How many houses are available in Winter Garden right now?

Rentler currently shows 30 houses for rent in Winter Garden. Inventory updates daily — set a listing alert if you want to catch new units as they post.

What should I look for when renting houses in Winter Garden?

Compare monthly rent against parking, laundry, storage, and commute. Confirm what is included in rent, who handles maintenance, and any HOA or community rules before you apply. In Winter Garden, well-priced houses can move quickly once listed.

Can I find pet-friendly houses in Winter Garden?

Yes — many houses accept pets, though policies vary. Use Rentler's pet-friendly filter, then confirm breed, weight, and deposit requirements with the landlord before submitting an application.

Houses for Rent in Winter Garden, FL

19 Results

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$4,995

5 beds3.5 baths3,643 sqftHouse

467 Winter Grv Blvd, Winter Garden, FL, 34787

$3,100

3 beds2 baths1,576 sqftHouse

10 Broad St, Winter Garden, FL, 34787

$2,549

3 beds2.5 baths1,620 sqftHouse

1375 Painted Bunting Ave, Oakland, FL, 34760

$2,350

3 beds2 baths1,260 sqftHouse

1938 Sherbourne St, Winter Garden, FL, 347874603

$2,995

4 beds3 baths2,378 sqftHouse

1808 Lindzlu Street, Winter Garden, FL, 34787

$1,399

2 beds1 bath816 sqftHouse

502 Dunbar Ave, Winter Garden, FL, 347872925

$1,950

2 beds2 baths1,054 sqftHouse

314 S Boyd St, Winter Garden, FL, 347873505

$2,800

3 beds2.5 baths1,817 sqftHouse

16594 Barbours Creek Way, Winter Garden, FL, 34787

$2,595

3 beds2 baths1,668 sqftHouse

442 Home Grove Dr, Winter Garden, FL, 34787

$4,985

4 beds2.5 baths2,762 sqftHouse

353 Lake Amberleigh Drive, Winter Garden, FL, 34787

$1,550

2 beds1 bath696 sqftHouse

634 Foster Avenue, Winter Garden, FL, 34787

$3,100

3 beds2 baths1,576 sqftHouse

10 Broad St, Winter Garden, FL, 34787

$2,790

3 beds2.5 baths1,755 sqftHouse

10500 Tribute Drive, Winter Garden, FL, 34787

$3,000

3 beds2 baths2,210 sqftHouse

720 Parkmont Place, Winter Garden, FL, 34787

$1,850

2 beds2 baths1,276 sqftHouse

200 Southern Pecan Cir, Winter Garden, FL, 34787

$3,000

5 beds2.5 baths2,981 sqftHouse

960 CHASE COURT ORANGE COUNTY, WINTER GARDEN, FL, 34787

$4,000

4 beds3 baths1,693 sqftHouse

17951 Dangler Road, Winter Garden, FL, 34787

$2,995

4 beds2 baths2,047 sqftHouse

1239 Dunbrooke St, Winter Garden, FL, 34787

$1,795

2 beds2 baths930 sqftHouse

407 Douglas Way, Winter Garden, FL, 34787

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What to Know Before Renting a House in Winter Garden, FL

Single-family houses for rent in Winter Garden appeal to families and renters who want yards and garage parking. Houses lease less frequently than apartments, so set alerts and act quickly when a match appears. Confirm lawn care, utility splits, pet fences, and maintenance response expectations with the landlord before signing.