Dated NHL Athlete Sergei Federov. Dated Ice Hockey Player Pavel Bure. She currently dates Spanish singer Enrique Iglesias.

Kournikova never won a WTA singles title but won 16 doubles WTA titles, including 3 Grand Slams. Kournikova's highest single ranking was #8, highest doubles ranking was #1. Consistently ranked in the top 20 in the WTA tour rankings, Kournikova was named one of People Magazine's 50 most beautiful people in 1998, 2000, 2002 and 2003. She was voted hottest athlete for consecutive years on espn.com. In 2003, readers of FHM magazine voted Anna the sexiest woman in the world.

22 May 2002 (WENN) Penthouse magazine has settled a lawsuit over its use of topless pictures it mistakenly said were of tennis babe Anna Kournikova. Judith Soltesz-benetton sued after pictures of her were published and promoted as photos of the Russian beauty. The amount paid to her was not disclosed by Penthouse's owner, General Media Communications, but she was seeking a massive $10 million in damages.