Rashi: It means 'How far (To what extent will they anger Me?' ¹

Seforno: It means 'Until what limit will I tolerate their putting Me to shame?'

Targum Onkelos and Targum Yonasan: It means ?Until when will they anger Me?'

Oznayim la'Torah (citing Midrash Rabah): The Torah only writes "Ad Anah" when something has happened twice - and indeed they 'angered ² Him twice; once when they described the Manna as 'Lechem ha'Kelokel', ³ and once here, where Hashem caused the Cana'anim to die in order to turn their attention away from the spies and they claimed that it is a land that kills its inhabitants.

Rashi: He meant that having witnessed all the miracles that Hashem performed with them, they should have believed that He was able to fulfill His promises. ¹