Bryant was signed as a free agent by the Tampa Bay Buccaneers prior to the 2005 season. In Week 16, against the Atlanta Falcons, he had a game-winning 41-yard field goal in overtime of the 27–24 victory. In the 2005 season, he appeared in 14 games and converted all 31 extra point attempts and 21-of-25 field goal attempts. Bryant and the Buccaneers made the playoffs where they were eliminated by the Washington Redskins in the Wild Card Round by a score of 17–10.