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Luxury Houses for Rent in Winter Garden, FL

25 rentals available

15501 Hamlin Park Dr - Photo 1 of 1
New construction

1d ago

Luxury townhouse for rent in Winter Garden

TOWNHOME - WINTER GARDEN, FL

15501 Hamlin Park Dr, Winter Garden, FL 34787

Luxury | Walk-in closets | Carpet

3 beds

3.5 baths

$3,200

House for rent

15555 Gwinnett Dr - Photo 1 of 1

2h ago

Luxury townhouse for rent in Winter Garden

15555 Gwinnett Dr, Winter Garden, FL 34787

Luxury | Walk-in closets | In-unit laundry

3 beds

3.5 baths

$3,200

House for rent

Top amenities
Carpet
Ceiling Fan
Dishwasher
In-Unit Laundry
7573 Green Mountain Way - Photo 1 of 1

6h ago

Luxury house for rent in Winter Garden

7573 Green Mountain Way, Winter Garden, FL 34787

Luxury | Swimming pool | Fitness center

4 beds

3.5 baths

$8,000

House for rent

Top amenities
Assigned Parking
Ceiling Fan
Central Heat
Fitness Center
In-Unit Laundry
Microwave
15056 Groveside Rd #15056 - Photo 1 of 1

16h ago

Luxury townhouse for rent in Winter Garden

15056 Groveside Rd #15056, Winter Garden, FL 34787

Luxury | In-unit laundry | Garage parking

3 beds

2.5 baths

$3,000

House for rent

Available Jul 1

Top amenities
Air Conditioning
Garage Parking
Hardwood Floor
In-Unit Laundry
17552 Lake Star Rd - Photo 1 of 1

1d ago

Luxury house for rent in Winter Garden

SINGLE_FAMILY - WINTER GARDEN, FL

17552 Lake Star Rd, Winter Garden, FL 34787

Luxury | Walk-in closets | In-unit laundry

4 beds

3.5 baths

$4,500

House for rent

Top amenities
Garage Parking
In-Unit Laundry
16902 Hamlin Oasis Loop - Photo 1 of 1
New construction

5d+ ago

Luxury house for rent in Winter Garden

SINGLE_FAMILY - WINTER GARDEN, FL

16902 Hamlin Oasis Loop, Winter Garden, FL 34787

Luxury | In-unit laundry | On-site laundry

3 beds

2.5 baths

$3,250

House for rent

Top amenities
Dishwasher
In-Unit Laundry
On-Site Laundry

Nearby rental good for eco-living

$2,495

Winter Garden

Nearby rental good for pet owners

$3,300

Gotha

407 Douglas Way - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

407 Douglas Way, Winter Garden, FL 34787

Luxury | In-unit laundry | Outdoor space

2 beds

2 baths

$2,100

$1,995

Price drop

House for rent

Top amenities
In-Unit Laundry
Oven
14411 Hampshire Bay Cir - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

SINGLE_FAMILY - WINTER GARDEN, FL

14411 Hampshire Bay Cir, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

4 beds

4 baths

$6,000

House for rent

Top amenities
Carpet
Ceiling Fan
EV Charging
Garage Parking
High Ceilings
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2413 Prairie View Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

SINGLE_FAMILY - WINTER GARDEN, FL

2413 Prairie View Dr, Winter Garden, FL 34787

Luxury | Walk-in closets | In-unit laundry

4 beds

3 baths

$4,300

$4,000

Price drop

House for rent

Top amenities
Furnished
Garage Parking
In-Unit Laundry
Package Service
14413 Magnolia Ridge Loop - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

SINGLE_FAMILY - WINTER GARDEN, FL

14413 Magnolia Ridge Loop, Winter Garden, FL 34787

Luxury | Walk-in closets | Outdoor space

3 beds

3 baths

$3,400

House for rent

Top amenities
Ceiling Fan
Dishwasher
Hardwood Floor
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Find sweet deals near Winter Garden

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

$2,405

Winter Garden

$2,215

Winter Garden

$2,595

Winter Garden

$2,280

Ocoee

15075 Tea Tree Dr - Photo 1 of 1
New construction

5d+ ago

Luxury house for rent in Winter Garden

SINGLE_FAMILY - WINTER GARDEN, FL

15075 Tea Tree Dr, Winter Garden, FL 34787

Luxury | Walk-in closets | In-unit laundry

4 beds

3 baths

$6,000

House for rent

Top amenities
Dishwasher
In-Unit Laundry
14609 Magnolia Ridge Loop #NA - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

