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

1,110 Rentals
.
  1. Building Photo - Elan Crown Point
    Rent Special
    Rent Special
    1 BED
    $1,811+
    2 BEDS
    $2,246+
    3 BEDS
    $3,101+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,690 - $3,435
    Required Monthly Fees$121
    Utilities & EssentialsVaries
    Total Monthly Price$1,811 - $3,556

    Elan Crown Point

    2285 Crown Vlg Rd, Ocoee, FL 34761
    (689) 407-6923
  4. $326 Off
    Price Drop. $326 Off
    |
    1 BED
    $1,484+
    2 BEDS
    $1,834+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,349 - $1,919
    Required Monthly Fees$135
    Utilities & EssentialsVaries
    Total Monthly Price$1,484 - $2,054

    Prose Horizons Village

    16810 Easthampstead Rd, Winter Garden, FL 34787
    (689) 220-3728
  5. Rent Special
    Rent Special
    |
    STUDIO
    $1,841+
    1 BED
    $1,912+
    2 BEDS
    $2,412+
    3 BEDS
    $2,922+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,724 - $3,100
    Required Monthly Fees$117
    Total Monthly Price$1,841 - $3,217

    Regency

    1601 Maguire Rd, Ocoee, FL 34761
    (689) 329-1873
  8. $249 Off
    Price Drop. $249 Off
    |
    STUDIO
    $1,622+
    1 BED
    $1,721+
    2 BEDS
    $2,135+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,513 - $2,425
    Required Monthly Fees$109
    Utilities & EssentialsVaries
    Total Monthly Price$1,622 - $2,534

    Apollo Apartments

    7000 Kiran Patel Dr, Winter Garden, FL 34787
    (689) 400-8498
  10. |
    1 BED
    $1,784+
    2 BEDS
    $2,012+
    3 BEDS
    $2,272+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,654 - $2,784
    Required Monthly Fees$130 - $140
    Utilities & EssentialsVaries
    Total Monthly Price$1,784 - $2,924

    Windermere Cay

    8200 Jayme Dr, Winter Garden, FL 34787
    (689) 600-2212
  11. Exceptional Value
    1 BED
    $1,375+
    2 BEDS
    $1,725+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,335 - $2,005
    Required Monthly Fees$40
    Utilities & EssentialsVaries
    Total Monthly Price$1,375 - $2,045

    IMT Sonoma Hills

    14619 Casita Ridge, Winter Garden, FL 34787
    (689) 407-8016
  13. $276 Off
    Price Drop. $276 Off
    |
    1 BED
    $1,389+
    2 BEDS
    $1,739+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,349 - $1,975
    Required Monthly Fees$40
    Utilities & EssentialsVaries
    Total Monthly Price$1,389 - $2,015

    Prose Avalon Pointe

    14505 Tristan Cir, Winter Garden, FL 34787
    (407) 934-0429
  15. $367 Off
    Price Drop. $367 Off
    1 BED
    $1,771+
    2 BEDS
    $2,465+
    3 BEDS
    $3,376+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,636 - $3,511
    Required Monthly Fees$135
    Utilities & EssentialsVaries
    Total Monthly Price$1,771 - $3,646

    Homestead at Hamlin

    15100 Free Range Run, Winter Garden, FL 34787
    (689) 400-7126
  17. Kitchen - Garden City Apartments
    1 Month Free
    1 Month Free
    2 BEDS
    $1,499
    Total Monthly Price Total Monthly Price New
    Base Rent$1,499 - $1,749
    Required Monthly FeesNone
    Total Monthly Price$1,499 - $1,749

    Garden City Apartments

    521 S Park Ave, Winter Garden, FL 34787
    (689) 407-8861
  18. Building Photo - Corban Horizon West
    2 Months Free
    2 Months Free
    1 BED
    $1,860+
    2 BEDS
    $2,335+
    3 BEDS
    $2,680+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,805 - $2,800
    Required Monthly Fees$55
    Total Monthly Price$1,860 - $2,855

    Corban Horizon West

    15000 Stratus Loop, Winter Garden, FL 34787
    (689) 407-2283
  20. $300 Off
    Price Drop. $300 Off
    1 BED
    $1,700+
    2 BEDS
    $2,160+
    3 BEDS
    $2,525+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,669 - $3,064
    Required Monthly Fees$31
    Utilities & EssentialsVaries
    Total Monthly Price$1,700 - $3,095

