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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 small portfolios (1–5 listings)

Hosts with 1–5 short-term rental listings looking for software that scales with them, not against them.

Our verdict for small portfolios (1–5 listings)

Great fit

If you're an individual owner of a single STR or a small portfolio of 1–4-unit properties, CBIZ is purpose-built for you — it's the segment they explicitly target.

Why it fits you

  • Eligibility framed around 1–4-unit residential STR properties
  • Replaces a homeowners policy with a single commercial policy
  • Covers business income and amenity risks excluded by personal lines

What might bite you

  • You'll need to request a custom quote — no instant pricing

Best-for-you alternatives at this size

  • Awning Insurance Great fit

    If you're a new Airbnb host evaluating your first STR policy, Awning's one-page comparison of four named carriers is exactly the triage tool you want.

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

  • InsuraGuest Great fit

    If you've got 1–5 listings on a connected PMS, $69/mo flat for guest damage and medical coverage is hard to beat — and you can pass it through as a nightly fee.

    From $69 • No free trial · Affordable flat-rate guest protection layer for PMS-connected operators

  • Safely Great fit

    Safely's pay-per-night model is built for you — zero cost during vacancy, no annual commitment, and guest screening bundled in.

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

Still think CBIZ Vacation Rental Insurance is right for you?

Contact sales • No free trial