Since we established that listings cannot be transferred they cannot directly add to the overall real estate value of a property.

I was wondering what everyone's experience with establishing a legal entity for REI has been like, and when do you recommend a person to do so?

We are transitioning into the US Market, and looking to partner with established and experienced developers. 

And frankly, you have similar or nicer beaches in well-established tourist destinations much closer so why would they bother?

FF is just one source and good for establishing a baseline of sorts, but I agree with you that it's going to be beneficial to market on other sites, including the OTAs.

Small unit, newer renter I will take personal references from neighbors etc. combined with an established job in the area or a new job with a strong employer in the area.

These places will be more expensive, for a reason.Now I do think that there is some opportunity in certain areas of upstate NY for short term rentals, however upstate NY is not a well established travel destination so your occupancy will probably be low and highly seasonal but this method is viable.

@Erick AcostaS-Corp can potentially save you on payroll taxes.There are costs associated with the set up of an S-Corp(election costs, payroll tax return costs, income tax return costs, etc).It only makes sense when the savings of the payroll taxes will be more than the administrative costs.You should definitely consult with your tax advisor on if it is right for you.

Aloha @Greg Teplansky, I use Anderson Advisors.

This entails carrying out in-depth market research, examining prospective properties, and drafting a comprehensive investment plan that details the risks and possible rewards.Establish Credibility and Trust: It's critical to establish credibility and trust with possible private lenders.