The #1 website that has been servicing the Mid-Term Rental and monthly stay market for over a decade is MonthlyRentalsByOwner.comThey don't charge service fees (like the big sites VRBO & AirBnB), plus you get immediate direct communication with the guest.They only charge an annual subscroption up-front of $173/year per property, and that also gets you posted as well to their Snowbird website for monthly renters, www.AmericanSnowbird.com - all included in that one annual fee.

Hey @Holly Polf, I use my standard cell number to communicate with guests.

The bad ones communication will start to fade, they seem annoyed by the expectations etc.

One thing I do not care for is that the communication with tenants is not easy to do on the platform. 

If the problem is communicated quickly that gives just 3 hrs and 15 mins to solve it and perform clean up around it.

Since I live out of USA now for my job, I feel I am often taken advantages by our property PM companies with bigger maintenance bills, loose communications.

Honestly, I think the thing that has worked the best for me is forming great relationships with other agents in the area and being strong with my communication.

Using a property management system (PMS) enables you to bring automation to all major areas of Airbnb rental operation (cleaning coordination, guest communication, digital self-check-in, review requests, pricing, upsells, and finances)The bottom line a busy physician with a fairly high W2  can pass material participation tests (100 hrs AND more than anybody else), claim tax losses from his or her STR business and save 6 figures in taxes without working full-time in real estate. 

Bradley, the Bigger Pockets website lets you click on a person's name and then connect to them to communicate via private message/email.

Firstly, start with your states laws regarding Broker/Agent communication.