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Luxury Apartments for Rent in Winter Garden, FL

41 rentals

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

1022 Huntspoint St - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

1022 Huntspoint St, Winter Garden, FL 34787

Luxury | Swimming pool | In-unit laundry

3 beds

2 baths

$4,800

House for rent

Top amenities
Ceiling Fan
Dishwasher
Garage Parking
In-Unit Laundry
On-Site Laundry
Swimming Pool
13931 Daniels Landing Cir #13931 - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Garden

2 BR, 3 BA in Daniels Landing

13931 Daniels Landing Cir #13931, Winter Garden, FL 34787

Luxury | Outdoor space

2 beds

3 baths

$2,000

Apartment for rent

Available Jan 22

16436 Silver Brook Way #16436 - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Garden

3 BR, 3 BA in Hamlin

16436 Silver Brook Way #16436, Winter Garden, FL 34787

Luxury | Walk-in closets | Air conditioning

3 beds

3 baths

$2,950

Apartment for rent

Available Jan 8

1182 Orange Season Ln #1182 - Photo 1 of 1

5d+ ago

Luxury condo for rent in Winter Garden

3 BR, 3 BA in Hickory Hammock

1182 Orange Season Ln #1182, Winter Garden, FL 34787

Luxury | Walk-in closets | In-unit laundry

3 beds

3 baths

$3,000

Condo for rent

Available Jan 26

Top amenities
Ceiling Fan
In-Unit Laundry
On-Site Laundry
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

Nearby rental good for eco-living

$3,765

420 E Cypress St

Nearby rental good for pet owners

4648 Prairie Creek St #4648 - Photo 1 of 1

5d+ ago

Luxury condo for rent in Winter Garden

3 BR, 4 BA in Horizon West

4648 Prairie Creek St #4648, Winter Garden, FL 34787

Luxury | Furnished | Carpet

3 beds

4 baths

$3,350

Condo for rent

Available Jan 8

15244 Groveside Rd #15244 - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Garden

3 BR, 3 BA in Hamlin

15244 Groveside Rd #15244, Winter Garden, FL 34787

Luxury | Outdoor space

3 beds

3 baths

$3,100

Apartment for rent

Available Jan 8

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13890 Title Way #13890 - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Winter Garden

3 BR, 3 BA in Hickory Hut

13890 Title Way #13890, Winter Garden, FL 34787

Luxury | Walk-in closets | Outdoor space

3 beds

3 baths

$2,950

House for rent

Available May 1

15523 Bay Bridge St - Photo 1 of 1
New construction

5d+ ago

Luxury townhouse for rent in Winter Garden

15523BBS

15523 Bay Bridge St, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$3,100

House for rent

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

$2,044

9223 Vintage Hills Way

$1,729–$2,099

9005 Solay Rd

$1,721–$2,884

10091 Tuller Loop

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 baths

$2,280

House for rent

Top amenities
Dishwasher
High Ceilings
In-Unit Laundry
Residents Lounge
Swimming Pool
1182 Orange Season Ln - Photo 1 of 1

5d+ ago

Luxury condo for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

1182 Orange Season Ln, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$3,000

Condo for rent

Top amenities
Carpet
Ceiling Fan
Fitness Center
Garage Parking
In-Unit Laundry
On-Site Laundry
9207 Gran Teatro Dr - Photo 1 of 1
New construction

5d+ ago

Luxury townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

9207 Gran Teatro Dr, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

3 beds

2 baths

$3,100

House for rent

Top amenities
Carpet
Dishwasher
Garage Parking
High Ceilings
In-Unit Laundry
On-Site Laundry
11163 Great Rock St - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

11163 Great Rock St, Winter Garden, FL 34787

Luxury | On-site management | Outdoor space

5 beds

3 baths

$5,350

$4,999

Price drop

House for rent

Available Jan 8

Top amenities
On-Site Management
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 baths

$5,400

House for rent

Top amenities
Fitness Center
Garage Parking
In-Unit Laundry
Storage
Swimming Pool
15098 Lebeau Loop #B - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Garden

15098 Lebeau Loop #B, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

1 bed

1 bath

$1,419

Apartment for rent

Available Jan 30

Top amenities
Air Conditioning
Garage Parking
In-Unit Laundry
16436 Silver Brook Way - Photo 1 of 1
New construction

