Keep playing the game. You come to the desert as a natural progression of the game. I like the fact that the creator did that, since it prevents people from trying a speedrun fuckfest
I've logged 4 and half hours and still haven't come across it. I've completed Amy and have no clue on the landlady. I asked for help, not to be told to play more.
Go to the desert and do the desert missions you get the shovel in a mission that gives you skyler, called Digger, which is activated after completing the first race in the moonlight. I hope I've helped
May's house is before the desert as you go through the missions you unlock its location when the protagonist's mother brings you, talk to the protagonist's mother every day and give her gifts this will unlock missions to advance at least I did that and so I unlocked it