Is this host only allowing bookings a certain date into the future, and I'm assuming you can adjust this around a bit? 

Maybe you want a higher price, different terms, or some adjustments to the deal.It's all part of the negotiation game, where both sides try to reach an agreement that works for everyone.

I would not recommend transferring property into a new entity immediately prior to sale in order to adjust the tax paying entity.  

Festivals, college graduation, fishing tournaments etc.I adjust my price through out the year based on demand, events, and time of year.I have accounts at Homeaway (also searchable on VRBO) and AirBnB.Homeaway and VRBO blows away the bookings I get on AirBnB for vacation rentals so I would use the data from here primarily.You can also check local Craigslist ads  for properties similar to yours to see what their pricing is.Also look at their requirements for security deposits, pet fees and cleaning fees to she what you should be charging for these also.Once I started getting reviews on Homeaway my calendar started staying full.I charged on the low end to get more reservations in the begging and once I had several 5 star reviews then I started charging on the high side.

you'll need a portfolio or commercial lender who is typically a local community bank or credit union since conventional max cash out on 2-4 unit is 70% LTV.In WA state I know commercial lenders who go to 80% LTV on cash out with 30 year amortization, 15 year term, 5 year fixed, adjustable every 5, with 1 point in loan cost.

They stated that it was "superior" to mine and would not make an adjustment for it. 

Tell them that you can no longer pay (don't stop paying on the mortgage without consulting a lawyer) and you need to get that adjustable rate loan down to a manageable fixed rate.

Some may disagree with that but I've got better things to do with my time then to chase non-motivated sellers.now of course I'm talking along the lines of Sub2's, once I've decided that it's worth 5 more minutes of my time I'll ask about their mortgage:lender, type of loan, % rate, length of time in loan, PITI, ballon date, adjust date.I believe in Sub2 investing the mortgage is as important as any other aspect of the strategy simply b/c it revolves around the mortgage numbersI'm not sure if that was of any help, but I decided to cut it short of rambling on.Matthew...............quit being 'not serious' and join the darkside!!

I charge 10% after the 5th..Tenants automatically include with rent(only waive 1st )...

Or adjust to knowing he is going to be around.