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Luxury Apartments for Rent in Winter Garden, FL

41 rentals

1546 Broken Oak Dr #201 - Photo 1 of 1

5d+ ago

Luxury Tucker Oaks condo for rent in Winter Garden

Condominium - WINTER GARDEN, FL

1546 Broken Oak Dr #201, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

2 beds

2 baths

$1,950

Condo for rent

Top amenities
Carpet
Ceiling Fan
In-Unit Laundry
2628 Balforn Tower Way - Photo 1 of 1

5d+ ago

Luxury Stoneybrook West house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

2628 Balforn Tower Way, Winter Garden, FL 34787

Luxury | Swimming pool | Fitness center

3 beds

2 baths

$2,900

House for rent

Top amenities
Dishwasher
Garage Parking
In-Unit Laundry
9849 Lost Creek Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

9849 Lost Creek Dr, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

5 beds

3 baths

$5,500

House for rent

Top amenities
Dishwasher
In-Unit Laundry
Swimming Pool
5204 Citrus Leaf Blvd - Photo 1 of 1
New construction

5d+ ago

Luxury house for rent in Winter Garden

5204 Citrus Leaf Blvd, Winter Garden, FL 34787

Luxury | Walk-in closets | In-unit laundry

5 beds

4 baths

$5,000

$4,800

Price drop

House for rent

Top amenities
Dishwasher
In-Unit Laundry
8186 Topsail Pl - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

8186 Topsail Pl, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

5 beds

4 baths

$5,100

House for rent

Top amenities
Carpet
Dishwasher
Fitness Center
Garage Parking
In-Unit Laundry
On-Site Laundry
14037 Pecan Orchard Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

14037 Pecan Orchard Dr, Winter Garden, FL 34787

Luxury | Walk-in closets | In-unit laundry

5 beds

4 baths

$4,800

House for rent

Top amenities
Carpet
Dishwasher
Garage Parking
In-Unit Laundry
On-Site Laundry

Nearby rental good for eco-living

Nearby rental good for pet owners

Nearby rental good for social life

14423 Hampshire Bay Cir - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

14423 Hampshire Bay Cir, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

4 beds

3 baths

$5,500

House for rent

Top amenities
Ceiling Fan
Dishwasher
Furnished
Garage Parking
High Ceilings
In-Unit Laundry
760 Walkers Grove Ln - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

760 Walkers Grove Ln, Winter Garden, FL 34787

Luxury | Walk-in closets | In-unit laundry

3 beds

2 baths

$3,000

House for rent

Top amenities
Garage Parking
In-Unit Laundry
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5957 Glory Bower Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

5957 Glory Bower Dr, Winter Garden, FL 34787

Luxury | Swimming pool | In-unit laundry

3 beds

2 baths

$3,200

House for rent

Top amenities
Garage Parking
In-Unit Laundry
On-Site Laundry
Swimming Pool
1369 Broken Oak Dr #46A - Photo 1 of 1

5d+ ago

Luxury Tucker Oaks townhouse for rent in Winter Garden

1369 Broken Oak Dr #46A, Winter Garden, FL 34787

Luxury

2 beds

2 baths

$1,950

House for rent

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Find sweet deals in Winter Garden

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

$1,590

1301 1301 Eastern Pecan Place-207 #207

$2,139–$2,570

11353 Citra Cir

$1,925–$2,369

2415 Treasure Landing Pkwy

$1,460–$2,482

100 Maguire Park St

9378 Bradleigh Dr - Photo 1 of 1
New construction

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

9378 Bradleigh Dr, Winter Garden, FL 34787

Luxury | Balcony | Walk-in closets

4 beds

3 baths

$4,950

House for rent

Top amenities
Carpet
Dishwasher
Hardwood Floor
High Ceilings
In-Unit Laundry
Swimming Pool
16555 Wingspread Loop - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

16555 Wingspread Loop, Winter Garden, FL 34787

Luxury | Swimming pool | Fitness center

4 beds

3 baths

$4,400

House for rent

Top amenities
Carpet
Dishwasher
High Ceilings
In-Unit Laundry
Swimming Pool
694 Brooks Field Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

