Isla OS · the rental operating system · Puerto Rico
The rental OS that
answers its own phone
Five booking shapes on one calendar — and an AI on a real phone line taking bookings at 2 a.m.
- 3,500+bookings processed
- 5booking shapes, one calendar
- 24/7AI phone, live in production
- 2operators live today
- $0per-seat fees, ever
Everything is on this page
The problem
Your software thinks you run one business.
Rental software makes you pick a shape. TripWorks assumes you sell scheduled activities. Booqable assumes you rent out gear. Pick one, and the other half of your business lives in spreadsheets, group texts, and a second subscription with its own calendar. And then there's the phone: bookings don't wait for business hours, and if nobody picks up at 9 p.m., that guest books with whoever does.
Units by the day
duration engineE-bikes, scooters, jeeps, boards. Real inventory against a duration ladder — and the return day still holds the unit.
Seats on departures
scheduled engineFerries and boat tours that sell by the seat. A party of four on a twelve-seat departure leaves eight — not zero.
Nights
nightly engineVillas, rooms, glamping. Check-in to check-out — where a check-out day is not a night, deliberately.
Scheduled tours
scheduled engineFixed times, capacity caps, guides. A guide on two departures at once is impossible by construction.
Custom bookings
no templateThe deals that fit no template — quoted, booked, and on the same calendar as everything else.
Not five integrations stitched together. One inventory engine, one calendar, one guest record — a guided tour that hands out e-bikes takes those e-bikes off the rental rack, structurally. We didn't whiteboard this: the first operator on Isla OS genuinely runs all five shapes at once, on one small island, every day.
The AI
Their AI closes a chat. Ours answers the phone.
Named for the coquí — the frog you hear all night across Puerto Rico. Small, everywhere, never off duty. C.O.Q.U.I is staffed across your entire front of house, and the phone line is not a roadmap slide: it is answering calls in production today.
The ability catalog failed to load — refresh the page, or ask C.O.Q.U.I directly with the 🐸 button.
Want just the phone? Coquí Line runs standalone — flat monthly, no booking-software migration, and a demo number you can call right now: islatechpr.com/line.
The cockpit
One command center. We call it Jarvis.
Everything C.O.Q.U.I does lands in one screen. When the AI quotes a price, you can see why. When it hands off a call, the ticket is already in your queue with the callback window it promised the guest. When it raises weekend rates because the calendar is filling, the change is logged before it takes effect. The rule underneath is simple: the AI acts, you can always see, and you can always override. Nothing that touches your money or your guests happens in the dark.
Channels
Airbnb, Booking.com — and your own front door.
One calendar. Dates flow in from the listing sites and your blocks flow back out, so a night sold anywhere is blocked everywhere. And we tell you exactly how each connection works — iCal feeds, described as iCal feeds — because "integrated" is the most abused word in this industry.
Your own storefront Live
Direct bookings with smart pricing, Stripe end to end — the channel with no commission, and the one every other channel feeds.
Airbnb Live
Calendar sync via iCal, both directions — running on our own Puerto Rico villas right now. Hosts paste their feed into the portal; it's polled around the clock.
Viator Live
Viator bookings land on your calendar automatically — the inbox is parsed every 30 minutes. Availability push is planned, and this card says so.
Booking.com Soon
The portal already takes a Booking.com iCal feed and polls it every two hours — built, awaiting its first live host feed.
Vrbo Soon
Same iCal rail as Booking.com — built, awaiting its first live host feed.
Google Business Profile Live
Hours, posts and booking links kept in step automatically — the channel most operators forget is a channel.
Where stays pricing lives: the stays vertical runs as Isla Tech Stays — channel management on its own rate card (from 7.5% + channel pass-through). The Isla OS ladder above covers your direct bookings. The full channel list, with the same honest badges, is in the feature matrix below.
Full transparency
We badge what's real.
Every row below carries one of three honest badges: Live, Soon, or Planned. If something is still on the roadmap, the badge says so on this page — not in the fine print after you've paid. We'd rather lose a deal on a Planned badge than win one on vapor.
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The system
The feature catalog failed to load — refresh, or ask C.O.Q.U.I.
