Quote from @Nicholas Cavato: Each deal is a learning lesson even if you win on the deal, or you lose on the deal.

But at the moment i would lose money if i sold the property. 

Additionally, make sure to look at the risk involved as far as losing your nest egg, or part of it.Good Luck!

We're not looking at anything stagnant or losing equity without an insurable event.

Risk is that if you don't do location + deal due diligence properly and work with incompetent contractors, you lose money.

They find a great deal but lose time because their funding wasn't lined up properly.

If you are looking to use it as a personal vacation home as well, you should know going in that you are going to lose money, IE it is not going to break even.

With most densely saturated and populated areas tightening nightly rental rules & regulations - an area of growing emphasis will be cottage cluster boutique motel/hotels (often at $100K-) per unit that are zoned and intended for high-density usages. 

Real estate can still be great long-term, but try to structure it without losing your tax advantages on the front end.

Keep grinding and don't lose hope and the right deal will come.