I gave too much trust on their conservative approach and how these "great deals" penciled initially on paper. 

However, given its design and commercial-like feel—originally built as a retreat center with a strong Japanese influence—I’m uncertain about the best market to target for a sale.I’m hoping that someone in this group might have connections or advice on how to approach selling a property like this.

Your plan to rely on landlord insurance and umbrella insurance for protection is a good approach while you’re learning.

This proactive approach can make all the difference in guest satisfaction.4) Flexibility: The vacation rental business can be unpredictable, with last-minute bookings or changes.

Depending on your answers to these questions, you might have a different approach.

But you get to glean differences in approaches and views.

They’re known for their team approach, offering comprehensive inspections and detailed reports.

He said both foundation guys are very reputable and do great work but have different ways of approaching solutions.

At the front of the house, the skirting is below grade; however, the grade slopes pretty quickly as it approaches the pond. 

Given your experience as a realtor and your willingness to bring in private investors, a combination of private money lending and perhaps a construction loan could be a strong approach.