34787 Homes for Rent

237 total properties
View 522 GRAND ROYAL CIRCLE Winter Garden, FL MLS# O6377478
$2,595
4

Beds

2.0

Baths

1,874

Sq.Ft.

522 GRAND ROYAL CIRCLE

Winter Garden, FL

Courtesy of COLDWELL BANKER REALTY
View 1006 STUCKI TERRACE Winter Garden, FL MLS# O6377803
$1,506
2

Beds

2.0

Baths

814

Sq.Ft.

1006 STUCKI TERRACE

Winter Garden, FL

Courtesy of ANTICA DEVELOPMENT
View 7036 TWILIGHT BAY DRIVE Winter Garden, FL MLS# S5142666
  • New Construction with Virtual Tour
1 of 29
OPEN HOUSE: Saturday 2/28 5:00 AM - 7:00 PM
$3,000
4

Beds

3.1

Baths

1,914

Sq.Ft.

7036 TWILIGHT BAY DRIVE

Winter Garden, FL

Courtesy of AGENT TRUST REALTY CORPORATION
The time to sell is now! THE TIME TO SELL IS NOW!
View 16256 BRIGHT LEAF ROAD Winter Garden, FL MLS# O6377913
  • New Construction with Virtual Tour
1 of 33
$2,790
3

Beds

2.1

Baths

1,683

Sq.Ft.

16256 BRIGHT LEAF ROAD

Winter Garden, FL

Courtesy of GLASSTONE GROUP INC
View 11096 SILVER SURFER ALLEY Winter Garden, FL MLS# O6375509
$3,200
4

Beds

3.0

Baths

2,042

Sq.Ft.

11096 SILVER SURFER ALLEY

Winter Garden, FL

Courtesy of EXP REALTY LLC
View 5014 RAILROAD VINE ALLEY Winter Garden, FL MLS# S5142689
$3,000
4

Beds

2.1

Baths

2,011

Sq.Ft.

5014 RAILROAD VINE ALLEY

Winter Garden, FL

Courtesy of LA ROSA REALTY LLC
View 752 CITRUS COVE DRIVE Winter Garden, FL MLS# O6377190
$2,995
4

Beds

3.0

Baths

1,800

Sq.Ft.

752 CITRUS COVE DRIVE

Winter Garden, FL

Courtesy of LEGENDS REALTY
View 1276 PRIORY CIRCLE Winter Garden, FL MLS# O6377534
$2,600
3

Beds

2.1

Baths

1,793

Sq.Ft.

1276 PRIORY CIRCLE

Winter Garden, FL

Courtesy of BELLA VIEW REALTY LLC
View 4812 LIME RICKEY ALLEY Winter Garden, FL MLS# O6377477
  • New Construction with Virtual Tour
1 of 19
$3,500
4

Beds

2.1

Baths

2,084

Sq.Ft.

4812 LIME RICKEY ALLEY

Winter Garden, FL

Courtesy of ON ME REALTY
View 15523 BAY BRIDGE STREET Winter Garden, FL MLS# O6376958
  • New Construction with Virtual Tour
1 of 20
$2,900
3

Beds

2.1

Baths

1,691

Sq.Ft.

15523 BAY BRIDGE STREET

Winter Garden, FL

Courtesy of WEBB FLORIDA REALTY LLC
View 16147 WATER SPRING BOULEVARD Winter Garden, FL MLS# O6376967
$2,850
4

Beds

3.1

Baths

2,042

Sq.Ft.

16147 WATER SPRING BOULEVARD

Winter Garden, FL

Courtesy of INTEREALTY SERVICE
View 9249 GRAN TEATRO DRIVE Winter Garden, FL MLS# S5142467
$2,900
3

Beds

2.1

Baths

1,684

Sq.Ft.

9249 GRAN TEATRO DRIVE

Winter Garden, FL

Courtesy of PRIMUS CRE GROUP
View 9207 GRAN TEATRO DRIVE Winter Garden, FL MLS# O6376650
$3,100
3

Beds

2.1

Baths

1,688

Sq.Ft.

9207 GRAN TEATRO DRIVE

Winter Garden, FL

Courtesy of MAINFRAME REAL ESTATE
View 14843 ASTROLYN STREET Winter Garden, FL MLS# O6374084
$1,850
3

Beds

2.0

Baths

1,260

Sq.Ft.

14843 ASTROLYN STREET

Winter Garden, FL

Courtesy of SPECIALIZED PROPERTY MANAGEMENT
View 15532 SWEET ORANGE AVENUE Winter Garden, FL MLS# O6376556
$3,950
3

Beds

2.1

Baths

2,571

Sq.Ft.

15532 SWEET ORANGE AVENUE

Winter Garden, FL

Courtesy of BEST ORLANDO PROPERTY MANAGEMENT LLC
View 4306 OLD SYCAMORE LOOP Winter Garden, FL MLS# O6376530
$6,600
5

Beds

3.1

Baths

4,050

Sq.Ft.

4306 OLD SYCAMORE LOOP

Winter Garden, FL

Courtesy of SELECTA REALTY LLC
View 14931 LEBEAU LOOP Winter Garden, FL MLS# O6376599
$5,400
4

Beds

3.1

Baths

2,832

Sq.Ft.

14931 LEBEAU LOOP

Winter Garden, FL

Courtesy of FLORIDA REALTY INVESTMENTS
View 139 E STORY ROAD A Winter Garden, FL MLS# O6376451
$1,695
2

Beds

1.0

Baths

985

Sq.Ft.

139 E STORY ROAD A

Winter Garden, FL

Courtesy of FLAMINGO REALTY OF ORLANDO
View 14464 WHITTRIDGE DRIVE Winter Garden, FL MLS# G5106944
$3,400
5

Beds

3.1

Baths

2,835

Sq.Ft.

14464 WHITTRIDGE DRIVE

Winter Garden, FL

Courtesy of OPTIMA ONE REALTY, INC.
View 9368 BOLSHOI ALLEY Winter Garden, FL MLS# O6376868
  • New Construction with Virtual Tour
1 of 28
$2,700
3

Beds

2.1

Baths

1,833

Sq.Ft.

9368 BOLSHOI ALLEY

Winter Garden, FL

Courtesy of TALENT REALTY SOLUTIONS

Information deemed reliable but not guaranteed.

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

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Data is updated as of 2/24/2026.