Mrs Clinton said Mr Trump had a 30-year history of "demeaning, degrading, insulting and assaulting" women.
Meanwhile, Mr Trump has branded Mrs Clinton "corrupt" and said she would "destroy American healthcare forever".
He told early Clinton voters with "buyer's remorse" they could change their vote in four states.
The clashes came as the fractious contest entered its final week, with opinion polls appearing to show the race getting tighter.
The prospect of a Trump presidency sent Asian financial markets tumbling - appearing to confirm some analysts' view that the markets believe a Clinton victory would bring more stability for the US economy.
Speaking in Florida - and appearing on stage with former Miss Universe Alicia Machado, who has previously claimed Mr Trump once called her "Miss Piggy" after she put on weight - Mrs Clinton said she had "learned way back in elementary school that it's not OK to insult people".
For her part, Ms Machado called Mr Trump "cruel" and said she had spent years "sick, fighting back eating disorders" as a result of the Republican nominee's comments.
Echoing Mrs Clinton's comments at a rally in Ohio, President Barack Obama said the Republican candidate had spent a "lifetime calling women pigs and dogs and slobs".
The focus on Mr Trump's treatment of women coincided with a new TV advert put out by the Democrats which showed archive footage of Mr Trump making remarks such as: "Putting a wife to work is a very dangerous thing."
The Republican nominee has faced a string of sexual harassment allegations in the last month, after a 2005 video tape that saw him making obscene remarks about women emerged.
He has denied any wrongdoing and threatened to sue those involved after the election.