Channels & integrations
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Pricing — all of it
A ladder, not a subscription.
Isla OS charges a percentage of bookings. No per-seat fees, no user licenses, no feature-gated tiers — every rung includes the entire system: AI phone, guest chat, dynamic pricing, Stripe payments, the command center. The only thing the ladder changes is your rate.
The honest comparison
Side by side, with their numbers.
First, the credit due: TripWorks models scheduled activities well, and Booqable models unit rentals well. If your business is exactly one shape and you're happy answering your own phone, either is a credible choice — and the rows where they win are still in this table. Isla OS was built for the operator neither of them models: units, seats, nights, tours, and one-off deals on the same calendar, with a phone that rings after close.
| Platform | Published pricing | Take per booking | Per-seat / per-user fees | Shapes modeled natively | AI chat | AI phone | Dynamic pricing |
|---|---|---|---|---|---|---|---|
| Isla OS | $0 entry · buy-in ladder, all published above | 6% → 2.5% | None | 5 — units, seats, nights, tours, custom | ✓ C.O.Q.U.I | ✓ in production | ✓ occupancy-based |
| TripWorks | $0/mo Standard (published) | 6% + card fees | None | Scheduled activities | ✓ AI Agent | — | — |
| Booqable | From $29/mo promo (reg. $35+) | 0% | POS +$9–12/user/mo · site builder +$19–24/mo | Unit rentals | ✓ Bo assistant | — | — |
| Checkfront | $99/mo (published) | 3% on online bookings | None | Availability types (activities + rentals) | — | — | — |
| TWICE Commerce | €0–€5,000/mo by tier (published) | 0.5–1.5% of payments | €199/location/mo (first two €99) | Rentals + resale commerce | — | — | — |
| FareHarbor | Not published — negotiated | reported ~6%, often passed to the guest* | None | Activities & tours | ✓ Agent | — | — |
| Peek Pro | Not published — negotiated | reported ~6%* | n/a* | Activities & attractions | ✓ Copilot | — | ✓ advertised |
Sources: each platform's public pricing page, checked 2026-08-30 (booqable.com/pricing · tripworks.com/pricing · checkfront.com/pricing · twicecommerce.com/pricing). *FareHarbor and Peek Pro publish no rate card — their rates are negotiated per operator, and the figures shown are ranges commonly reported by third-party comparisons, not official prices. "AI phone" means an AI that answers your business number, quotes, and books — not a chat widget; we claim it only because ours is in production. Spot an error in a competitor's row? Email info@islatechpr.com — corrected within the week, change noted.
The live demo — sample data
Open a working workspace.
Rentals by the hour. Departures by the seat. Nights by the stay. Most platforms pick one of those and make you bend the other two. This one holds all three on a single calendar, drawing on a single set of resources — and the 🐸 button on this page talks to the real C.O.Q.U.I model, rate-limited, about all of it.
This is a demonstration. Every booking, customer and figure you are about to see is fixture data written into this page. The demo makes no network calls, reads no live system, and takes no payment — a booking here is confirmed, never charged.
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Seats that are seatsA party of four on a twelve-seat kayak departure leaves eight. Not zero, not "slot taken".
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One calendar, three clocksA 4-hour scooter, a 09:00 departure and a 3-night stay on the same grid, each counted its own way.
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Shared resourcesBook a guided tour that hands out e-bikes and watch the rental rack go down. One ledger, not three counters.
Request access
A short note, then a human.
Two operators run their whole business on this today. The cohort stays small on purpose — every onboarding this year is founder-led. Tell us what you run and where; Logen reads every note personally and replies, usually within a day.
The social department
It posted this morning.
The Social Engine plans a no-off-days calendar, writes on-voice captions, and generates photos of your actual fleet — reference-matched to your exact machines, never stock — then publishes to Instagram through the official API, on schedule. Ad cards render only lines you approved, verbatim: a displayed price binds a business, so the engine is not allowed to invent one. You approve. It ships.
The living proof: @todoculebra Every post on that account this month — planned, written, photographed and published by the engine, including this morning's launch carousel. Go scroll it; the software did that.Instagram today · other networks when they're real · founding clients by invitation