pikl Review: Short-Term Rental Insurance (2026)

Proper Insurance is a specialty carrier for US vacation rentals that completely replaces your homeowner or landlord policy with a commercial STR policy custom‑penned with Lloyd’s of London and Concert Specialty. It combines homeowners, landlord and business insurance in one contract, covering the building, contents, business income, and commercial liability whether the property is rented, vacant or owner‑occupied. Coverage includes theft and damage by guests, bed bugs (with lost income), liquor/pet/pool/hot‑tub liability, ordinance or law, and actual loss sustained business income with no time limit. Premiums are quote‑based but typically fall in the ~$1,000–$3,000/year range for most single‑family STRs, depending on value, location and risk factors.

InsuraGuest is subscription-based guest insurance for STRs covering accidental medical ($10k-$25k), property damage ($10k-$25k/$100 deduct), theft ($2.5k/$500 deduct), death ($5k). $60-$90/month per property (or $3/night via PMS); 72hr claims. Integrates PMS (Guesty, Hostaway, iGMS, Lightmaker); no-fault primary. Protects vs lawsuits/deposits; claims fast but some accuracy concerns.