You might want to do the BRRRR method which there is lots info described on this site.You have not indicated what state you're in. I

I may have something you could be interested in. I

They will give you more detail on the ins and outs of whatever type of investing you may be interested in. I

Not really sure if it works because the only person required to check in is the person who made the reservations so you don't see the rest of the group.

My go-around ten years ago was unpleasant (two evicted tenants in a row, each took six months) so I've been working up the courage to jump back in. I

This way I am cash flowing and also if I missed something or competition moves in, I have some cushion.Have you done a market study? 

There's not a ton of money in (I bought with FHA) but the property has appreciated and I've added value with renovations. 2.

I’m partial to Breckinridge and know it is a very well-established, heavily visited vacation area but because of that I know the cost to buy in is very high so I’m open to exploring other vacation areas that may be better investments such as Winter Park, Estes Park, Keystone, or any others that I may not be as familiar with.

I would like to think the market I'm in is good.

—The term “covered property” means any property that—(A) participates in—(i) a covered housing program (as defined in section 41411(a) of the Violence Against WomenAct of 1994 (34 U.S.C. 12491(a))); or(ii) the rural housing voucher program under section 542 of the Housing Act of 1949 (42U.S.C. 1490r); or(B) has a—(i) Federally backed mortgage loan; or(ii) Federally backed multifamily mortgage loan.(3) DWELLING.