From Hurricane Loss to 70 Rentals: Scaling STR Business

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Published: January 9, 2026
Hosting Operations

Summary

This article discusses scaling an STR business after a natural disaster, emphasizing the shift from managing personal properties to managing owner properties. It highlights operational challenges, the importance of guest experience, and the role of AI in streamlining tasks. Hosts should take note of the insights on systems, guest experience, and revenue management to prepare for growth and mitigate risks.

Key Insights

  • Losing a portion of an STR portfolio due to disasters can force a major business pivot and a reevaluation of operational strategies.
  • Managing owner properties is far harder than managing your own, requiring different operational strategies and systems.
  • Once systems are stabilized, pricing becomes the highest ROI activity.
  • Guest experience systems are essential to prevent small issues from becoming major problems.

Action Items

  • Build disaster preparedness into STR operations, especially in coastal markets.
    Effort: medium
    Impact: high
  • Implement guest experience systems to prevent small issues from becoming disasters.
    Effort: medium
    Impact: high
  • Focus on building quality onboarding processes to save years of operational pain.
    Effort: medium
    Impact: high

Tools & Resources

  • Freewyld Foundry: Get a Free Revenue Review from Freewyld Foundry(https://www.freewyldfoundry.com/report)
  • Freewyld Foundry: Learn more about Freewyld Foundry(https://www.freewyldfoundry.com/)

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