Lots of cash buying in the area.I have also seen some financing buys that must work out to be pure equity/appreciation gambles in that area.In the event that you DO fine a price point that works you will likely have to compete with a favored cash buyer.

I've never been a gambler, but a calculated risk shouldn't be seen as gambling. 

People tend to spend money to escape reality, STR provides that and makes it affordable when homes holds high occupancy.A good property manager will know which months are typically low for US audience (Feb/May/Oct) and have a good revenue strategy for the homeowner to increase occupancy (ie Feb = Brazilian tourist high season, May = cheerleading teams competitions, Oct = UK holiday season), in addition to dynamic pricing and list optimization.

Otherwise you're literally just gambling, not investing. 

It is popular with UK travelers.

I live in the UK and so far i am on my second management company.Any help and advice would be greatly appreciated.many thanksJohn

The short-term rental enforcement guy for the city says they're getting a lot better at catching folks, so it's a gamble on that front as well.Good luck!

But much like the stock market, you're gambling on an Apple or a Google, and may end up with a Theranos;) If you diversify, and one of the deals goes south, your losses will be offset, and you can get out and move into another deal.

Unless you just have loads of money to gamble with. 

I don't recall a city taking it harder on the chin than Vegas did, a place driven by gamblers and gambling.