I am currently self-managing the property but I'm considering switching to Stessa rental management software for it's advertised "Landlord Banking".

Property management is one of them. 

Does anyone have a recommended property management agency in St Thomas and/or St Croix?

Would you be managing the multifamily yourself?

HI Josh, Condos are nice and easy to manage, however this could limit you from expanding your portfolio in real estate, if you are trying to grow and have multiple rentals in the near future.

She's a pilates instructor and a sales director for a major hotel brand and I manage software accounts west of the Mississippi and abroad.

I’m unemployed at the moment and will be an active manager.6.

Our property management software automatically sends reminders to my tenants.

Thank you all, i am still troubleshooting.from my experience so far it is not the IPM(integrated property management) software that is the problem, it is just the way VRBO is designed to work with these IPM that causes the issues.

There are humans out there that will happily share their experience, strength and risk management, find those people in your local market.