A lot of people seized the opportunity with students because of the medical school but that area is now saturated with over priced student dwellings.There is still a market for STR geared towards tourists but the competition has increased on the tiny island. 

Can you change the title, order of photos, edit the listing description, add a bottle of wine and goodies during low season to attract more booking.  

I am all for it though in tourist recreation areas for sure .. 

Set them up with a Wine bar and hors d' oeuvre's setup outside so they make more money. 

It is to my knowledge one of the wealthiest tourist driven towns.

We are also not in a tourist area so we rely heavily on Airbnb.

Towels get used on the shoes, fancy cutlery goes missing, no one wipes their feet, wine stains...

That being said, there are still a lot of opportunities to get properties with tourist licenses. 

I used to own a small bistro focused on craft wine, beers and bourbon/scotch in Washington state.

The property I am looking at has equity and only a purchase money loan (1st mortgage).I understand the basics, Wining the bid, gets me the deed subject to the existing loan.