$5,200 - 5 Bedroom 3.5 Bathroom House In Winter Garden With Great Amenities

14609 Magnolia Ridge Loop #NA, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

5 beds

3.5 baths

$5,200

House for rent

Available Aug 1

Top amenities
Air Conditioning
Carpet
Fitness Center
In-Unit Laundry
On-Site Laundry
Swimming Pool
17658 Japonica Bloom Dr - Photo 1 of 1
New construction

5d+ ago

Luxury house for rent in Winter Garden

SINGLE_FAMILY - WINTER GARDEN, FL

17658 Japonica Bloom Dr, Winter Garden, FL 34787

Luxury | Swimming pool | Outdoor space

5 beds

4.5 baths

$5,500

$5,300

Price drop

House for rent

Top amenities
High Ceilings
Swimming Pool
8 E Cypress St - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

SINGLE_FAMILY - WINTER GARDEN, FL

8 E Cypress St, Winter Garden, FL 34787

Luxury | Walk-in closets | In-unit laundry

2 beds

2 baths

$2,200

House for rent

Top amenities
Ceiling Fan
Dishwasher
In-Unit Laundry
On-Site Laundry
7759 Green Mountain Way - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

SINGLE_FAMILY - WINTER GARDEN, FL

7759 Green Mountain Way, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

6 beds

6.5 baths

$7,500

House for rent

Top amenities
Dishwasher
Garage Parking
High Ceilings
In-Unit Laundry
15236 Tribute Ovation Way - Photo 1 of 1
New construction

5d+ ago

Luxury townhouse for rent in Winter Garden

TOWNHOME - WINTER GARDEN, FL

15236 Tribute Ovation Way, Winter Garden, FL 34787

Luxury | Walk-in closets | In-unit laundry

3 beds

2.5 baths

$3,150

House for rent

Top amenities
Dishwasher
In-Unit Laundry
14654 Watowan Aly - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

SINGLE_FAMILY - WINTER GARDEN, FL

14654 Watowan Aly, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

3 beds

2.5 baths

$3,000

House for rent

Top amenities
Dishwasher
Fitness Center
Garage Parking
In-Unit Laundry
Storage
Swimming Pool
14719 Speer Lake Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

SINGLE_FAMILY - WINTER GARDEN, FL

14719 Speer Lake Dr, Winter Garden, FL 34787

Luxury | Swimming pool | Fitness center

3 beds

2 baths

$3,200

House for rent

Top amenities
Ceiling Fan
Dishwasher
Fitness Center
Furnished
In-Unit Laundry
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7573 Green Mountain Way - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

7573 Green Mountain Way, Winter Garden, FL 34787

Luxury | Swimming pool | Fitness center

4 beds

4 baths

$8,500

House for rent

Top amenities
Dishwasher
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

$5,000

House for rent

Available May 1

10207 Atwater Bay Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

10207 Atwater Bay Dr

10207 Atwater Bay Dr, Winter Garden, FL 34787

Luxury | Balcony | Swimming pool

5 beds

4.5 baths

$8,500

House for rent

Top amenities
In-Unit Laundry
Storage

5d+ ago

Luxury house for rent in Winter Garden

SINGLE_FAMILY - WINTER GARDEN, FL

6162 Glory Bower Dr, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

3 beds

2.5 baths

$3,000

House for rent

Top amenities
Ceiling Fan
Dishwasher
In-Unit Laundry
Swimming Pool

5d+ ago

Luxury house for rent in Winter Garden

SINGLE_FAMILY - WINTER GARDEN, FL

16031 Silver Brook Way, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

5 beds

4.5 baths

$6,500

House for rent

Top amenities
Garage Parking
In-Unit Laundry
Storage
1725 Portcastle Cir - Photo 1 of 1

21h ago

Our team has verified this company

Verified

1725 Portcastle Cir, Winter Garden, FL 34787

Luxury | Walk-in closets | On-site laundry

3 beds

2.5 baths

$2,535

$2,405

Price drop

House for rent

Available Jul 2

Top amenities
Garage Parking
On-Site Laundry
Listings within 10 miles
15308 Honeybell Dr #NA - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

$3,350 - 4 Bedroom 3.5 Bathroom House In Horizon West

15308 Honeybell Dr #NA, Winter Garden, FL 34787

Luxury | Swimming pool | In-unit laundry

4 beds

3.5 baths

$3,350

House for rent

Available Aug 1

Top amenities
Air Conditioning
Dishwasher
In-Unit Laundry
On-Site Laundry
Residents Lounge
Swimming Pool
Showing 1 - 25 of 25 results
Home > House Rentals in Winter Garden > Winter Garden Luxury Houses For Rent
Updated: August 12, 2026

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Pet friendly houses in Winter Garden, FL32 rentals

32 rentals

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Discover luxury Winter Garden, FL houses for rent

🌇Available luxury house rentals25 houses
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