
Another standout performance in her filmography is her portrayal of writer Anaïs Nin in Henry & June (1990), directed by Philip Kaufman. Her nuanced and sensitive interpretation of this complex historical figure brought depth to a narrative exploring love, sexuality, and artistic creation.
In 1994, de Medeiros was awarded Best Actress at the Venice Film Festival for her role in Two Brothers, My Sister (Três Irmãos) by Teresa Villaverde. With a filmography of over 100 titles, she has worked with an impressive roster of directors including João César Monteiro (who gave her her screen debut at age 15 in Silvestre), Chantal Akerman, Susanne Schiffman, Manoel de Oliveira, István Szabó, Bigas Luna, Abel Ferrara, Antonietta De Lillo, Isabel Coixet, and Guy Maddin. Her screen partners have included Mark Ruffalo, Isabella Rossellini, and Charlotte Rampling. She also has an extensive background in theatre.