The Vacation Rental Show

Building Trust in Luxury Vacation Rentals with Casey Alderman


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When hurricanes strike repeatedly and booking windows collapse from a year to two weeks, how do property managers not just survive but build stronger operations?


In this episode of The Vacation Rental Show, host Lynell Gordon speaks with Casey Alderman, Property Manager at Parsley-Baldwin Realty, about transforming crisis management into competitive advantage while maintaining luxury service standards on Florida's exclusive Boca Grande island.


What you'll learn:

  • How proactive hurricane preparation weeks in advance builds unshakable trust with homeowners and simplifies post-disaster recovery
  • Why personal relationships and genuine connection drive guest loyalty more than property amenities or competitive pricing
  • Creative pricing strategies using length-of-stay pricing and flexible scheduling that protect market value without rate slashing
  • The personality traits and cultural fit factors that matter most when hiring for white-glove luxury property management
  • How technology automation frees hours weekly for relationship building while maintaining operational excellence
  • Practical adaptation strategies for navigating shortened booking windows and unprecedented market disruption


Casey Alderman serves as Property Manager at Parsley-Baldwin Realty in Boca Grande, Florida, where she has spent the last two years navigating what she describes as "unprecedented event one after the other." With eight years of property management experience spanning university housing, apartment complexes, and luxury vacation rentals, Casey has refined her approach through Hurricane Ian, COVID-19, Hurricane Helene, and Hurricane Milton. Her leadership on the boutique seven-mile island, where competitors are also close friends and celebrity guests expect exceptional service, has proven that relationships matter more than revenue and adaptability beats complacency every time.


In this conversation, Casey shares how she transformed typical reactive hurricane preparation into a proactive system with customizable checklists, pre-storm photography, and transparent communication that proves invaluable when post-storm island access is delayed for days. She reveals why she values people over profit, how she maintains personal connections with guests in her free time, and the creative strategies she employed when booking windows compressed dramatically. Casey's philosophy of continuous enhancement and her refusal to accept boredom as acceptable make her insights essential listening for any property manager facing market challenges.


This episode is sponsored by Lynnbrook Group


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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, Lisa Stinnett of Inhabit, and many more.

Check out the three most downloaded episodes:
  • Vacation Rental Stories: Episode 63 - Driving Innovation and Partnership
  • Homeowners Become Family with Michael Godfrey, Owner of Michael’s Vacation Rentals
  • Life in Maui as a Property Manager with Scott Jordan, Owner of Maui Life Realty

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

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