Hot answers tagged accommodation
To bring this question to an answered state, I have a good friend in Malta who lives in Valletta and has a vacation flat in Birzebbugia. I put the question to her exactly as you asked it. Presumably by 'city' and 'harbour' you mean Valletta. You cannot rely upon walking through the city to find vacant rooms. You may luck out or may not, but in Valletta ...
The signage will be more than adequate given your proposed route. It's well travelled. Problems with signage will occur between November and June when they are insufficiently lit and the weather limits visibility. There's some free B&B locator apps (also commercial grade) for the UK and ROI that you may wish to install before leaving.
There's no one answer to this question applicable to every place on the planet and, really, it's just common sense. :) Every big city will have service providers that can get you a long-stay, at a price, but for less then the cost of a hotel. If you speak the language and can put in the time, finding your own place will obviously be cheaper. AirBNB and ...
My suggestion is to book something for 1-2 weeks on airbnb, at a hotel or hostel, or something similar. Then, during your first couple of weeks there, make some connections and look for people renting a spare bedroom. I've never been to Colombia, but I've done this in Mexico, Portugal and Cuba with good success. How to find rooms for rent varies greatly ...
Only top voted, non community-wiki answers of a minimum length are eligible