During this time we can decide if we like the area, while searching for other areas (perhaps less touristy) and if so, purchase an additional home in a traditional residential area and use the "vacation" home as a rental?

The house cost $80K, the first renovation was $57K and enclosing the patio was an additional $12K. 

In addition to managing properties I have a background in Marketing and can honestly tell you that lead generation isn't a magical fix-all term. it's a lot of hard work and often a big investment is needed to start seeing results.

Maintenance is an additional cost. 

Any additional inputs are very much appreciated!

Additionally, when talking "Cash on Cash" and Cap Rates with other investors, is it typically assumed that a Cash analysis on Cash includes the types of expenses I list below?  

The upside is the rents are below market value and there's an additional revenue opportunity with the parking spaces (they say there's 7, but it looks more like 4-5, realistically).  

I would tell them your concern about vacating and you having to eat the costs of an unexpected turn over and that you would like to help them with their new exciting addition to the family as much as possible.

I posted this in a different thread, but I'll add it here as well:If your business made payments to an independent contractor of $600 or more during the course of the year, you are required to issue a form 1099.

Being in project mgmt. you have probably have great time mgmt. skills which will help out a lot.Hope this helps and thanks for reaching out-You have a colleague request on its way, It would be great to have you as a local resource.Please feel free to reach out with any additional Q’s.