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Luxury Apartments for Rent in Winter Garden, FL

40 rentals

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
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
1301 Eastern Pecan Pl - Photo 1 of 1

5d+ ago

Luxury condo for rent in Winter Garden

1301 Eastern Pecan Pl, Winter Garden, FL 34787

Luxury | Swimming pool | Fitness center

1 bed

1 bath

$1,650

Condo for rent

Top amenities
Dishwasher
In-Unit Laundry
Swimming Pool
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

Nearby rental good for eco-living

$4,068

420 E Cypress St

Nearby rental good for pet owners

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
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1300 Eastern Pecan Pl #1 - Photo 1 of 1

5d+ ago

Luxury condo for rent in Winter Garden

1300 Eastern Pecan #107 LO - 1

1300 Eastern Pecan Pl #1, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

2 beds

2 baths

$2,100

Condo for rent

Available Mar 1

Top amenities
Air Conditioning
Central Heat
Fitness Center
In-Unit Laundry
Residents Lounge
Swimming Pool
304 Southern Pecan Cir - Photo 1 of 1

5d+ ago

Luxury condo for rent in Winter Garden

304 Southern Pecan Circle #205 - -

304 Southern Pecan Cir, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

2 beds

2 baths

$1,990

Condo for rent

Available Apr 1

Top amenities
Dishwasher
Fitness Center
In-Unit Laundry
Microwave
On-Site Management
Swimming Pool
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Find sweet deals in Winter Garden

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

$1,539–$7,673

10091 Tuller Loop

$1,500

8907 Frodsham Way #B

$1,400

5996 Shavasana Rd #B

$1,785–$2,643

11353 Citra Cir

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 | Garage parking

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
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
15517 Bay Bridge St - Photo 1 of 1
New construction

5d+ ago

Luxury townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

15517 Bay Bridge St, Winter Garden, FL 34787

Luxury | Walk-in closets | In-unit laundry

3 beds

2.5 baths

$2,900

House for rent

Top amenities
Carpet
Garage Parking
High Ceilings
In-Unit Laundry
Storage
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
Advertisement
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
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
430 Southern Pecan Cir #101 - Photo 1 of 1

5d+ ago

Luxury condo for rent in Winter Garden

430 Southern Pecan Cir #101, Winter Garden, FL 34787

Luxury | Swimming pool | Fitness center

2 beds

2 baths

$2,100

Condo for rent

Top amenities
Fitness Center
In-Unit Laundry
Swimming Pool
118 Southern Pecan Cir - Photo 1 of 1

5d+ ago

Luxury condo for rent in Winter Garden

1 BR, 1 BA in Southern Pines Condominiums

118 Southern Pecan Cir, Winter Garden, FL 34787

Luxury

1 bed

1 bath

$1,650

Condo for rent

Available Aug 3

15532 Sweet Orange Ave #15532 - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Garden

3 BR, 3 BA in Horizon West-Village F

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

Luxury | In-unit laundry | Furnished

3 beds

3 baths

$3,950

Apartment for rent

Available Mar 1

Top amenities
In-Unit Laundry
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
Advertisement
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 | Garage parking

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
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

3.5 baths

$4,000

House for rent

Top amenities
Garage Parking
In-Unit Laundry
14340 Braemar St #14340 - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Garden

3 BR, 3 BA in Horizon West

14340 Braemar St #14340, Winter Garden, FL 34787

Luxury | Walk-in closets | On-site laundry

3 beds

3 baths

$3,500

Apartment for rent

Available Jan 1

Top amenities
On-Site Laundry
11834 Shine View Ln #11834 - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Garden

3 BR, 3 BA in Winter Garden

11834 Shine View Ln #11834, Winter Garden, FL 34787

Luxury | Walk-in closets | On-site laundry

3 beds

3 baths

$3,300

Apartment for rent

Available Dec 1

Top amenities
On-Site Laundry
Advertisement
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
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
1524 Windermere Rd #A - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Garden

1524 Windermere Rd #A, Winter Garden, FL 34787

Luxury | In-unit laundry | Dishwasher

1 bed

1 bath

$2,700

Apartment for rent

Top amenities
In-Unit Laundry
1524 Windermere Rd #B - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Garden

1524 Windermere Rd #B, Winter Garden, FL 34787

Luxury | In-unit laundry | Dishwasher

1 bed

1 bath

$2,700

Apartment for rent

Top amenities
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 | Garage parking

3 beds

2.5 baths

$2,900

House for rent

Showing 1 - 40 of 40 results
Home > Apartments in Winter Garden > Winter Garden Luxury Apartments For Rent
Updated: March 25, 2026

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

🔑Available apartment rentals40
💰Best rent deal118 Southern Pecan Cir
✨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.

To know how much rent you can afford in Winter Garden, FL, use our rent affordability calculator.

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