Career
Leeds United
Capped at Republic of Ireland youth and Under-18 level while playing for Cherry Orchard, Bayly made his debut for Leeds United as a substitute in an English League Cup match against Southend United on 24 October 2006. On 26 October 2006, Bayly signed a professional two-year contract with Leeds. Bayly made his full debut in the final game of the 2006-2007 Championship season away to Derby County.
However, it was a debut to forget as he was shown a straight red card after appearing to attempt to headbutt Craig Fagan, although no actual contact was made.
Bayly was released by Leeds early on during the 2008–2009 season despite featuring on a few occasions for Leeds during pre season. During his time in England he also played for the Republic of Ireland U19"son
Sporting Fingal
Bayly joined Sporting Fingal before the start of the 2009 League of Ireland First Division season. Despite a successful season at Sporting Fingal, Bayly parted company with the club at the end of the season.
Shamrock Rovers
Bayly re-joined Shamrock Rovers in 2014
Bohemians
In February 2011, Robert signed for Pat Fenlon"s Bohemians just in time for the new season.
"Boccer" made his debut for the Gypsies in a Setanta Sports Cup match against Portadown on 1 March but due to suspension would have to wait til the fourth league game of the season until he could make his league debut for the club This came in a 1–0 defeat to Galway United at Dalymount Park. He scored his first goal for the club against Shelbourne on 25 April in an EA Sports Cup tie at Tolka Park.
Bayly left Bohemians in October 2011 after 26 league appearances for the club
His last appearance came against Shamrock Rovers on 5 October in a 1–1 draw. Monaghan United
In December 2011, Robert signed for Roddy Collins" Monaghan United team
On 18 June 2012, the club announced their withdrawal from the League of Ireland and all of their playing staff were released by the club Longford Town
Robert joined Longford Town on 26 July 2012.
He was released at the end of the 2012 season.
Shelbourne
Bayly joined Shels in January 2013
Cliftonville
Bayly joined Cliftonville in January 2015 and was released in June 2015 after a number of poor performances with champions Cliftonville finishing 5th. Return to League of Ireland
In July 2015, Bayly returned to the League of Ireland by joining Drogheda United. Cliftonville
Company Antrim Senior Shield: 2015
Northern Ireland Football League Cup: 2014-2015
Shamrock Rovers
League of Ireland (1): 2010
Sporting Fingal
FAI Cup (1): 2009.