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Apartments for Rent in Winter Garden, FL with a Swimming Pool

1,060 Rentals
.
  1. Building Photo - Elan Crown Point
    $360 Off
    Price Drop. $360 Off
    1 BED
    $1,698+
    2 BEDS
    $2,168+
    3 BEDS
    $2,458+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,580 - $3,450
    Required Monthly Fees$118
    Utilities & EssentialsVaries
    Total Monthly Price$1,698 - $3,568

    Elan Crown Point

    2285 Crown Vlg Rd, Ocoee, FL 34761
    (689) 407-6923
  5. $187 Off
    Price Drop. $187 Off
    |
    1 BED
    $1,767+
    2 BEDS
    $1,901+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,615 - $2,110
    Required Monthly Fees$151
    Utilities & EssentialsVaries
    Total Monthly Price$1,766 - $2,261

    Prose Horizons Village

    16810 Easthampstead Rd, Winter Garden, FL 34787
    (689) 220-3728
  9. Good Value
    |
    STUDIO
    $1,603+
    1 BED
    $1,707+
    2 BEDS
    $2,207+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,495 - $2,219
    Required Monthly Fees$108
    Utilities & EssentialsVaries
    Total Monthly Price$1,603 - $2,327

    Apollo Apartments

    7000 Kiran Patel Dr, Winter Garden, FL 34787
    (689) 400-8498
  11. Discounts
    Discounts
    |
    1 BED
    $1,662+
    2 BEDS
    $1,943+
    3 BEDS
    $3,413+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,532 - $3,283
    Required Monthly Fees$130 - $140
    Utilities & EssentialsVaries
    Total Monthly Price$1,662 - $3,423

    Windermere Cay

    8200 Jayme Dr, Winter Garden, FL 34787
    (689) 600-2212
  12. $270 Off
    Price Drop. $270 Off
    |
    1 BED
    $1,797+
    2 BEDS
    $1,977+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,645 - $2,115
    Required Monthly Fees$151
    Utilities & EssentialsVaries
    Total Monthly Price$1,796 - $2,266

    Prose Avalon Pointe

    14505 Tristan Cir, Winter Garden, FL 34787
    (407) 934-0429
  13. 1 BED
    $1,795+
    2 BEDS
    $2,208+
    3 BEDS
    $3,235+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,675 - $4,109
    Required Monthly Fees$119
    Utilities & EssentialsVaries
    Total Monthly Price$1,794 - $4,228

    Homestead at Hamlin

    15100 Free Range Run, Winter Garden, FL 34787
    (689) 400-7126
  17. Building Photo - Country Gardens
    1 BED
    $1,544+
    2 BEDS
    $1,750+
    3 BEDS
    $1,989+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,544 - $1,989
    Utilities & EssentialsVaries
    Total Monthly Price$1,544 - $1,989

    Country Gardens

    15122 W Colonial Dr, Winter Garden, FL 34787
    (689) 407-2059
  19. 1 BED
    $1,890+
    2 BEDS
    $2,316+
    3 BEDS
    $2,635+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,859 - $3,392
    Required Monthly Fees$30
    Utilities & EssentialsVaries
    Total Monthly Price$1,889 - $3,422

    The Lodge at Hamlin

    6151 Lake Lodge Dr, Winter Garden, FL 34787
    (689) 400-7090
  20. 1 BED
    $1,835+
    2 BEDS
    $2,050+
    3 BEDS
    $2,622+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,666 - $2,453
    Required Monthly Fees$169
    Total Monthly Price$1,835 - $2,622

    Casa Mirella

    101 Casa Mirella Way, Windermere, FL 34786
    (689) 407-8243
  26. Building Photo - 15609 Water Spring Blvd
    3 BEDS, 3 BATHS
    $2,850
    Total Monthly Price Total Monthly Price New
    Base Rent$2,850
    Required Monthly FeesNone
    Total Monthly Price$2,850

    15609 Water Spring Blvd

    15609 Water Spring Blvd, Winter Garden, FL 34787
  27. Building Photo - 12893 Harvest Rain Ave
    5 BEDS, 5 BATHS
    $4,400
    Total Monthly Price Total Monthly Price New
    Base Rent$4,400
    Required Monthly FeesNone
    Total Monthly Price$4,400

