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All tools/CBIZ Vacation Rental Insurance

Solid Option
How we reviewBy STRStack · Last updated 2026-04-25

CBIZ Vacation Rental Insurance for large portfolios (20–100 listings)

Professional operators and small-to-mid property management companies running 20–100 listings, typically with dedicated staff and systems.

Our verdict for large portfolios (20–100 listings)

Consider alternatives

CBIZ is positioned for owner-hosts of 1–4-unit properties, not large multi-property managers — research confirmed eligibility caps around 1–4 units per policy.

What might bite you

  • Eligibility framed around 1–4-unit properties
  • No software integrations to manage policies across a large portfolio
  • Owner holds coverage — not applicable for property managers per third-party guidance

Best-for-you alternatives at this size

  • Proper Insurance Great fit

    At 20+ listings the odds of needing specialized coverage approach certainty — Proper's breadth pays for itself the first time you file a non-standard claim.

    Contact sales • No free trial · The most comprehensive STR insurance — if you can stomach the premium

  • Safely Okay fit — consider alternatives

    Pay-per-booking math works at high nightly-rate properties but gets expensive at 250+ nights/yr/property. Large operators running high-occupancy urban or resort units often do better with annual policies like Proper or Steadily at this scale.

    From $8 • No free trial · Best pay-per-booking insurance for low-to-mid occupancy hosts

  • Awning Insurance Consider alternatives

    Awning's curated four-carrier set is consumer-facing residential STR; large portfolios with mixed property types should engage a specialized commercial broker directly.

    From $40 • No free trial · Useful triage page for new Airbnb investors; thin if you already know the STR carrier landscape

Still think CBIZ Vacation Rental Insurance is right for you?

Contact sales • No free trial