694 Brooks Field Dr, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

6 beds

4 baths

$6,500

House for rent

Top amenities
Carpet
Dishwasher
High Ceilings
In-Unit Laundry
1315 Eastern Pecan Pl #1 - Photo 1 of 1

5d+ ago

Luxury condo for rent in Winter Garden

1315 EASTERN PECAN CIR #107 - 1

1315 Eastern Pecan Pl #1, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

1 bed

1 bath

$1,600

Condo for rent

Available Aug 28

Top amenities
Swimming Pool
4624 Prairie Creek St - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

4624 Prairie Creek St, Winter Garden, FL 34787

Luxury | Swimming pool | Fitness center

3 beds

2 baths

$3,300

$3,100

Price drop

House for rent

Top amenities
Dishwasher
Fitness Center
In-Unit Laundry
11015 Hollow Bay Dr - Photo 1 of 1
New construction

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

11015 Hollow Bay Dr, Winter Garden, FL 34787

Luxury | Walk-in closets | In-unit laundry

4 beds

3 baths

$4,800

House for rent

Top amenities
Dishwasher
Garage Parking
In-Unit Laundry
6364 Tabebuia Pkwy - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Winter Garden

Townhouse - Winter Garden, FL

6364 Tabebuia Pkwy, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$2,900

House for rent

Top amenities
Garage Parking
In-Unit Laundry
Swimming Pool
5885 Chestnut Chase Rd - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Winter Garden

5885 Chestnut Chase Rd, Winter Garden, FL 34787

Luxury | Swimming pool | Fitness center

2 beds

2 baths

$2,500

House for rent

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1301 1301 Eastern Pecan Place-207 #207 - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Winter Garden

1301 1301 Eastern Pecan Place-207 #207, Winter Garden, FL 34787

Luxury | Swimming pool | In-unit laundry

1 bed

1 bath

$1,590

House for rent

Top amenities
In-Unit Laundry
Microwave
Swimming Pool
9225 Holliston Creek Pl - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

9225 Holliston Creek Pl, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

5 beds

4 baths

$5,000

House for rent

Top amenities
Air Conditioning
Carpet
Dishwasher
Garage Parking
Storage
Swimming Pool
14005 Peach Orchard Way - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

14005 Peach Orchard Way, Winter Garden, FL 34787

Luxury | Swimming pool | In-unit laundry

5 beds

3 baths

$4,800

House for rent

Top amenities
In-Unit Laundry
16689 Broadwater Ave - Photo 1 of 1
3D tour

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

16689 Broadwater Ave, Winter Garden, FL 34787

Luxury | Walk-in closets | In-unit laundry

7 beds

6 baths

$9,980

House for rent

Top amenities
Dishwasher
Garage Parking
High Ceilings
In-Unit Laundry
16944 Hamlin Oasis Loop - Photo 1 of 1
New construction

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

16944 Hamlin Oasis Loop, Winter Garden, FL 34787

Luxury | Walk-in closets | In-unit laundry

3 beds

2 baths

$3,100

House for rent

Top amenities
Garage Parking
In-Unit Laundry
17061 Seville Orange Rd - Photo 1 of 1
New construction

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

17061 Seville Orange Rd, Winter Garden, FL 34787

Luxury | Swimming pool | In-unit laundry

3 beds

2 baths

$3,100

House for rent

Top amenities
Dishwasher
In-Unit Laundry
6197 Elfin Herb Way - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Garden

6197 Elfin Herb Way, Winter Garden, FL 34787

Luxury | Swimming pool | Fitness center

3 beds

2 baths

$3,200

Apartment for rent

Top amenities
Air Conditioning
Ceiling Fan
Central Heat
Fitness Center
In-Unit Laundry
Microwave
12462 Westfield Lakes Cir - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

12462 Westfield Lakes Cir, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

4 beds

3 baths

$4,100

House for rent

Top amenities
Ceiling Fan
Garage Parking
Hardwood Floor
High Ceilings
In-Unit Laundry
Swimming Pool
Advertisement
5954 Cypress Hill Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

