To say that the Vanderbilt Commodores haven’t had much success against the Florida Gators would be an understatement. Since Florida became an every-year opponent when the SEC split into two divisions in 1992, and turned a sporadic game (the Commodores and Gators had played each other just 25 times prior to 1992) into an annual matchup, the Gators have owned the series: Vanderbilt is 1-25 against Florida in that stretch.
On the other hand, after mostly noncompetitive games when Steve Spurrier was at Florida (including, of course, the 71-13 destruction in Woody Widenhofer’s final season), Vanderbilt has at least come close in recent years.