Full Time
Up to $1200/month
40
Aug 19, 2026
About Furnished Vacations
This is an operations-focused role. We are looking for someone who is proactive, highly organized, and takes ownership of tasks through completion rather than simply waiting for instructions.
Core Responsibilities
Guest & Booking Operations
Communicate with guests regarding inquiries, check-in/out, questions, complaints, maintenance issues and other requests.
Manage communications across Airbnb and potentially VRBO, Booking.com and other platforms.
Assist with Airbnb/OTA claims, including collecting evidence, filing claims and following up until resolution.
Escalate urgent or unusual situations appropriately.
Cleaning & Property Operations
Coordinate cleaners for every guest turnover and confirm completion.
Create and maintain standardized cleaner templates/checklists.
Track damages, missing supplies and maintenance issues reported by cleaners.
Coordinate repairs, maintenance providers and supply runs as required.
Follow up until issues are fully resolved — contacting someone is not considered completion.
Property Administration
Maintain accurate information for each property.
Assist in creating and maintaining standardized property binders/files containing access information, building procedures, cleaning information, maintenance contacts, Wi-Fi, inventory and other property-specific information.
Keep operational trackers, spreadsheets and property records current.
Proactively identify missing information or unresolved issues.
Additional Responsibilities & Growth Opportunities
Depending on experience and performance, additional paid responsibilities and performance incentives may be available for:
Bookkeeping and invoicing
Market research and data entry
Email
Social media marketing
Listing optimization and expansion to additional booking platforms
Other projects assigned by the CEO/COO
Strong performance can lead to increased responsibility and compensation as the company grows.
Experience
Prior short-term rental experience is required.
Strong preference will be given to candidates with experience in:
Airbnb Customer Support, particularly Level 2 / escalations / complex cases
Airbnb or VRBO property management
Booking.com or Google Vacation Rentals
Managing operations across multiple STR properties
Experience with Hostaway, PriceLabs, or Guesty is a major asset.
Other useful platforms include: Google Workspace · Dropbox · Turno/TurnoverBnB · WhatsApp · Aircall · RingCentral · Trello · Asana · QuickBooks
You do not need experience with every platform. Strong operational judgement and the ability to learn quickly are more important.
What We Expect
Ownership: Tasks are followed through until they are actually completed.
Proactivity: Anticipate likely questions, problems and next steps rather than waiting to be told what to do.
Organization: Keep information properly documented and easily accessible by property.
Communication: Excellent written and spoken English with professional guest communication skills.
Reliability: STR operations are time-sensitive. Outstanding guest, cleaning and maintenance issues must be actively managed and appropriately handed over or escalated.
Position & Compensation
Full-time remote position
Approximately 40 hours per week
CAD $600–$1,600/month base salary, depending on experience
Additional performance-based compensation available
Long-term opportunity with increasing responsibility and compensation
Thai candidates with professional-level English fluency are particularly encouraged to apply
We are especially interested in candidates who have previously worked with Airbnb/VRBO support or multi-property STR operations and understand guest escalations, claims, cancellations, refunds, turnovers and maintenance coordination.