Would you consider having a second home base?
I wish for travel to resume, but my expectation is that future travel will be equivalent to "long stays" where you live in another country for an extended period. For example, if you want to go to Mexico or Colombia, you order a AirBNB or make similar arrangement for a place for 2 months, then fly over and continue to WFH remotely there for 2 weeks while you quarantine, travel around the vicinity of your "base" for a few weeks then return home at the end of the trip and then quarantine for 2 weeks at home afterwards.
It is sort of like what snowbirds do. With WFH, it is technically possible to get a second home base and still work everyday.
My dream is to buy a home in tropical Asia, Thailand or Malaysia etc, but the time difference would make WFH impossible. My other idea is to buy a place in Central Americas or the Caribbeans. I have looked at a few countries and real estate is expensive AF, especially if you want an ocean view. I did some research and in certain areas, you only need an occupancy rate of 30% to cover the mortgage and expenses of your investment down south. With remote work becoming a trend, I think having a second home base could become more feasible as you won't have much trouble renting out your loft down south while you are in Canada.
Has anyone done this? What are the economics like? What are the good/friendly countries and cities to do this in?