The Vacation Rental Show, Hosted by Lynell Gordon
Building Guest Loyalty Through Cleanliness and Communication with Ann Marie O’Rourke
February 11, 2026
Ann Marie O'Rourke transformed Sandpiper Management from the ground up by focusing on what matters most: cleanliness, communication, and customized service. As owner of this boutique property management company serving Kiawah Island and Seabrook Island near Charleston, Ann Marie has built a business model that balances exceptional guest experiences with unwavering owner loyalty. In this episode of The Vacation Rental Show, hosted by Lynell Gordon, Ann Marie reveals the bold decision that changed everything: replacing her entire cleaning team and paying staff more to ensure five-star cleanliness standards. She shares how handwritten notes, local recommendations, and personal touches create repeat guests who eventually become property owners themselves. Ann Marie discusses the challenges of balancing owner and guest needs, the importance of transparent communication, and why treating each property as a unique investment rather than a one-size-fits-all approach has become her competitive advantage. This episode is sponsored by Lynbrook Group.

In this episode of The Vacation Rental Show, host Lynell Gordon speaks with Ann Marie O'Rourke, owner of Sandpiper Management, about building a boutique property management company through superior cleanliness standards, transparent owner communication, and personal touches that create repeat guests who eventually become property owners themselves.


What You'll Learn:


Ann Marie O'Rourke purchased Sandpiper Management without traditional property management experience, bringing instead a background in clinical social work and freelance writing. Drawing on her father's forty years in commercial cleaning, she understood the difference between appearing clean and truly clean. She made the bold decision to replace her entire inherited cleaning staff and pay new teams more than competitors, betting that superior cleanliness would drive profitability for everyone. Six years later, many original team members remain, creating consistency that generates reviews consistently stating "this is the cleanest property I've ever stayed in." Her company now manages properties across Kiawah Island and Seabrook Island near Charleston, South Carolina, competing successfully against larger corporations by focusing on quality over quantity and relationships over scale.


This episode is sponsored by Lynbrook Group.

If you enjoyed this episode, make sure to:

👉 Apple - https://apple.co/3lYc2gU
👉 Spotify - https://spoti.fi/3InYanV
👉 Fame Host - https://bit.ly/hwg-podcast
👉 iheartradio - https://ihr.fm/3Z8qqlg
👉 RSS - https://feeds.fame.so/the-vacation-rental-show






The Vacation Rental Show is handcrafted by our friends over at: fame.so

Previous guests include: Jim DeVos of Best Beach Getaways, Stacy Wesson of Cascara Vacation Rentals, Michael Friedman of The Simple Life Hospitality, Steve Caron of Inhabit, John An of TechTape, Jessica Gillingham of Abode Worldwide, Justin Ford of Breezeway, Mahwussh Alam of One Perfect Stay, Sofia Rossato of Inhabit, and many more.

Check out the three most downloaded episodes:




Got a question for The Vacation Rental Show?
Our host, Lynell Gordon, is answering your vacation rental questions in our new segment: Ask Lynell.

Whether you’re navigating pricing strategy, owner retention, tech stack decisions, franchise growth, or operational scaling — no question is too big or too niche.

Submit your question in writing, audio, or video — whatever works for you. Lynell and her industry expert guests will select real questions from property managers like you and answer them on the show.

👉 Submit your question here: https://lnkd.in/eFy_6ssW 

Tune in to hear your answer featured on The Vacation Rental Show.


Are you a vacation rental industry leader looking to share your expertise? We're seeking innovative voices to join our conversation about growing and scaling vacation rental businesses.

The Vacation Rental Show reaches thousands of property managers worldwide. We're particularly interested in perspectives on:

  • Scaling your vacation rental portfolio
  • Optimizing guest experiences
  • Revenue management strategies
  • Industry trends and market insights

Express your interest in being a guest →