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All tools/Proper Insurance

Best Overall
How we reviewBy STRStack ยท Last updated 2026-04-20

Proper Insurance vs the Competition

Side-by-side comparisons โ€” pricing, features, and our honest pick for each matchup.

Head-to-head comparisons

Each comparison includes a full feature table, our recommendation, key differences, and answers to common objections.

  • Compare

    Proper Insurance vs Awning Insurance

    Curated STR insurance marketplace surfacing four vetted carriers

    Pricing
    From $40
    Trial
    No
  • Compare

    Proper Insurance vs Safely

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

    Pricing
    From $8
    Trial
    No
  • Compare

    Proper Insurance vs CBIZ Vacation Rental Insurance

    Specialty STR insurance for U.S. owner-hosts

    Pricing
    Contact sales
    Trial
    No
  • Compare

    Proper Insurance vs InsuraGuest

    Flat-rate guest damage and accidental medical coverage for short-term rentals

    Pricing
    From $69
    Trial
    No
See all comparisons โ†’