VRS277 – Hospitality with Heart with Billy O'Sullivan of PMI Vacation Rentals

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We hear the words ‘Responsible Rental’ but what do they mean? From the perspective of Billy O’Sullivan, Director of the vacation rental division of Property Management Inc, they encompass transparency, hospitality, professionalism, and integrity. In this episode, we explore the qualities needed to run a successful short-term rental business in this dynamic market, and Billy explains his philosophy behind his 20+ years in the industry from real estate to ownership and property management.

More recently Billy has invested most of his time working with PMI franchisees across the US, Costa Rica and Malta and it’s clear his enthusiasm, motivation, and drive contributes to the growth of the PMI communities.

In this episode we hear about:

  • The importance of a handshake and a smile
  • What’s in the basket that Billy shows the neighbors?
  • Why over-communication can save on misunderstandings
  • That using a guests favorite communication method can make a big difference
  • Using digital guidebooks to plant seeds early in the process
  • Hospitality at heart and hospitality with heart

About Billy O’Sullivan on Property Management Inc

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Those Vacation Rental Charges are Ridiculous (Article on

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