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

16436 Silver Brook Way, Winter Garden, FL 34787

Luxury | Walk-in closets | In-unit laundry

3 beds

2 baths

$2,950

House for rent

Top amenities
Air Conditioning
Carpet
Dishwasher
In-Unit Laundry
Package Service
Storage
Pixie Mandarin Ct - Photo 1 of 1
New construction

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

Pixie Mandarin Ct, Winter Garden, FL 34787

Luxury | Swimming pool | In-unit laundry

3 beds

2 baths

$3,200

House for rent

Top amenities
In-Unit Laundry
Advertisement
13357 Harbor Shore Ln - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Winter Garden

13357 Harbor Shore Ln, Winter Garden, FL 34787

Luxury | Swimming pool | In-unit laundry

2 beds

2 baths

$2,100

House for rent

Available Jan 15

Top amenities
Concierge Service
In-Unit Laundry
On-Site Management
Package Service
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

7031 Billie Ct - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

7031 Billie Ct, Winter Garden, FL 34787

Luxury | Swimming pool | In-unit laundry

4 beds

4 baths

$5,000

House for rent

Top amenities
Carpet
Ceiling Fan
Garage Parking
High Ceilings
In-Unit Laundry
On-Site Laundry
13241 Tollcross Way - Photo 1 of 1
New construction

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

13241 Tollcross Way, Winter Garden, FL 34787

Luxury | Walk-in closets | In-unit laundry

6 beds

5 baths

$6,000

House for rent

Top amenities
Carpet
Garage Parking
In-Unit Laundry
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 baths

$4,100

House for rent

Top amenities
In-Unit Laundry
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 baths

$10,500

House for rent

Top amenities
Ceiling Fan
Garage Parking
High Ceilings
In-Unit Laundry
Swimming Pool
16055 Silver Brook Way #16055 - Photo 1 of 1

5d+ ago

Luxury apartment for rent in Winter Garden

3 BR, 3 BA in Hamlin

16055 Silver Brook Way #16055, Winter Garden, FL 34787

Luxury | On-site laundry | Outdoor space

3 beds

3 baths

$3,700

Apartment for rent

Available Nov 13

Top amenities
On-Site Laundry
131 Southern Pecan Circle #201 - Photo 1 of 1

5d+ ago

Luxury condo for rent in Winter Garden

1 bed 1 bath in Southern Pines with GARAGE

131 Southern Pecan Circle #201, Winter Garden, FL 34787

Luxury | Swimming pool | Fitness center

1 bed

1 bath

$1,500

Condo for rent

Available Feb 5

Top amenities
Dishwasher
Fitness Center
Garage Parking
In-Unit Laundry
Swimming Pool
Advertisement
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 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 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 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
16001 Grafton Way #16001 - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Winter Garden

3 BR, 3 BA in Horizon West-Village I

16001 Grafton Way #16001, Winter Garden, FL 34787

Luxury | Hardwood floor | Ceiling fan

3 beds

3 baths

$2,995

House for rent

Available Oct 30

216 Jean St #216 - Photo 1 of 1

5d+ ago

Luxury Courtlea Oaks apartment for rent in Winter Garden

3 BR, 3 BA in Winter Garden

216 Jean St #216, Winter Garden, FL 34787

Luxury | Outdoor space

3 beds

3 baths

$3,000

Apartment for rent

Available Nov 17

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 baths

$3,300

House for rent

Top amenities
Garage Parking
In-Unit Laundry
On-Site Laundry
Advertisement
5382 Bowman Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

5382 Bowman Dr, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

6 beds

4 baths

$11,000

House for rent

Top amenities
Dishwasher
Garage Parking
In-Unit Laundry
Swimming Pool
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 baths

$5,850

House for rent

Top amenities
Garage Parking
In-Unit Laundry
On-Site Laundry
Storage
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
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
In-Unit Laundry
Swimming Pool
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 baths

$5,000

House for rent

Top amenities
Carpet
Garage Parking
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 baths

$3,000

House for rent

Top amenities
In-Unit Laundry
On-Site Laundry
Showing 1 - 41 of 41 results
Home > Apartments in Winter Garden > Winter Garden Luxury Apartments For Rent
Updated: February 8, 2026

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

🔑Available apartment rentals41
💰Best rent deal15098 Lebeau Loop #B
✨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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