths

$2,995

House for rent

Top amenities
Dishwasher
Garage Parking
In-Unit Laundry
Storage
13344 Harbor Shore Ln - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

13344 Harbor Shore Ln, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

2 beds

2.5 baths

$2,250

House for rent

Top amenities
Ceiling Fan
Garage Parking
Hardwood Floor
In-Unit Laundry
On-Site Laundry
Residents Lounge
5229 Citrus Leaf Blvd - Photo 1 of 1
New construction

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

5229 Citrus Leaf Blvd, Winter Garden, FL 34787

Luxury | Walk-in closets | In-unit laundry

4 beds

3.5 baths

$5,600

House for rent

Top amenities
Garage Parking
In-Unit Laundry
On-Site Laundry
Storage
17834 Adrift Rd - Photo 1 of 1
New construction

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

17834 Adrift Rd, Winter Garden, FL 34787

Luxury | Walk-in closets | In-unit laundry

4 beds

3.5 baths

$4,500

House for rent

Top amenities
Carpet
Dishwasher
In-Unit Laundry
Storage
Advertisement
7556 John Hancock Dr - Photo 1 of 1
New construction

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

7556 John Hancock Dr, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

5 beds

6.5 baths

$18,000

House for rent

Top amenities
Furnished
Garage Parking
High Ceilings
In-Unit Laundry
Residents Lounge
7054 7054 BROOMSHEDGE TRAIL TRAIL - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

7054 7054 BROOMSHEDGE TRAIL TRAIL, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

2 beds

2.5 baths

$2,280

House for rent

Top amenities
Dishwasher
Garage Parking
High Ceilings
In-Unit Laundry
Swimming Pool
14931 Lebeau Loop - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

14931 Lebeau Loop, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

4 beds

3.5 baths

$5,400

House for rent

Top amenities
Fitness Center
Garage Parking
In-Unit Laundry
Storage
Swimming Pool
12615 Clear Sapphire Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

3/2

12615 Clear Sapphire Dr, Winter Garden, FL 34787

Luxury | Air conditioning

3 beds

2 baths

$3,200

House for rent

17582 Lake Star Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

17582 Lake Star Rd, Winter Garden, FL 34787

Luxury | In-unit laundry | Outdoor space

4 beds

3.5 baths

$4,100

House for rent

Top amenities
In-Unit Laundry
16324 Silver Grove Blvd #1 - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

16324 Silver Grove Boulevard - 1

16324 Silver Grove Blvd #1, Winter Garden, FL 34787

Luxury | Swimming pool | Outdoor space

5 beds

4.5 baths

$5,500

House for rent

Available Jan 1

16771 Turtle Hatch Dr #D - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

16771 Turtle Hatch Dr #D, Winter Garden, FL 34787

Luxury | Walk-in closets | In-unit laundry

4 beds

3.5 baths

$4,500

House for rent

Top amenities
Ceiling Fan
Garage Parking
In-Unit Laundry
11834 Shine View Ln - Photo 1 of 1
New construction

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

11834 Shine View Ln, Winter Garden, FL 34787

Luxury | Walk-in closets | In-unit laundry

3 beds

2.5 baths

$3,300

House for rent

Top amenities
Garage Parking
In-Unit Laundry
On-Site Laundry
Advertisement
12172 Plumpton Dr - Photo 1 of 1
New construction

5d+ ago

Luxury townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

12172 Plumpton Dr, Winter Garden, FL 34787

Luxury | Walk-in closets | In-unit laundry

3 beds

2.5 baths

$2,900

House for rent

Top amenities
Garage Parking
High Ceilings
In-Unit Laundry
14676 Seton Creek Boulevard - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

14676 Seton Creek Boulevard, Winter Garden, FL 34787

Luxury | Swimming pool | In-unit laundry

3 beds

2.5 baths

$3,000

House for rent

Top amenities
In-Unit Laundry
On-Site Laundry
14791 Crimson Bluff Aly - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

14791 Crimson Bluff Aly, Winter Garden, FL 34787

Luxury | Swimming pool | Outdoor space

3 beds

2.5 baths

$2,900

House for rent

Showing 1 - 37 of 37 results
Home > House Rentals in Winter Garden > Winter Garden Luxury Houses For Rent
Updated: March 27, 2026

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Pet friendly houses in Winter Garden, FL28 rentals

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Discover luxury Winter Garden, FL houses for rent

🌇Available luxury house rentals37 houses
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