Property Management
Hostaway
All-in-one vacation rental software for professional hosts
The automation layer for operators scaling past 10 listings
Contact sales • No free trial
Comparison
Pricing, pros and cons, and buyer-fit side-by-side. Pick the one that matches your operation — or see why neither should.
Property Management
All-in-one vacation rental software for professional hosts
The automation layer for operators scaling past 10 listings
Contact sales • No free trial
Insurance & Protection
Pay-per-booking vacation rental insurance with built-in guest screening
Best pay-per-booking insurance for low-to-mid occupancy hosts
From $8/listing • No free trial
Pick Hostaway if you need a full property management platform — channel management across 8 OTAs, automation engine, guest inbox, owner portal, and 300+ integrations. Pick Safely if your primary operational pain is guest damage risk and you want pay-per-booking insurance with guest screening that activates only when someone is checked in. These are complementary tools, not competitors: Hostaway manages your business, Safely insures your properties — and they can run together through Hostaway's integration ecosystem.
Editorial perspective from the Hostaway side; factual claims about Safely are drawn from its review.
Contact sales • No free trial
Standard (quote)
Quote only — ~$40/listing/mo reported
10+ listings typical
Booking fee: Percentage on direct bookings (rate depends on negotiated quote)
Enterprise (quote)
Custom
50+ listings, management companies
Booking fee: Negotiated
From $8/listing • No free trial
What Hostaway does well
Best-in-class multi-channel reliability — eliminates double bookings
Real-time API sync across Airbnb, Vrbo, Booking.com, and dozens more. Operators consistently report it as the most reliable sync in the market, which directly prevents costly double-booking incidents.
Preferred-partner status with Airbnb, Vrbo, AND Booking.com — the 'triple crown'
Hostaway is the only property management platform with preferred/premier partner status across all three major OTAs. Priority API access and faster feature rollouts mean fewer sync errors and access to channel-exclusive tools before competitors.
Owner portal with professional reporting — real value for co-host and management companies
Owners get their own login to view revenue, occupancy, and payout statements in real time, with customizable visibility controls. For co-hosting businesses, this transparency tool is a genuine client-retention feature.
What Safely does well
Proprietary SafelyScore database screens guests against actual vacation rental damage history
No other platform has a comparable industry-specific damage database. Screening also covers criminal databases, sex offender registries, and Interpol/Europol watchlists.
98% of claims paid in 4.5 days with sub-$1K claims within 24 hours
Operators document damage with photos and receipts — no guest confrontation required. Homeowners have up to 60 days to file.
Zero cost during vacancy with insurance fees passable to guests
Coverage activates at check-in and deactivates at check-out, eliminating traditional damage deposit friction. Operators build the fee into the nightly rate so guests effectively cover the insurance.
Where Hostaway falls short
1.8% booking engine fee on all direct bookings, introduced November 2024
Hostaway added a 1.8% guest service fee to every reservation through operators' own direct-booking websites. This undercuts one of the main advantages of direct bookings (avoiding OTA commissions) and was rolled out via a terms update that many users missed.
Steep learning curve and significant setup investment — not plug-and-play
Setup requires mapping channels, configuring automation rules, setting up owner statements, and training staff. Reviewers consistently note it takes weeks to become fully operational — a real barrier for small operators or teams without technical staff.
Opaque pricing and contract lock-in reported by users — cancellation is difficult
Hostaway requires a sales call to see numbers. Multiple HotelMinder reviews describe being signed into annual contracts they thought were monthly, and difficulty canceling mid-term. Read the contract carefully.
Where Safely falls short
Per-night pricing compounds quickly at high occupancy
At 200+ nights/year the per-night model can exceed annual policy costs from competitors like Proper Insurance ($1,500–$2,500/year). Operators must calculate their breakeven.
Does not replace homeowners insurance and has meaningful coverage exclusions
Excludes weather damage, non-guest-caused damage, fine art and collectibles. Contents theft/damage caps at $10,000 and there is a 90-day maximum consecutive rental period.
Limited public reviews and relatively new market presence
Compared to established insurers like Proper Insurance or CBIZ, Safely has fewer independent user reviews, making real-world claims experience harder to assess at scale.
Pick Hostaway if
Multi-property managers running 10-100+ listings across Airbnb, Vrbo, and Booking.com who need reliable multi-channel sync, team task management, and owner reporting in one platform.
Skip Hostaway if
You have fewer than 5 listings, you're budget-sensitive, or you rely heavily on direct booking revenue and can't absorb a 1.8% booking engine fee on every guest transaction.
Pick Safely if
Seasonal or part-time hosts renting fewer than ~100 nights/year who want insurance and guest screening bundled without an annual commitment — the pay-per-booking model keeps costs proportional to actual occupancy.
Skip Safely if
You run high-occupancy properties at 250+ nights/year — per-night pricing will exceed annual policy alternatives, and coverage caps ($10K contents, no weather damage) may be insufficient for premium properties.
Hostaway
The automation layer for operators scaling past 10 listings
Safely
Best pay-per-booking insurance for low-to-mid occupancy hosts