From what I understand this area is quickly turning anti landlord.

@Rick Pozos You're right, thanks for a quick reality check and thank you everyone for all the feedback!

We have a local organization called the Green Apartment Network, that attracts tenants who value sustainable living. 

They will need some fixing like 10000€ cause the building is old (68') and they didn't fix anything since like 10 years so it will take a lot of work.These apartments (the 1st apt bedroom and balcony and the 2nd apt balcony have a full sea view and Heraklion is a tourist attraction so I'm thinking about going 100% on short-term tourists renting. 

YUP  I could have flipped this plat to DR for a quick 1 mil profit but we decided to build it out and that brought us an additional million plus in profit .. of course you have risk reward.. flipping to DR takes all the risk out.. but we were and are confident in this market and price points.. the over million market is slowing a lot of PDX or taking a breather as I like to say.. but the 350 to 500k is still robust and that's where we play

It's certainly not an easy or quick process but it can be an excellent way to literally build equity into your property and get a home designed just how you like it.

Another option is perhaps less attractive but if the money is added to your account over a couple of months and for a couple of months, you wouldn’t have to explain where it came from.

Most people move in the Spring or Summer, so if you want to get a tenant quickly it may be a good idea to offer move in incentives that will set your property apart.  

Since this LLC (or LLC's if you create more than one) would be a 100% child subsidiary of your jointly held Canadian corporation, retained earnings in the U.S.A. entity can be repatriated (on your schedule) to the parent while attracting little to no additional taxation from the CRA.  

A quick look on Airbnb shows a bunch of tiny homes at about $85 in New Bern, with multiple to choose from, meaning available and not yet sold out.