Houses for Rent in Winter Garden, FL

1 - 30 of 44 Results
21
$2,850
Winter Garden, FL
3 BR | Available Now
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House
Dog Friendly
Cat Friendly
68
$2,950
Winter Garden, FL
4 BR | Available Now
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House
Dog Friendly
Cat Friendly
23
$2,850
Winter Garden, FL
3 BR | Available Now
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House
Dog Friendly
Cat Friendly
Storage
Dishwasher
1
$3,199
16348 Brisk Breeze Aly Winter Garden, FL
4 BR | Dec. 20, 2025
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Fitness Center
Storage
Dishwasher
Pool
50
$2,600
Winter Garden, FL
3 BR | Available Now
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House
Dog Friendly
Cat Friendly
8
$2,500
Winter Garden, FL
4 BR | Available Now
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House
Dishwasher
7
$2,395
Winter Garden, FL
3 BR | Available Now
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Dog Friendly
Cat Friendly
Air Conditioning
Dishwasher
11
$3,250
Winter Garden, FL
4 BR | Available Now
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House
Dog Friendly
Cat Friendly
Storage
Dishwasher
1
$2,850
14861 Driftwater Dr Winter Garden, FL
4 BR | Dec. 12, 2025
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House
Dog Friendly
Cat Friendly
Storage
Pool
1
$2,695
9167 Cut Shot Dr Winter Garden, FL
3 BR | Available Now
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House
Dog Friendly
Cat Friendly
Storage
Disability Access
1
$2,700
7736 Bowery Dr Winter Garden, FL
3 BR | Ask for Availability
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House
Dog Friendly
Cat Friendly
Storage
Pool
1
$1,595
174 Windtree Ln Bldg V Winter Garden, FL
2 BR | Available Now
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Dog Friendly
Cat Friendly
Storage
Disability Access
17
$2,900
Winter Garden, FL
3 BR | Jan. 1, 2026
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House
Dog Friendly
Dishwasher
31
$4,750
Winter Garden, FL
5 BR | Available Now
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Dog Friendly
Cat Friendly
Storage
Dishwasher
10
$3,200
Winter Garden, FL
4 BR | Available Now
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Air Conditioning
Balcony/Deck/Patio
Storage
Dishwasher
26
$2,550
Winter Garden, FL
3 BR | Available Now
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1
$2,950
15764 Avenue St Winter Garden, FL
4 BR | Available Now
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Dog Friendly
Cat Friendly
57
$2,975
Winter Garden, FL
3 BR | Available Now
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House
Dog Friendly
Cat Friendly
72
$2,700
Winter Garden, FL
4 BR | Available Now
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House
Dog Friendly
Balcony/Deck/Patio
Storage
Dishwasher
14
$2,500
17592 Northlake Grove Dr Winter Garden, FL
3 BR | Ask for Availability
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House
Dishwasher
1
$2,750
7512 Summerlake Groves St Winter Garden, FL
3 BR | Feb. 1, 2026
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Dog Friendly
Cat Friendly
1
$2,600
1529 Spring Ridge Cir Winter Garden, FL
4 BR | Available Now
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Dishwasher
1
$2,850
15662 Signature Dr Winter Garden, FL
3 BR | Available Now
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Dog Friendly
Cat Friendly
Dishwasher
1
$2,550
1933 Portcastle Cir Winter Garden, FL
3 BR | Available Now
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Dog Friendly
Cat Friendly
1
$2,700
1524 Windermere Rd Unit A Winter Garden, FL
1 BR | Available Now
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Dishwasher
1
$2,950
312 Silverdale Ave Winter Garden, FL
3 BR | Ask for Availability
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House
1
$1,495
428 Eron Way Unit 32 Winter Garden, FL
2 BR | Available Now
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Pool
1
$2,700
1524 Windermere Rd Unit B Winter Garden, FL
1 BR | Available Now
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Dishwasher
1
$2,425
5885 Chestnut Chase Rd Winter Garden, FL
2 BR | Ask for Availability
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Dog Friendly
Cat Friendly
Fitness Center
Pool
1 - 30 of 44 Results
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How much does it cost to rent a house in Winter Garden?

houses
Bed Type Average Rent Range
1BR $2,700 $1,650 - $2,700
2BR $1,820 $1,500 - $2,430
3BR $2,730 $2,400 - $3,000
4+BR $3,270 $2,510 - $5,000
Winter Garden Houses For Rent vs. Winter Garden Average
Houses for Rent
Winter Garden Overall
$2,750
$2,474
$0
$900
$1,800
$2,700
$3,600
Average Rent