Awning Insurance for mid-sized portfolios (5–20 listings)
Operators at 5–20 listings, past the solo-host stage but not yet running a full property management company.
Our verdict for mid-sized portfolios (5–20 listings)
Okay fit — consider alternatives
Useful as a benchmark check against your incumbent carrier, but not a portfolio management tool — you'll still bind directly with one of the four partners.
Why it fits you
- Quick way to validate that an incumbent carrier's pricing is reasonable across 3–10 listings
- Toggle's $2M+ custom limits cover higher-value properties typical at this scale
What might bite you
- No mention of any volume or portfolio discount for hosts insuring 5+ properties
- Marketplace omits carriers like Steadily, Safely, and CBIZ that mid-portfolio operators commonly compare
Best-for-you alternatives at this size
- Proper Insurance Great fit
This is Proper's sweet spot — enough units to spread the premium cost, enough risk exposure to need the specialized coverage.
Contact sales • No free trial · The most comprehensive STR insurance — if you can stomach the premium
- CBIZ Vacation Rental Insurance Okay fit — consider alternatives
Mid-portfolio owners can get coverage, but CBIZ doesn't publish portfolio-level minimums or multi-property discounts, so you'll need to negotiate via the quote process.
Contact sales • No free trial · Established specialty STR insurer — but you'll need to call for a quote
- InsuraGuest Okay fit — consider alternatives
Blanket coverage across a portfolio is convenient, but property-manager pricing isn't publicly published — you'll need to ask for a rate card.
From $69 • No free trial · Affordable flat-rate guest protection layer for PMS-connected operators
Still think Awning Insurance is right for you?
From $40 • No free trial