5954 Cypress Hill Rd, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

4 beds

3 baths

$4,300

House for rent

Top amenities
Carpet
Ceiling Fan
Dishwasher
In-Unit Laundry
Storage
Swimming Pool
17582 Lake Star Rd - Photo 1 of 1
New construction

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 | Garage parking

4 beds

3 baths

$4,850

House for rent

Top amenities
In-Unit Laundry
12500 Encore At Ovation Way - Photo 1 of 1
New construction

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

12500 Encore At Ovation Way, Winter Garden, FL 34787

Luxury | In-unit laundry | Garage parking

3 beds

2 baths

$3,200

House for rent

Top amenities
High Ceilings
In-Unit Laundry
12832 Lavender Bloom Aly - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

12832 Lavender Bloom Aly, Winter Garden, FL 34787

Luxury | Dishwasher

3 beds

2 baths

$3,250

House for rent

11051 Bostwick Aly - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

11051 Bostwick Aly, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$3,000

House for rent

Top amenities
Dishwasher
Furnished
In-Unit Laundry
Swimming Pool
7984 Wood Sage Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

7984 Wood Sage Dr, Winter Garden, FL 34787

Luxury | Swimming pool | Fitness center

3 beds

2 baths

$3,100

House for rent

Top amenities
Fitness Center
Hardwood Floor
In-Unit Laundry
16090 Malay Ginger Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

16090 Malay Ginger Dr, Winter Garden, FL 34787

Luxury | Walk-in closets | Fitness center

4 beds

3 baths

$4,250

House for rent

Top amenities
Ceiling Fan
Dishwasher
Garage Parking
In-Unit Laundry
Storage
17882 Adrift Rd - Photo 1 of 1
New construction

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

17882 Adrift Rd, Winter Garden, FL 34787

Luxury | Swimming pool | Fitness center

4 beds

3 baths

$3,999

House for rent

Top amenities
Dishwasher
Fitness Center
In-Unit Laundry
Swimming Pool
Advertisement
7514 John Hancock Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

7514 John Hancock Dr, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

5 beds

5 baths

$11,000

House for rent

Top amenities
Dishwasher
Fitness Center
Garage Parking
In-Unit Laundry
10472 Petrillo Way - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

10472 Petrillo Way, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

5 beds

6 baths

$6,500

House for rent

Top amenities
Carpet
Ceiling Fan
Garage Parking
Hardwood Floor
High Ceilings
In-Unit Laundry
1350 Winter Green Way - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

1350 Winter Green Way, Winter Garden, FL 34787

Luxury | In-unit laundry | Ceiling fan

2 beds

1 bath

$2,000

House for rent

Top amenities
In-Unit Laundry
17552 Lake Star Rd - Photo 1 of 1
New construction

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 | Garage parking

4 beds

3 baths

$5,000

House for rent

Top amenities
Carpet
Garage Parking
In-Unit Laundry
7519 Mandarin Grove Way - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

7519 Mandarin Grove Way, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

5 beds

4 baths

$5,130

House for rent

Top amenities
Ceiling Fan
Garage Parking
In-Unit Laundry
Microwave
On-Site Laundry
14676 Seton Creek Blvd - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

14676 Seton Creek Blvd, Winter Garden, FL 34787

Luxury | Swimming pool | In-unit laundry

3 beds

2 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 | Garage parking

3 beds

2 baths

$2,900

House for rent

Showing 1 - 41 of 41 results
Home > Apartments in Winter Garden > Winter Garden Luxury Apartments For Rent
Updated: September 23, 2025

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Looking for luxury apartments in Winter Garden, FL near you?

🔑Available apartment rentals41
đź’°Best rent deal1301 1301 Eastern Pecan Place-207 #207
✨Popular amenities, ,
🧦In-unit laundry
🏠With photos

For more in depth rent prices, check out our Winter Garden, FL rent data, which covers average and median rents in Winter Garden, FL.

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