One time we went on vacation and a neighbor was supposed to check the pool daily. 

This is a natural part of the boom/bust cycle of vacation rentals.

We do this in Reno, NV (not exactly a booming vacation market) by sharing pictures & proximity to Lake Tahoe, Truckee, hikes, rivers, shopping etc. and other local spotsGood luck and congrats on becoming a Superhost!

If/when you do move, renting your vacated unit will provide even more cashflow.

We pay payroll taxes and workers comp, we comply with state and federal laws regarding work place safety, PTO, vacation, labor laws et al.

Exemptions to getting a 2nd FHA loan per HUD handbook are:-Job relocation 100 miles away or in another state-Increase in family size-Vacating a jointly owned home (ie - divorce or the like)

You can even plan vacations that are written off if using the sandwich method by doing work on Friday and Monday for real estate and the weekend is there so you do vacation stuff so all lodging and travel can be written off. 

Unfortunately, relying on a "nice card" approach doesn't always ensure that tenants will vacate the property in good condition.

A vacation rental could generate higher returns but requires more active management.

Nowadays, people from all over the world vacation, work temporarily, move (with or without their business) and retire in the Costa del Sol.