Entourage play tennis here — and try to win (5)
I believe the answer is:
court
This clue is a triple definition!
'entourage' is the first definition.
(I know that court is a type of entourage)
'play tennis here' is the second definition.
'and' acts as a link.
'try to win' is the third definition.
(I've seen this in another clue)
(Other definitions for court that I've seen before include "Assembly to conduct 12 across" , "legal building" , "Attempt to gain" , "Hall of justice" , "Woo - where tennis is played" .)