    The Lodge at Hamlin

    6151 Lake Lodge Dr, Winter Garden, FL 34787
    (689) 400-7090
  21. Good Value
    1 BED
    $1,653+
    2 BEDS
    $2,025+
    3 BEDS
    $2,468+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,484 - $2,478
    Required Monthly Fees$169
    Total Monthly Price$1,653 - $2,647

    Casa Mirella

    101 Casa Mirella Way, Windermere, FL 34786
    (689) 407-8243
  23. Building Photo - Country Gardens
    $221 Off
    Price Drop. $221 Off
    1 BED
    $1,449+
    2 BEDS
    $1,499+
    3 BEDS
    $1,979+
    Total Monthly Price Total Monthly Price New
    Base Rent$1,449 - $1,979
    Utilities & EssentialsVaries
    Total Monthly Price$1,449 - $1,979

    Country Gardens

    15122 W Colonial Dr, Winter Garden, FL 34787
    (689) 407-2059
  26. 5 BEDS, 5 BATHS
    $8,800
    Total Monthly Price Total Monthly Price New
    Base Rent$8,800
    Required Monthly FeesNone
    Total Monthly Price$8,800

    1304 Ocoee Apopka Rd

    1304 Ocoee Apopka Rd, Ocoee, FL 34761
    (321) 340-7974
  29. Building Photo - 9306 Mira Valle Ln
    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

    9306 Mira Valle Ln

    9306 Mira Valle Ln, Winter Garden, FL 34787
  30. Building Photo - 142 Southern Pecan Cir
    3 BEDS, 2 BATHS
    $2,150
    Total Monthly Price Total Monthly Price New
    Base Rent$2,150
    Required Monthly FeesNone
    Total Monthly Price$2,150

    142 Southern Pecan Cir Unit 204

    142 Southern Pecan Cir, Winter Garden, FL 34787
  34. Building Photo - 1007 Butterfly Blvd
    3 BEDS, 2 BATHS
    $2,185
    Total Monthly Price Total Monthly Price New
    Base Rent$2,185
    Required Monthly FeesNone
    Total Monthly Price$2,185

    1007 Butterfly Blvd

    1007 Butterfly Blvd, Winter Garden, FL 34787
    Apply
  35. Building Photo - 15308 Honeybell Dr
    4 BEDS, 3.5 BATHS
    $3,350
    Total Monthly Price Total Monthly Price New
    Base Rent$3,350
    Required Monthly FeesNone
    Total Monthly Price$3,350

    15308 Honeybell Dr

    15308 Honeybell Dr, Winter Garden, FL 34787
    Apply
  36. Building Photo - 15155 Canoe Pl
    5 BEDS, 4.5 BATHS
    $6,000

    15155 Canoe Pl

    15155 Canoe Pl, Winter Garden, FL 34787
  41. 2 Months Free
    2 Months Free
    STUDIO
    $1,698+
    1 BED
    $1,553+
    2 BEDS
    $2,218+
    3 BEDS
    $2,927+

    The Overlook

    15055 Lake Britt Cir, Winter Garden, FL 34787
  42. 2 Months Free
    2 Months Free
    STUDIO
    $1,683+
    1 BED
    $1,720+
    2 BEDS
    $2,285+
    3 BEDS
    $2,720+

    The Haven at Lake Britt

    15145 Havencrest Cir, Winter Garden, FL 34787
Showing 42 of 46 results, Page 1 of 2

Winter Garden at a Glance

Average Rent

$1,704
(All bedrooms and property types)
Learn more about
Average Rent in Winter Garden
8

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
2,816 Students
GreatSchools Rating
West Orange High School

Public High School

Public
Grades 9-12
2,804 Students
GreatSchools Rating
Horizon High School

Public High School

Public
Grades 9-12
3,046 Students
GreatSchools Rating
Orange Technical College Westside Campus

Public High School

Public
Grades 9-12
Students
GreatSchools Rating
Water Spring Middle School-0482

Public Middle School

Public
Grades 6-8
1,274 Students
GreatSchools Rating
Bridgewater Middle School

Public Middle School

Public
Grades 6-8
1,098 Students
GreatSchools Rating
Hamlin Middle School

Public Middle School

Public
Grades 6-8
1,034 Students
GreatSchools Rating
Sunridge Middle

Public Middle School

Public
Grades 6-8
1,178 Students
GreatSchools Rating
SunRidge Middle School

Public Middle School

Public
Grades 6-8
1,115 Students
GreatSchools Rating
Hamlin Elementary School

Public Elementary School

Public
Grades K-5
725 Students
GreatSchools Rating
Independence Elementary

Public Elementary School

Public
Grades K-5
829 Students

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

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