Generally speaking though hard money isn't something I would recommend for a live in flip.

I can't speak to the Naples area but I know that Destin is one of the best short term markets in the country per a number of market reports I've read. 

Little pieces will break off and cut your arms and legs and it will get bloody quick, speaking from experience.

Ask as many questions pre auction as possible at county office and speak to local realtors about land sales.

@Taylor Brugna is the man to speak to.

I would have the tenant speak to their insurance agent and talk to yours before giving them anything out of your pocket.

The materials used in making these drive the quality and the cost;  - Particle board (and there are different grades of this) is the cheapest  - Plywood is better (again different grades)  - Solid Wood is best (and again different types)Water is the enemy of wood in general and cabinets specifically due to humidity and leaks so I prefer solid wood frame with plywood decks / shelves.

To break into the industry, my first step will be to speak to a friend of mine that has been a realtor for a long time, to see if he wants to go in as partners.

@Rob Barry keep in mind that this does not affect YOUR bottom line (relatively speaking).

I am primarily looking in the Falls Church/Arlington/Alexandria areas, but have also kept my eye on a few places in Fort Washington MD.My question is if I can partner with a "money" partner to qualify for a larger/higher quality purchase.