Great for
Large portfolio hosts needing comprehensive commercial coverage with specialized STR protections like squatter situations and amenity liability.
Best Overall
Last updated 2026-04-20Proper Insurance review: is it worth it?
Our independent take on Proper Insurance from an STR operator lens. No sponsored placements. Contact sales • No free trial.
Our verdict
The most comprehensive STR insurance — if you can stomach the premium
Best for: hosts who refuse to gamble on coverage gaps and need every STR-specific endorsement under one policy
What Proper Insurance actually is
Proper Insurance is the largest STR-specific insurer in the United States, offering commercial general liability and property coverage purpose-built for Airbnb, Vrbo, and vacation rental owners. Underwritten by Lloyd's of London (A.M. Best rated 'A' Excellent), Proper covers unique STR risks — squatter situations, amenity liability, bed bugs, and more — that standard homeowner or landlord policies exclude.
What we like
Most comprehensive STR-specific coverage on the market
Proper offers unique protections like squatter coverage, amenity liability for bikes, kayaks, and hot tubs, bed bug remediation, and commercial general liability up to $2M — endorsements most competitors simply don't carry.
Strong claims handling with dedicated specialists
Policyholders consistently report smooth, professional claims experiences. One customer noted 'everything was handled quickly, professionally, with great communication, and the whole claims process was smooth and stress-free.'
Backed by Lloyd's of London and exclusively endorsed by VRBO
The Lloyd's underwriting (A.M. Best rated 'A' Excellent) provides financial stability, while the exclusive VRBO endorsement signals deep trust from a major OTA — a distinction no other STR insurer holds.
Where it falls short
Premium pricing that's hard to justify on thin margins
Multiple review sources call Proper 'one of the most expensive policies on the market.' Property managers note the premium can feel hard to justify until you actually need to file a claim.
No published pricing makes comparison shopping painful
Unlike competitors with posted rates, Proper requires a custom quote through their sales process. Operators evaluating multiple providers have to commit time to each conversation before seeing numbers.
Cancellation process can be frustrating
Some policyholders report friction when trying to cancel, particularly when taking a property off-market temporarily — a common scenario for seasonal STR operators.
Is Proper Insurance right for you?
OK for
Individual hosts prioritizing maximum coverage breadth over cost efficiency.
Skip if
Budget-conscious operators or hosts with minimal rental activity seeking basic coverage.
Pricing in one line
Contact sales • No free trial
Custom quotes based on property location, size, usage, and rental frequency. Industry sources indicate STR-specific commercial policies typically cost 30–50% more than standard landlord coverage. No published rate card — contact sales for a quote.
See full pricing breakdown →Ready to try Proper Insurance?
There's no free trial, so ask the sales team for a walkthrough before committing.