I am looking to get started in the world of vacation/short term rentals and would love some advice on how to obtain financing for my first property.The loan would need to include land purchase and construction costs of 3-4 structures (tiny houses/yurts/small cabins/etc).

Add that to the tiny chance of being sued if you act above board in the first place...I have LLCs for my commercial apt assets. 

WeeCasa in Lyons, CO got their approvals because they're operating a tiny home hotel.

Since I bought that tiny house 6 yrs ago, I got married and had three kids, so we are busting at the seams.

@Wayne Brooks this would be in mint condition, almost like a tiny home feel more than a mobile home feel.

They'd sell for $160,000-170,000, maybe a tiny bit higher, if it had a basement. 

We finally placed her coverage with some tiny off shore surplus lines carrier.

We want our tenants to call us in the middle of the night when there is even a tiny leak because this show us that our tenants care about their landlord's best interest in regards to preserving the property.

Right now, I only have my base pay and it's too risky in SoCal (at least I think so) because of how much even a tiny house costs out here!  

I currently live in a tiny town Grande Cache, Alberta where I manage an Environmental Contracting company working with First Nations, Oil, Gas, Forestry, Government and all the rest.My real estate experience is fresh at best but I am in a fantastic position to start with a nice piggy bank of life savings in the 10's of thousands, no debt, dual income with my partner and a fairly cheap rental situation at the moment.We have a wonderful opportunity with some land my partner was given on the Ontario, Quebec border aswell as some fantastic waterfront lots we have been looking to buy on West Coast Vancouver Island.