The other 2 need normal “make ready” and some handyman level repairs. 

They have a ton of Wall St cash that's being gambled as in 401Ks

It takes a lot of phone calls and asking around, but you can normally find a local or regional bank that is willing to work with investors on these types of properties.Mike

Normally, they only allow annual rentals and not seasonal rentals or make very strict guidelines around seasonal. 

The owner gets to avoid or eliminate the capital gains tax they would normally owe on the sale, and they can also take a deduction based on the fair market value of the property.

@Lea Oberberger,It’s completely normal to feel some anxiety around your first purchase.

The key is taking the expensive lessons and turning them into rules you never break again.If you’ve still got the capital, the energy, and a smarter plan for the next one, you’re not gambling, you’re adjusting.

Not a gamble.  

For normal move outs that's about what a unit turn costs where the house was previously in decent shape. 

Update Your Pricing for Every Host City Match DateThis is the big one.You are not looking at a “busy weekend event.”You’re looking at multiple waves of global demand.These dates are high-value, high-competition, travel-heavy booking windows.If your calendar is still showing your normal rates… you’re done before you’ve even started.Why this matters:Fans travel in groupsThey book fast once fixtures dropThey’re willing to pay premium ratesThey stay longer than you thinkLocal supply dries up ridiculously earlyDon’t be the host who leaves thousands on the table simply because your calendar still shows your shoulder-season pricing.2.