or would it be a destination park with lots of amenities and higher overhead? 

I own several STRs (although they are destination based, not urban) and they can be great.

I would stick with NY for the following reasons:1) close to more population2) lower cost3) smaller places in general are holding up better to slowdowns4) Topton isnt close enough to the smokies, or Asheville, or Atlanta, it’s in the mountains but not seen as a destination for mountain activities

Whereas getting residential loan on a place out of state may just be easier, in some cases.Out of state, can be great, though cat's out of the bag on Bozeman, MT/Asheville, NC/Burlington, VT charming destination places so you would have to be creative there anyway.

The city’s attractive location and high quality of life make it a sought-after destination for many homebuyers.The importance of investing in Brea’s real estateInvesting in Brea’s real estate can be a smart decision for a number of reasons.

I am wondering if anyone is experienced in analyzing foreign markets and what I can do to figure out if buying DR makes sense compared to other Caribbean destinations and also what town within DR make the most sense. 2.

I would note that you can make great money in the height of Summer in a seasonal vacation destination but do account for your property taxes and mortgages during the months that it is cold and not as busy.

Without knowing the area of your property, my suggestions would be to really think about your area as a destination.

Unlike some other international holiday destinations, your clientele will be mostly Brazilians so you won't be much affected by border closures. 

They tend to be tourist destinations and still protected under similar laws as the US