Hi BP,I'm actually making this post on behalf of my father who is currently seeking an investor(s) for a development deal consisting of 6 single-family homes in a gated golf community 15 min from a popular Colorado ski resort.

Like a glamping resort type of thing.You would have to build a business plan and apply for an SBA business loan.

I'm an experienced multifamily syndicator looking for a no-maintenance "coach home" in a resort-type gated community, specifically, Lakewood Ranch Florida or around there.

Are you doing short term rentals mostly because of resort?

Most major cities are going to have a more cyclical market while more rural cities and small towns (resort towns excluded), tend to be more linear.

I hear a lot about Windsor Hills and Championsgate, but does anyone have experience with buying an house in the Margaritaville resort near Four Corners?

Like an NFL player is all about football.

Insurance should always be a last resort, not a primary defense. 

Purchase price: $149,900 Cash invested: $50,000 Short term beach rental in the Litchfield at the Beach resort. $10K spent on upgrades to flooring, furniture, kitchen, and paint.https://www.airbnb.com/rooms/53046667?

Invest in DST - Probably a last resort since I don't know much about it and seems more illiquid than the other options.