Skip to navigationSkip to main contentSkip to footer
Zumper

Luxury Houses for Rent in Winter Garden, FL

26 rentals available

10253 Austrina Oak Loop - Photo 1 of 1

20h ago

Luxury townhouse for rent in Winter Garden

10253 Austrina Oak Loop, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

3 beds

2.5 baths

$3,000

Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.
15225 Hamlin Park Dr - Photo 1 of 1
New construction

5d+ ago

Luxury townhouse for rent in Winter Garden

Residential Lease, WINTER GARDEN, FL

15225 Hamlin Park Dr, Winter Garden, FL 34787

Luxury | Balcony | Walk-in closets

3 beds

3.5 baths

$3,150

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
6279 Sunny Time Ave - Photo 1 of 1
New construction

5d+ ago

Luxury house for rent in Winter Garden

Residential Lease, WINTER GARDEN, FL

6279 Sunny Time Ave, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

3 beds

2.5 baths

$3,500

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
6174 Whispering Glen Dr - Photo 1 of 1
New construction

5d+ ago

Luxury house for rent in Winter Garden

Residential Lease, WINTER GARDEN, FL

6174 Whispering Glen Dr, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

3 beds

2.5 baths

$3,100

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
16833 Evermore Aly - Photo 1 of 1
New construction

5d+ ago

Luxury house for rent in Winter Garden

Residential Lease, WINTER GARDEN, FL

16833 Evermore Aly, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

3 beds

2.5 baths

$3,500

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
12597 Clear Sapphire Dr - Photo 1 of 1
New construction

5d+ ago

Luxury house for rent in Winter Garden

Beautiful fully furnished efficiency for rent in Winter Garden!

12597 Clear Sapphire Dr, Winter Garden, FL 34787

Luxury | Swimming pool | In-unit laundry

1 bed

1 bath

$1,300

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.

Nearby rental good for eco-living

$1,895

Winter Garden

Nearby rental good for pet owners

$2,685

Oakland

17882 Adrift Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Residential Lease, WINTER GARDEN, FL

17882 Adrift Rd, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

4 beds

3 baths

$3,999

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
9837 Lost Creek Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

9837 Lost Creek Drive, Winter Garden, FL 34787**

9837 Lost Creek Dr, Winter Garden, FL 34787

Luxury | Swimming pool | Fitness center

3 beds

2.5 baths

$3,500

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
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.
15938 Moonlight Bay St - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

15938 Moonlight Bay St, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

3 beds

2.5 baths

$3,290

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
5875 Cypress Hill Rd - Photo 1 of 1

5d+ ago

Luxury townhouse for rent in Winter Garden

5875 Cypress Hill Rd, Winter Garden, FL 34787

Luxury

2 beds

2.5 baths

$2,595

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
353 Lake Amberleigh Dr - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

353 Lake Amberleigh Dr, Winter Garden, FL 34787

Luxury | Swimming pool | In-unit laundry

4 beds

2.5 baths

$4,200

Price dropped $600Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.

Find sweet deals in Winter Garden

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

$1,300

12597 Clear Sapphire Dr

$2,045

1317 S Park Ave

$1,895

110 Charlotte St #NA

$2,685

1030 Trailside Ct

14492 Sunbridge Cir - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Residential Lease, WINTER GARDEN, FL

14492 Sunbridge Cir, Winter Garden, FL 34787

Luxury | Walk-in closets | In-unit laundry

5 beds

4 baths

$6,000

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
15027 Groveside Rd - Photo 1 of 1
New construction

5d+ ago

Luxury townhouse for rent in Winter Garden

Residential Lease, WINTER GARDEN, FL

15027 Groveside Rd, Winter Garden, FL 34787

Luxury | Walk-in closets | In-unit laundry

3 beds

2.5 baths

$2,990

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
15387 Hamlin Park Dr - Photo 1 of 1
New construction

5d+ ago

Luxury townhouse for rent in Winter Garden

Residential Lease, WINTER GARDEN, FL

15387 Hamlin Park Dr, Winter Garden, FL 34787

Luxury | Storage | Garage parking

3 beds

3.5 baths

$3,500

Price dropped $400Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
14871 Winkfield Ct - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Luxury Fully Furnished 4-Bedroom Home | Resort-Style Living & High-End Amenities

14871 Winkfield Ct, Winter Garden, FL 34787

Luxury | Balcony | Walk-in closets

4 beds

4 baths

$10,000

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
15075 Tea Tree Dr - Photo 1 of 1
New construction

5d+ ago

Luxury house for rent in Winter Garden

Residential Lease, WINTER GARDEN, FL

15075 Tea Tree Dr, Winter Garden, FL 34787

Luxury | Walk-in closets | In-unit laundry

4 beds

3 baths

$5,300

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
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

$7,900

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
15926 Moonlight Bay St - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Residential Lease, WINTER GARDEN, FL

15926 Moonlight Bay St, Winter Garden, FL 34787

Luxury | Swimming pool | Fitness center

3 beds

2.5 baths

$3,100

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
16477 Silver Brook Way - Photo 1 of 1
New construction

5d+ ago

Luxury house for rent in Winter Garden

Residential Lease, WINTER GARDEN, FL

16477 Silver Brook Way, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

5 beds

4.5 baths

$6,000

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
12934 Canopy Woods Way - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Residential Lease, WINTER GARDEN, FL

12934 Canopy Woods Way, Winter Garden, FL 34787

Luxury | Balcony | Walk-in closets

4 beds

4.5 baths

$6,800

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
1698 Juniper Hammock St - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Residential Lease, WINTER GARDEN, FL

1698 Juniper Hammock St, Winter Garden, FL 34787

Luxury | Walk-in closets | Swimming pool

7 beds

4 baths

$7,500

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
17736 Porter Rd - Photo 1 of 1
New construction

5d+ ago

Luxury townhouse for rent in Winter Garden

Residential Lease, WINTER GARDEN, FL

17736 Porter Rd, Winter Garden, FL 34787

Luxury | Walk-in closets | In-unit laundry

3 beds

2.5 baths

$2,995

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
720 Parkmont Pl - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

720 Parkmont Pl, Winter Garden, FL 34787

Luxury

3 beds

2 baths

$3,000

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
38 Live Oak Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Residential Lease, WINTER GARDEN, FL

38 Live Oak Rd, Winter Garden, FL 34787

Luxury | In-unit laundry | Furnished

3 beds

3 baths

$5,250

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
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

$8,000

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
17552 Lake Star Rd - Photo 1 of 1

5d+ ago

Luxury house for rent in Winter Garden

Residential Lease, 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

Fees may apply. The price shown reflects base rent. Complete fee information is not available from the property, so additional fees may increase the total monthly cost.
Showing 1 - 26 of 26 results
Home > House Rentals in Winter Garden > Winter Garden Luxury Houses For Rent
Updated: November 11, 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, FL35 rentals

35 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 rentals26 houses
⭐Popular amenities, ,
❄️With air conditioning
🏠With photos