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Best Overall
Last updated 2026-04-20

Proper Insurance alternatives

Looking past Proper Insurance? Here’s how the main alternatives compare on pricing, fit, and verdict.

For context: Proper Insurance

The most comprehensive STR insurance β€” if you can stomach the premium

Contact sales β€’ No free trial

The main alternative

  • Safely
    Best for Small Hosts
    Compare vs Proper Insurance β†’

    Pay-per-booking vacation rental insurance with built-in guest screening

    Best for
    Seasonal or part-time hosts renting fewer than 100 nights per year who want insurance and guest screening bundled without an annual commitment
    Pricing
    From $8 β€’ No free trial
    Verdict
    Best pay-per-booking insurance for low-to-mid occupancy hosts

How to pick between them

  • Count your listings first. Most STR property management pricing scales per-listing or per-tier. The right tool at 3 listings is often the wrong one at 30.
  • Do booking fees matter to you? A 1% fee on $200k/yr of direct bookings is $2,000/yr. That can flip the math.
  • List the non-negotiable integrations. Your dynamic pricing tool, cleaning platform, and smart locks all need to connect. Confirm before committing.
  • Free trial or demo only? Some vendors let you touch the product. Others only show it on a sales call. If trialing matters to you, that filters fast.

Decided Proper Insurance is still the right fit?