Born in Havana, Cuba, Guerra moved to the United States soon after, ending up in the town of Perth Amboy, New Jersey. While growing up, she entered several fashion shows modeling swim wear, and has appeared in music videos.
Guerra's first national exposure came when she appeared in a lingerie spread for FHM in December 2002. The magazine later reported that following its publication, almost one-third of their mail was from readers demanding more photos of her. She was called back for more photo shoots and became "FHM's Model of the Year" in 2004. Since then, she has been featured in many magazines, including DUB, Smooth, Escape, and Open Your Eyes, often as the cover girl.
Guerra has made multiple appearances on several Spanish language television programs such as entertainment gossip show El Gordo y la Flaca (The Fat guy and The Skinny girl). She has also become a staple in music videos, appearing in "Shake Ya Tailfeather" (Nelly, P. Diddy and Murphy Lee, from the Bad Boys II soundtrack, 2003) and "The New Workout Plan" (Kanye West, 2004), in "Obsession (No Es Amor)" (Frankie J featuring Baby Bash, 2005) among others. In addition, Guerra has appeared in a commercial for Burger King's TenderCrisp Bacon Cheddar Ranch, a couple of sketches on Chappelle's Show (including "R. Kelly's '(I Wanna) Piss on You' Music Video", which spoofed the R. Kelly sex tape), and the film National Lampoon's Dorm Daze 2. She lent her voice to the video game Scarface: The World Is Yours.
In April 2005, Guerra's camera phone was allegedly hacked. Dozens of photos, including nude pictures, were widely disseminated on the Internet. Guerra said the nude images were of another woman, and that they had been mixed with genuine, non-nude camera-phone images of her to create the false appearance that she was the naked woman pictured. However, the head of her record label maintained that the nude photos were of Guerra and that she had deliberately leaked them as a publicity stunt. Guerra was dropped by the label over this incident.
Guerra was voted Number 26 in "F.H.M's Top 100 Sexiest Females" of 2005 and has twice been named the winner of the magazine's "Best Butt Award". She has produced her own swimsuit calendars (and accompanying "behind the scenes" DVDs) and a 2006 DVD titled Vida Guerra: Exposed.
The July 2006 issue of Playboy featured the first formal nude photos of Guerra. Part of her motivation for posing for the magazine, she said, was the camera phone incident; she wanted people to see what she really looked like naked.
The first song from Guerra's debut album, You Got Me, was leaked to the Internet on November 2, 2006.
In a July 2008 interview on The Jace Hall Show, she spoke about her show Livin' the Low Life, stating that "I didn't like it [low rider cars] at first, I mean, they were cool, but now that I did the first season I'm actually gonna get one."