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Apartments for Rent in Winter Haven, FL with a Garage

266 Rentals
.
  9. 4 BEDS, 3 BATHS
    $2,095
    Total Monthly Price Total Monthly Price New
    Base Rent$2,095
    Required Monthly FeesNone
    Total Monthly Price$2,095

    3941 Warbler Dr

    3941 Warbler Dr, Winter Haven, FL 33880
    (833) 736-8264
  10. 4 BEDS, 2 BATHS
    $2,180
    Total Monthly Price Total Monthly Price New
    Base Rent$2,180
    Required Monthly FeesNone
    Total Monthly Price$2,180

    4766 Osprey Way

    4766 Osprey Way, Winter Haven, FL 33881
    (833) 736-8264
  20. Building Photo - 624 Honey Bell Rd
    3 BEDS, 2 BATHS
    $2,000
    Total Monthly Price Total Monthly Price New
    Base Rent$2,000
    Required Monthly FeesNone
    Total Monthly Price$2,000

    624 Honey Bell Rd

    624 Honey Bell Rd, Winter Haven, FL 33880
  23. Building Photo - 1756 2nd St NE
    2 BEDS, 1 BATH
    $1,600
    Total Monthly Price Total Monthly Price New
    Base Rent$1,600
    Required Monthly FeesNone
    Total Monthly Price$1,600

    1756 2nd St NE

    1756 2nd St NE, Winter Haven, FL 33881
  24. Building Photo - 1445 Wallace Manor Pass
    3 BEDS, 2 BATHS
    $1,800
    Total Monthly Price Total Monthly Price New
    Base Rent$1,800
    Required Monthly FeesNone
    Total Monthly Price$1,800

    1445 Wallace Manor Pass

    1445 Wallace Manor Pass, Winter Haven, FL 33880
  26. Building Photo - 715 Magnolia Pl
    2 BEDS, 2 BATHS
    $1,650
    Total Monthly Price Total Monthly Price New
    Base Rent$1,650
    Required Monthly FeesNone
    Total Monthly Price$1,650

    715 Magnolia Pl Unit 715

    715 Magnolia Pl, Winter Haven, FL 33884
  27. Building Photo - 2726 Rochelle Dr
    4 BEDS, 3 BATHS
    $2,100
    Total Monthly Price Total Monthly Price New
    Base Rent$2,100
    Required Monthly FeesNone
    Total Monthly Price$2,100

    2726 Rochelle Dr

    2726 Rochelle Dr, Winter Haven, FL 33881
  28. 3 BEDS, 2 BATHS
    $2,099
    Total Monthly Price Total Monthly Price New
    Base Rent$2,099
    Required Monthly FeesNone
    Total Monthly Price$2,099

    172 Inman Blvd

    172 Inman Blvd, Winter Haven, FL 33881
  30. Building Photo - 6204 BOTTICELLA Blvd
    5 BEDS, 3 BATHS
    $2,350
    Total Monthly Price Total Monthly Price New
    Base Rent$2,350
    Required Monthly FeesNone
    Total Monthly Price$2,350

    6204 BOTTICELLA Blvd

    6204 BOTTICELLA Blvd, Cypress Gardens, FL 33884
  31. Building Photo - 1417 Austin St
    4 BEDS, 2.5 BATHS
    $2,290

    1417 Austin St

    1417 Austin St, Winter Haven, FL 33884
  32. 5 BEDS, 2.5 BATHS
    $2,290

    368 Kayden Cv

    368 Kayden Cv, Winter Haven, FL 33884
  37. 3 BEDS, 2 BATHS
    $2,000

    1666 Ambar Ct

    1666 Ambar Ct, Winter Haven, FL 33881
  39. 4 BEDS, 3 BATHS
    $2,600

    628 Reggie Rd

    628 Reggie Rd, Winter Haven, FL 33884
  42. 3 BEDS, 2 BATHS
    $2,100

    680 Grove St

    680 Grove St, Winter Haven, FL 33884
Showing 42 of 72 results, Page 1 of 2

Winter Haven at a Glance

Average Rent

$1,330
(All bedrooms and property types)
Learn more about
Average Rent in Winter Haven
5

School Rating

out of 10 Rating
Learn more about
Schools in Winter Haven

Winter Haven, FL Apartments for Rent

Winter Haven earns its nickname "The Chain of Lakes City" from 50 connected lakes and canals flowing through the community. Anyone searching for apartments for rent in Winter Haven can choose from lakefront spots to downtown homes, with studios going for about $1,020 and two-bedroom apartment communities running around $1,516 monthly. The historic Interlaken neighborhood shows off colonial revival buildings, while newer developments bring modern living spaces that fit different budgets and tastes.

Renting in Winter Haven means year-round fun on the water—boating, fishing, and water sports across the city's lakes. Downtown's Central Avenue puts local shops and restaurants within walking distance of several residential areas. The city hosts Legoland Florida, a major regional draw built where Cypress Gardens once stood. Winter Haven sits in Polk County, right between Tampa and Orlando, with easy Interstate 4 access for anyone commuting to either city. The warm weather and waterfront views make it a smart choice for renters wanting affordable Central Florida living.

Renting in Winter Haven

Average Rental Rates and Apartment Sizes

Top Budget-Friendly Neighborhoods in Winter Haven

(For 1 bedroom apartments)

Education

GreatSchools Rating
Chain of Lakes Collegiate High

Public High School

Public
Grades 9-12
328 Students
GreatSchools Rating
Winter Haven Senior High School

Public High School

Public
Grades 9-12
2,635 Students
GreatSchools Rating
Jewett Middle Academy Magnet

Public Middle School

Public
Grades 6-8
569 Students
GreatSchools Rating
Westwood Middle School

Public Middle School

Public
Grades 6-8
669 Students
GreatSchools Rating
Denison Middle School

Public Middle School

Public
Grades 6-8
775 Students
GreatSchools Rating
Hartridge Academy

Public Elementary School

Public
Grades K-5
190 Students

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

Apartments for Rent Near Winter Haven

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