“Hotel” is where you’re going wrong. Airbnb style accommodation works nicely for setting up shop in the Caribbean for the winter, and working means you can aff

“Hotel” is where you’re going wrong. Airbnb style accommodation works nicely for setting up shop in the Caribbean for the winter, and working means you can afford to grab an entire apartment that’s set up however you like. “Hotel” also doesn’t really describe the places you stay when dirtbagging across Southeast Asia or similar. You can negotiate a long stay rate for a beach bungalow that either has a comfy table on the balcony or a chill shady bar with power and WiFi and a pleasant vibe during the day. I used to travel most of the year every year, and very seldom resorted to staying in places that resemble western business hotels (or, heaven forbid, a “Resort”.)