In the realm of real estate investments, the short-term rental loophole offers a unique opportunity, subject, however, to certain rules and regulations.

They offer free webinars pretty regularly so I recommend you check it out. https://www.baselane.com/

The key is knowing what type of traveler is looking for the type of property you're offering in the location you're in.

Making an offer on another 89 acres.  

How do I go about determining what to offer and what figure is fair?

What are your thoughts on buying with cash to be competitive with the offer in a multiple offer scenario and then finance the property immediately after closing to get the cash back?

On market deals are tough, but there are great deals on the MLS and you also do not have to offer what is listed - if you see a property that works out with a lower offer price, you can simply put in an offer.

It took a while to get right - but we've had consistent success using a mix of research, mindfulness towards our neighbors/neighborhoods, conversations with cities, legal discussions, and as a worse case fallback is converting the home back to a single-family property and where we offer to manage it for a discounted price since it is a tough situation for all involved (this is very rare).Hope that answers your questions/concerns - let me know if I can provide any additional info as well.

To make an informed offer: You must know gross potential revenue, recent collections, and landlord provided utilities to make an offer.

When interviewing brokers, you can confirm the technology brokers offer for market research and property evaluation.