5
plotting(adjective, deceitful, wily, scheming, designing)
5
shifty(adjective, smooth, keen, sharp, deceitful)
5
sly
5
treacherous
4
duplicitous
4
guileful(adjective, smooth, sharp, negative, deceitful)
4
shrewd
4
slippery(adjective, negative, bad behavior)
4
wily
3
arch
3
artful
3
astute(adjective, shrewd, scheming)
3
contriving(adjective, shrewd, scheming, manipulative)
3
crooked
3
cute
3
deep(adjective, smooth, keen, sharp, tricky)
3
designing
3
dishonest
3
double-dealing
3
foul(adjective, wicked)
10 years ago|5.2k views|share |citing 
APASmart Define. (2016). machiavellian thesaurus. Retrieved September 29, 2026, from https://smartdefine.org/machiavellian/thesaurus/synonyms
ChicagoSmart Define. 2016. "machiavellian thesaurus" https://smartdefine.org/machiavellian/thesaurus/synonyms (accessed September 29, 2026).
HarvardSmart Define 2016, machiavellian thesaurus, Smart Define, viewed 29 September, 2026, <https://smartdefine.org/machiavellian/thesaurus/synonyms>.
MLASmart Define. "machiavellian thesaurus" 24 March 2016. Web. 29 September 2026. <https://smartdefine.org/machiavellian/thesaurus/synonyms>