These five players have left indelible marks on the North London club.
Tottenham Hotspur have managed to attract some of the biggest names in world football since the inception of the Premier League and, whether for a season or more, these players have done much to enhance the standing of the North London side.
When attempting to produce a precise list of some of the very best, many names come to mind and glaring omissions are inevitable, such is the quality that has graced the club over the years.
Here is our list of the five best midfielders to play for Spurs in the Premier League era:
5. Jermaine Jenas
He may not have made the most noise but Jermaine Jenas was a very impactful player for Tottenham during his six-year run. The former England international was a traditional central midfielder, able to provide support to both defenders and forwards alike, and some of his performances could outshine many on his day.
Jenas played a key role in Tottenham's last trophy win, setting up Jonathan Woodgate's winning goal against Chelsea to secure the 2008 League Cup, the club's first trophy in a decade. His contribution to the side, therefore, can never be denied.
4. David Ginola
The enigmatic Ginola joined Tottenham from Newcastle in 1997 and wowed the White Hart Lane faithful across more than a century of appearances until his departure in 2000.
Despite only scoring 22 goals, the Frenchman was an influential figure within the squad and the magic he could produce on the wings was unrivalled throughout the world.
He won both the PFA Player's Player of the Year and FWA Footballer of the Year in 1999, and Spurs fans have continued to show Ginola the utmost respect and fondness.
3. Rafael van der Vaart
Rafael van der Vaart
There was something very special about Rafael van der Vaart's brief run with Spurs. Joining the club in 2010 after an unsuccessful spell at Real Madrid, the Dutchman must have felt he had something to prove, and was the shining light of a transitional Spurs side under Harry Redknapp.
Van der Vaart wowed the Premier League with an impressive 13 goals in 28 appearances in his debut season, scoring some of the most memorable goals of that year, and followed it up with another 11 strikes the following year.
On his day, the former Hamburg star was unbeatable and it wouldn't be too far-fetched to say that he had one of the best spells of his career in a Tottenham shirt.
2. Luka Modric
Luka Modric (L) and AC Milan's Alexandre Pato
Croatia international Luka Modric has gone on to hold down a place at Real Madrid, but he undoubtedly blossomed into the player he is now at Tottenham.
The creative lynchpin of the North London club from 2008 to 2012, Modric could be relied on to funnel balls further up field for the strikers to attack, and the effortlessness with which he did this was admirable.
Always a hard worker, Modric found his way into the hearts of Spurs fan with his no-nonsense style of play, and ease at commanding both the defensive enforcer and creative playmaker roles.
His departure in 2012 was a heartbreaking moment, but the club will be happy to have honed the talents of such an exceptional player.
1. Gareth Bale
Few footballing transformations have been as spectacular as the rise of Gareth Bale, and Tottenham can take full responsibility for his ascend.
Brought to the club from Southampton in 2007 as a young and talented left-back, the Wales international worked hard and soon switched to a winger, and his performances was the stuff of legend.
He took the world by storm across the last three seasons of his career with Spurs, helping the club reach the Champions League in 2010 and announcing his arrival on the world stage with a hat-trick against then-holders Inter Milan.
In his last season with the club, Bale swept the awards board winning the PFA Players' Player and Young Player of the Year, and the FWA Footballer of the Year, before a world-record switch to Real Madrid.
For his impact on the side and accomplishments, Bale must surely be seen as Spurs' greatest midfielder in Premier League history.