Skip to navigationSkip to main contentSkip to footer
Zumper

Luxury Houses for Rent in Winter Garden, FL

25 rentals available

14654 Watowan Aly - Photo 1 of 1

10h ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

14654 Watowan Aly, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

3 beds

2.5 baths

$3,250

House for rent

Top amenities
Dishwasher
Fitness Center
Garage Parking
In-Unit Laundry
Storage
Swimming Pool
1705 Amsel Falls Park Ter - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Amsel Falls Park Terrace

1705 Amsel Falls Park Ter, Winter Garden, FL 34787

Luxury | Swimming pool | Fitness center

3 beds

5 baths

$5,800

House for rent

Available Aug 1

Top amenities
Air Conditioning
Dishwasher
Fireplace
Fitness Center
In-Unit Laundry
On-Site Laundry
8100 Summerlake Groves St #1 - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

8100 Summerlake Groves Street - 1

8100 Summerlake Groves St #1, Winter Garden, FL 34787

Luxury

3 beds

2.5 baths

$3,250

House for rent

Available Jun 1

7153 Summerlake Groves St - Photo 1 of 1
New construction

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

7153 Summerlake Groves St, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

3 beds

2.5 baths

$3,260

House for rent

Top amenities
Carpet
Dishwasher
Garage Parking
In-Unit Laundry
Swimming Pool
15501 Hamlin Park Dr - Photo 1 of 1
New construction

5d+ ago

Luxury townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

15501 Hamlin Park Dr, Winter Garden, FL 34787

Luxury | Walk-in closets | In-unit laundry

3 beds

3.5 baths

$3,500

House for rent

Top amenities
Dishwasher
Garage Parking
In-Unit Laundry
314 S Boyd St - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

314 S Boyd St, Winter Garden, FL 34787

Luxury | In-unit laundry | Outdoor space

2 beds

2 baths

$2,050

House for rent

Available Jun 15

Top amenities
Dishwasher
In-Unit Laundry
On-Site Management
Storage

Nearby rental good for eco-living

$2,545

Winter Garden

Nearby rental good for pet owners

16628 Silver Brook Way - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

16628 Silver Brook Way, Winter Garden, FL 34787

Luxury | Swimming pool | In-unit laundry

5 beds

4.5 baths

$5,900

House for rent

Available Jun 12

Top amenities
In-Unit Laundry
On-Site Laundry
On-Site Management
Storage
Swimming Pool
7759 Green Mountain Way - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

7759 Green Mountain Way, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

6 beds

6.5 baths

$8,000

House for rent

Top amenities
Dishwasher
Garage Parking
High Ceilings
In-Unit Laundry
The best of Zumper, delivered

Be the first to hear about new listings matching your search.

Email
By clicking submit, I accept Zumper's Terms and Conditions, Privacy Policy, and Community Values.
15617 Marina Bay Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

15617 Marina Bay Dr, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

4 beds

4.5 baths

$4,300

House for rent

Top amenities
Dishwasher
Fitness Center
In-Unit Laundry
On-Site Laundry
Storage
Swimming Pool
7849 Freestyle Ln - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

7849 Freestyle Ln, Winter Garden, FL 34787

Luxury | Swimming pool | In-unit laundry

4 beds

3 baths

$7,000

House for rent

Top amenities
In-Unit Laundry
Advertisement

Find sweet deals near Winter Garden

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

$2,615

Winter Garden

$2,645

Winter Garden

$2,405

Winter Garden

$2,345

Ocoee

15236 Tribute Ovation Way - Photo 1 of 1
New construction

5d+ ago

Luxury townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

15236 Tribute Ovation Way, Winter Garden, FL 34787

Luxury | Walk-in closets | In-unit laundry

3 beds

2.5 baths

$3,250

House for rent

Top amenities
Dishwasher
In-Unit Laundry
11213 Pixie Mandarin Ct - Photo 1 of 1
New construction

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

11213 Pixie Mandarin Ct, Winter Garden, FL 34787

Luxury | In-unit laundry | Garage parking

4 beds

3.5 baths

$4,800

House for rent

Top amenities
In-Unit Laundry
205 S Woodland St - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

205 S Woodland St, Winter Garden, FL 34787

Luxury | Walk-in closets | In-unit laundry

3 beds

2 baths

$3,750

House for rent

Top amenities
Ceiling Fan
Dishwasher
Hardwood Floor
In-Unit Laundry
Storage
16031 Silver Brook Way - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - 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
Swimming Pool
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
Air Conditioning
Garage Parking
In-Unit Laundry
203 S Main St - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

