I am also curious if anyone has worked with a US bank and leveraged RE to finance RE in foreign countries- Will love to hear opinions, advice, and ideas on how to make this happen.

Likewise, partnering with an investment-friendly title company is crucial.

During that time many homeowners block the rest of the dates and have the new PM company create the new listing and gather bookings in.

My plan would be to actively manage the new property and hire a property management company to manage the first property. 

Another way to find a property management company that knows those zip codes is to search rentals in those zip codes on Zillow or HAR and see who has many listings and see how they are presenting the property to the public with their pics and description of the properties.

KBKG was the first company ever to launch a self service software for properties this small and it has been through IRS audit numerous times.

I can't recommend you one company but if you search in google you will have a popup of some.

We would like to do it all legally with plans approved by the town.Any recommendations for an architect / company that can assist us with this project? 

People are still buying the RE because of the other benefits such as value ad upside, leverage, tax benefits, etc.

Get data from your title company or RE agent showing average DOM (days on market) for listings in your subject property area, find out how many homes are currently for sale, pending and sold today, 6 months ago, 1 year ago, 3 years ago.