We asked Traveler's insurance (our provider) if they could add the entity as an additional insured, and they were unwilling.

I have been traveling on the road a lot this summer and began obsessively listening to the bigger pockets podcast.

This kind of service  helps owners with the advertisement(s) of their vacation rental property as well as handling all communications with travelers before, during & after their stay, handles payment schedules, send rental agreements, communicate with the housekeeping/maintenance staff and follow up with the guests to request that they submit a review of their stay at your property.

Our long-term goal is to have multiple units that allows us to invest full-time, retire early and travel as a family. 

@Margot BaldwinAs mentioned earlier, you are leaving a lot of information out for people to make an informed decision.i am not even sure how people are already commenting that you are in a great position without knowing all the facts.If we are talking about retirement, at the very least, we would need information such as the living expenses that you plan to spend on a yearly basis(living, food, entertainment, gym, travel, etc).Rental income of $5,300 a month appears to be gross.

Account Closed what part of TN are they traveling to?

I'm traveling right now so may not be able to get to it for a bit, but shoot me a PM so I have it when I get back.

Traveling professors, students, parents, nurses, patients, patient families all have a need for short term furnished rentals.

Short term rentals are not allowed in Thornton (except rooms within your primary) but you might be able to get your premium by renting as a furnished rental to traveling nurses (as long as the lease term is over 30 days as per Thornton STR regulations) or some other similar "outside the box" strategy.

i travel quite often for work, and due to the nature of my work i don't have to be in any specific part of town.