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TYPE OF WORK
Full Time
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SALARY
Negotiable
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HOURS PER WEEK
40
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DATE UPDATED
Feb 25, 2026
VIRTUAL ASSISTANT – SHORT-TERM & MID-TERM RENTALS
Summary
We are hiring a highly organized, proactive Virtual Assistant with direct experience in short-term rental (STR) and mid-term rental operations. This role supports guest communication, maintenance coordination, owner reporting, systems management, and operational optimization across multiple properties.
This is not an entry-level position. You must understand how STR operations actually run and be able to think critically without constant supervision.
Hours: 6–8 hours per day (flexible scheduling, ET timezone)
Compensation: Competitive hourly rate based on experience + performance bonuses for client acquisition and tenant placement
CORE RESPONSIBILITIES
Guest & Tenant Management:
* Manage guest/tenant communication across platforms (Airbnb, Furnished Finder, etc.)
* Handle screening, booking flow, move-in/move-out coordination
* Track issues, payments, and documentation
* Proactively anticipate guest needs with a hospitality-driven mindset
Maintenance & Operations:
* Coordinate cleaners, vendors, and maintenance teams
* Track and document work orders and resolutions
* Ensure properties are ready for upcoming stays
* Maintain organized operational systems
Owner & Client Communication:
* Provide performance updates and occupancy insights
* Assist with onboarding new properties
* Anticipate owner needs and escalate appropriately
Systems & Software:
* Work inside PMS tools (e.g., Hospitable, RentRedi, Monday, GHL, etc.)
* Maintain documentation and operational workflows
* Comfortable learning and implementing new AI tools
* Support listing optimization and platform management
Bookkeeping (Preferred, not required)
* Assist with rent collection, expense tracking, and reconciliations
REQUIRED EXPERIENCE
* Proven STR or property management experience
* Strong English communication (written and verbal)
* Ability to manage multiple priorities independently
* Strong critical thinking and decision-making ability
* High level of organization and accountability
HOT TO APPLY:
Submit:
1. Your resume
2. A self-recorded video answering the questions below
If you do not have experience for a particular question, skip it and continue.
Video Instructions:
* Record a single video.
* Do not read from a script.
* Structure your thinking.
* We are evaluating how you think, prioritize, and make decisions — not just your answers.
* Use real examples where possible.
Video Questions:
1. Start by summarizing your experience relevant to this role.
What types of properties have you managed, how many, and what systems or tools did you use? Share any other relevant details.
2. An owner texts:
“Revenue is down this month. We need to fix this.”
How do you respond and what do you review before replying?
3. A guest messages at 9:30 PM:
“The house is beautiful. We’re just a little cold.”
What does this likely mean, and what do you do immediately?
4. You are handling three issues at once:
* Cleaner running late on a same-day turnover
* Guest locked out
* Owner asking for urgent performance numbers
How do you prioritize and why?
5. We tell you:
“Make sure the property is ready for the weekend.”
What questions do you ask before taking action?
6. A guest wants to book for 1 night and whether quiet hours are strictly enforced. How do you respond?
7. Occupancy is strong, but our pricing is lower than comparable properties nearby. What do you evaluate before adjusting pricing?
8. Guest response times increased from 5 minutes to 45 minutes over the past two weeks. No one has complained yet. What do you do?
9. Describe a system or workflow you built or improved in an property management operation. What was the problem and what changed after implementation?
10. When do you escalate an issue to an owner instead of solving it yourself? Provide an example.
11. What makes you stand out from other candidates applying for this role?
12. Do you have any questions for us?
We are looking for someone who can think ahead, read between the lines, and operate with ownership.
If you believe you fit that description, we look forward to reviewing your application.
