After buying, renovating, leasing and selling here for over two decades, I can tell you that we are in a normal demand market, but with extremely limited inventories.  

This devalues the currency because of basic supply and demand, the printing of new currency units decreases the value of the existing currency units assuming the velocity of money exchanging hands stays consistent.  

Bozeman could keep building forever in the wide open spaces, which does mean that if the economy falters either nationally or especially locally, there could be a lot of Supply without enough demand... which could leave some boats on dry land!

I know of a great condo complex (Timberwood Villas) on the mainland that allows vacation rents with a high demand of repeat business and they start from $180k.As for Orlando, there is way to much competition from the hotels, the majority of Brits that come over only come for 2 weeks, as this is what the airlines restrict you too if you come over on a package.

Dont give the IRS what they want... gruggingly fork over what they demand.

You'll be amazed at how demanding and creative the GC will get with subs.  

It's a perfect storm of: demand, cheap, no other investors like them (buy what's hated), and no one finances them so sell with your own financing.  

From talking to my realtor and some property managers it’s sounds like the demand for Long term and short term rentals is high.

@Luke Davis,Never, never, never give into demands like that.Tell him that's not possible or realistic, but if he wants to be serious, you'd still be interested in purchasing his property. 

(of course depending how much work the house demands... of course).If it is an easy flip...