Originally Posted by
arollins
but you might also try checking craiglist housing section for short term rentals to get an idea on prices. I'm not familiar with DR, but I was born and raised in Puerto Rico and visit it often. It also offers more flights to the US than what DR does, and has pretty much everything you are looking for, gym, language, transportation. etc. However, I've heard that living in the DR is certainly cheaper. St Thomas is also a possibility.
Thanks for the suggestion, makes good sense. From the research I've done in the past few days it looks like I shouldn't have a problem hitting my price target in most places in DR.
As for Puerto Rico/St. Thomas, for tax reasons I can't work in the United States, which includes the US's Caribbean territories. Anywhere else in the Caribbean or Latin America is fair game, however.