The Vacation Rental Key with T and T

Episode 5: From Finance to Five-Star Hospitality with Marco DiDimizio


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What does it take to create the #1 rated hospitality experience in America? Marco DiDimesio reveals the strategies that transformed the Candleberry Inn on Cape Cod into TripAdvisor's top-rated bed and breakfast for three consecutive years—an achievement that required far more than comfortable beds and good breakfast.

Marco's journey began with a career pivot from finance to hospitality, driven by an Italian heritage rich in hosting traditions and visits to over 30 different B&Bs as a guest. With business partner Angelo, they purchased an underperforming property with architectural promise, immediately investing in marketing while developing a service philosophy centered on becoming "superheroes" for their guests.

The magic of Marco's approach lies in his concept of the "personal guest"—collecting information before arrival to customize experiences, using breakfast conversations strategically, and turning problems into loyalty-building opportunities. He shares riveting examples of extraordinary service recovery, including driving guests to police stations after accidents and arranging transportation home when their car was totaled. These aren't just good deeds—they're strategic investments in guest relationships that generated 359 consecutive five-star reviews.

For vacation rental managers facing unique operational challenges, Marco offers practical adaptations of his high-touch approach. Quality assurance inspectors can double as experience enhancers by placing personalized welcome items based on guest information. Small farewell gifts (most under $1) create lasting impressions. And his partnership with marketing experts demonstrates how becoming the local authority through authentic content can attract guests researching destinations rather than simply accommodations.

Perhaps most valuable is Marco's staffing wisdom—hiring for attitude over skill, paying above market rates for quality service providers, and finding reliable team members in unexpected places (like the nuns from a local convent who became his most dependable staff). His advice to never use the word "discount"—instead offering "loyalty guest credits"—maintains perceived value while recognizing repeat business.

Ready to transform your guest experience from transactional to exceptional? Marco's proven strategies will inspire you to reconsider every touchpoint in your hospitality journey. Connect with him through InAdvisors or LinkedIn to learn how his expertise can elevate your properties to new heights of guest satisfaction and profitability.

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The Vacation Rental Key with T and TBy Tim

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