The Vacation Rental Show
Building Trust in Luxury Vacation Rentals with Casey Alderman
November 11, 2025
When booking windows collapse from a year to just two weeks and hurricanes strike repeatedly, how do luxury property managers not just survive but thrive? Casey Alderman, property manager at Parsley-Baldwin Realty in Boca Grande, Florida, shares her proven strategies for navigating unprecedented market disruption. In this episode, Casey reveals how she transformed disaster preparation into a trust-building advantage, maintained premium pricing without racing to the bottom, and created guest loyalty that transcends property amenities. Operating on a boutique seven-mile island where competitors are close friends and celebrity guests expect white-glove service, Casey has mastered the art of adapting while staying true to core values. From proactive hurricane checklists to creative length-of-stay pricing, Casey offers actionable insights for property managers facing their own market challenges. Her philosophy is clear: relationships matter more than revenue, complacency kills growth, and there's always something more you can do to enhance your operation. This episode is sponsored by Lynnbrook Group.

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:


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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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.

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