    12893 Harvest Rain Ave

    12893 Harvest Rain Ave, Winter Garden, FL 34787
  28. 3 BEDS, 3 BATHS
    $2,700
    Total Monthly Price Total Monthly Price New
    Base Rent$2,700
    Required Monthly FeesNone
    Total Monthly Price$2,700

    15621 Water Spring Blvd

    15621 Water Spring Blvd, Winter Garden, FL 34787
  34. Building Photo - 15523 Bay Brg St
    3 BEDS, 3 BATHS
    $2,700
    Total Monthly Price Total Monthly Price New
    Base Rent$2,700
    Required Monthly FeesNone
    Total Monthly Price$2,700

    15523 Bay Brg St

    15523 Bay Brg St, Winter Garden, FL 34787
  41. Building Photo - 16024 Micelli Dr
    Rent Special
    Rent Special
    1 BED, 1 BATH
    $1,299
    Total Monthly Price Total Monthly Price New
    Base Rent$1,299
    Required Monthly FeesNone
    Total Monthly Price$1,299

    16024 Micelli Dr Unit 1

    16024 Micelli Dr, Winter Garden, FL 34787
    Apply
  42. Building Photo - 15098 Lebeau Loop
    Rent Special
    Rent Special
    4 BEDS, 2.5 BATHS
    $3,258
    Total Monthly Price Total Monthly Price New
    Base Rent$3,258
    Required Monthly FeesNone
    Total Monthly Price$3,258

    15098 Lebeau Loop Unit House

    15098 Lebeau Loop, Winter Garden, FL 34787
    Apply
Showing 42 of 63 results, Page 1 of 2

Winter Garden at a Glance

Average Rent

$1,711
(All bedrooms and property types)
Learn more about
Average Rent in Winter Garden
7

School Rating

out of 10 Rating
Learn more about
Schools in Winter Garden

Winter Garden, FL Apartments for Rent

Winter Garden is a city in western Orange County located about 14 miles west of Downtown Orlando, known for its restored historic downtown district with brick-lined streets and the popular West Orange Trail that winds through the heart of the city. Those looking for apartments for rent in Winter Garden will find a range of housing options, from modern apartment communities near Winter Garden Village to rentals in established neighborhoods like Stoneybrook West and Wintermere Pointe, with average one-bedroom rents around $1,736 per month.

Renting in Winter Garden offers convenient access to both local amenities and the greater Orlando metropolitan area. The downtown area features local shops, dining options, and the Garden Theatre for entertainment, while the weekend farmers market has become a community tradition. The West Orange Trail provides miles of paved paths for outdoor activities, and Lake Apopka offers additional recreation opportunities nearby. Residents benefit from the city's location along State Road 50 and the Florida Turnpike, making commutes to Orlando and surrounding areas straightforward, while still enjoying the city's distinctive downtown character and community atmosphere.

Renting in Winter Garden

Average Rental Rates and Apartment Sizes

Top Budget-Friendly Neighborhoods in Winter Garden

(For 1 bedroom apartments)

Education

GreatSchools Rating
West Orange High

Public High School

Public
Grades 9-12
Students
GreatSchools Rating
Horizon High School

Public High School

Public
Grades 9-12
Students
GreatSchools Rating
Orange Technical College Westside Campus

Public High School

Public
Grades 9-12
Students
GreatSchools Rating
Bridgewater Middle

Public Middle School

Public
Grades 6-8
Students
GreatSchools Rating
Water Spring Middle School-0482

Public Middle School

Public
Grades 6-8
Students
GreatSchools Rating
Sunridge Middle

Public Middle School

Public
Grades 6-8
Students
GreatSchools Rating
Hamlin Middle School

Public Middle School

Public
Grades 6-8
Students
GreatSchools Rating
Lakeview Middle

Public Middle School

Public
Grades 6-8
Students
GreatSchools Rating
Hamlin Elementary School

Public Elementary School

Public
Grades K-5
Students
GreatSchools Rating
Atwater Bay Elementary School

Public Elementary School

Public
Grades K-5
Students

Data provided by GreatSchools.org 2025 © 2025. All rights reserved.

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