Venissa Santi is a young Cuban American vocalist based in Philadelphia. She's said her music is one-half jazz and one-half Cuban. And though the mixing of Cuban music and jazz dates back to the 1940s, Santi is on a very short list of vocalists who have taken on the musical challenge of mixing jazz and Spanish. To my ear, you can't always cut and paste English lyrics over a song structure that was written in Spanish, or vice versa -- it doesn't always work out mathematically. But I think she can.
On "Tu Mi Delirio," a very old bolero, she works rolling R's and multi-syllabic words into an uptempo, almost bebop delivery.