I guess I'm stuck with them for 1 year (or I guess I could spend $2100 to boot them). 

Have some buffer in your estimate (you will always go above your budget 90% of the time).Your builder is the real MVP here.

This will give you an idea of traveler's budgets and what's in demand in your area.As far as design and photo recs, connect with those in your market to get referrals from other MTR (and STR) operators.

If you are looking for property in San Diego that is going to have good initial cash flow, you are going to either have to identify an obscure value add or expect to spend a lot of time and effort to find good off market purchase (most off market offers are not great). 

Depending on your budget, Cambridge can be a great rental market.

Check out The Ultimate Guide to Grading Cleveland Neighborhoods before spending any money on a Cleveland rental property.

They aren't spending their own money, so they are less likely to take care of the rental or follow rules.

The airport had the buildings (from when federal gov turned the land over to the Airport Authority after WW2.) and allowed the current "owner" to spend a few $M improving the buildings.

This will fit your budget.

Is this an amenity worth spending $$ on?