I'm open to most methods of investing but plan long term to pick up buy and hold properties (if the market is friendly for it).

Cash buyer's list has grown beyond my primitive "cut-and-paste" methods. 

I would set up all legal structures myself, but curious if the numbers-running process is different for seasonal rentals.Any advice for how this might reasonably be structured?

You need, however, to learn how to structure these deals properly, use a qualified syndication attorney so you don't get sideways with the SEC or your state regulators, and to build a network of investors.Building the network of investors first is the critical step.  

One way to get around some of this is to physically connect the two structures with a covered walkway or similar type structure.

You will want to talk to a CPA though about what exactly that would mean for you, and how to structure everything (capital contributions, loans, etc.) to achieve the results you are looking for.The attorney is probably even more important to talk to in this situation. 

There is always the 2 policy method.

My goal in real estate is to acquire multi-families using the BRRRR method over the next 15 years or so, and I'll see what happens from there.

It’s a great method for acquiring properties with minimal capital, but I prefer a 1038 for more doors (just my opinion).

How do you structure your deals?