203 S Main St, Winter Garden, FL 34787

Luxury | Outdoor space | On-site management

2 beds

2 baths

$2,650

House for rent

Available Jul 15

Top amenities
On-Site Management
Package Service
15205 Shonan Gold Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Single Family Residence - WINTER GARDEN, FL

15205 Shonan Gold Dr, Winter Garden, FL 34787

Luxury | Walk-in closets | In-unit laundry

3 beds

3.5 baths

$3,400

House for rent

Top amenities
Dishwasher
Furnished
Garage Parking
In-Unit Laundry
12506 Westhaven Oak Dr - Photo 1 of 1
New construction

5d+ ago

Luxury townhouse for rent in Winter Garden

Townhouse - WINTER GARDEN, FL

12506 Westhaven Oak Dr, Winter Garden, FL 34787

Luxury | Walk-in closets | In-unit laundry

1 bed

1 bath

$1,600

House for rent

Top amenities
Dishwasher
In-Unit Laundry
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
1725 Portcastle Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1725 Portcastle Cir, Winter Garden, FL 34787

Luxury | Deck | Garage parking

3 beds

2.5 baths

$3,730

$2,745

Price drop

House for rent

Available Jul 6

266 Regal Downs Cir - Photo 1 of 1

5h ago

Our team has verified this company

Verified

266 Regal Downs Cir, Winter Garden, FL 34787

Luxury | Walk-in closets | On-site laundry

4 beds

2 baths

$2,730

$2,615

Price drop

House for rent

Available Jul 16

Top amenities
Ceiling Fan
High Ceilings
On-Site Laundry
1052 Sadie Ln - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1052 Sadie Ln, Winter Garden, FL 34787

Luxury | Walk-in closets | On-site laundry

3 beds

2 baths

$3,770

$2,715

Price drop

House for rent

Available Aug 10

Top amenities
On-Site Laundry
Listings within 10 miles
Ocoee Village - Photo 1 of 1

3d ago

9.7

Excellent

Our team has verified this company

Verified

Ocoee Village

2028 Marigold Park Dr, Ocoee, FL 34761

Luxury | Swimming pool | In-unit laundry

3–4 beds

2 baths

$2,344–$2,699

House for rent

Top amenities
Dishwasher
In-Unit Laundry
Microwave

Call

15064 Grove Lake Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

$3,300 - 4 Bedroom 2.5 Bathroom Townhouse In Winter Garden With Great Amenities

15064 Grove Lake Dr, Winter Garden, FL 34787

Luxury | In-unit laundry | Outdoor space

4 beds

2.5 baths

$3,300

House for rent

Available May 8

Top amenities
Assigned Parking
Garage Parking
Hardwood Floor
In-Unit Laundry
Storage
4729 Barbados Loop - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

4729 Barbados Loop, Clermont, FL 34711

Luxury | Walk-in closets | On-site laundry

3 beds

2.5 baths

$2,980

$2,860

Price drop

House for rent

Available Jun 4

Top amenities
Garage Parking
On-Site Laundry
Showing 1 - 25 of 25 results
Home > House Rentals in Winter Garden > Winter Garden Luxury Houses For Rent
Updated: June 28, 2026

Are you a rental professional?

Try our tenant screening, or post rental listings to Zumper, Craigslist Winter Garden, and more.

Pet friendly houses in Winter Garden, FL25 rentals

25 rentals

Atlanta ApartmentsAustin ApartmentsBaltimore ApartmentsBoston ApartmentsCharlotte ApartmentsChicago ApartmentsDallas ApartmentsDenver ApartmentsDetroit ApartmentsHouston ApartmentsLas Vegas ApartmentsLos Angeles ApartmentsMiami ApartmentsMinneapolis ApartmentsNew York ApartmentsPhiladelphia ApartmentsPhoenix ApartmentsPittsburgh ApartmentsPortland ApartmentsSan Antonio ApartmentsSan Diego ApartmentsSan Francisco ApartmentsSeattle ApartmentsTampa ApartmentsWashington DC Apartments

Discover luxury Winter Garden, FL houses for rent

🌇Available luxury house rentals25 houses
⭐Popular amenities, ,
❄️With air conditioning
🏠With photos