If the two properties were equal in all other respects except the detention regime, it'd be normal that the one closer to the beach is much less expensive precisely because it's a concession.You're not "supposed" to be able to own a beachfront home in Costa Rica anymore.

To grossly oversimplify, the city does not permit STRs north of highway 98 (there are exceptions to this), and they limit the occupancy to be 2 per Bedroom Plus 4 (i.e. my 5 bedroom in Destin can sleep 14 ppl).  

The only exception to that would be if the claim doesn't work out in a way that you think is fair.Public adjusters are paid commission based on what they "help you" collect.

Exception to this might be one-off stuff or things I was really picky about, or that I have existing relationships with good quality suppliers.

Buy a SFH and rent out every bedroom except yours.

At least in Ohio, the LLC is almost always worth using for property investors, EXCEPT when the investor resides in California, for the tax based reasons Michael discussed.

Thus even after rent rises due to supply and demand repairs remain the same initial cost based on 5% of the initial rent valueScenario B) Rehab is done and repairs are a flat value based on the post rehab rent price (let's say 2% of the rent value), and the repair price follows scenario A, except it’s just (hopefully) lower.

I sold off all my single family with the exception of the one 4-plex, which by the way, I just found out has a huge make-ready cost from the last tenant.

There can be exceptions.

The other option is to find your very own private lender (essentially just a person that has a large amount of cash themselves) and partner with them for the purchase or try to convince them to lend you money their money for similar terms as an HML except they do 100% financing.Either ways, run the numbers and weight out the costs and benefits.