Full Time
950
50
Mar 15, 2026
???? Guest Support Specialist / VA for Boutique Vacation Brand (Long-Term, Full-Time, Fun!)
Location: Remote (Philippines)
Type: Full-Time, Long-Term
Schedule: ~7 AM to 3 PM PH Time (some flexibility)
Salary: Competitive, based on experience — with room to grow
Start Date: ASAP
???? About Us
Hey there! We’re Skyview Vacations, a fast-growing boutique hospitality brand based in Texas. We manage dreamy vacation rentals, boutique hotels, and retreat spaces — all centered around exceptional guest experiences, warm southern hospitality, and building a team that feels like family.
We’re currently looking for our next superstar Virtual Assistant to help us provide incredible support to our guests, team, and property owners.
If you're detail-obsessed, tech-savvy, and LOVE making people feel taken care of... keep reading!
???? What You'll Be Doing
???? Communicating with guests using our property system (Hospitable)
????? Helping guests access properties and resolving access issues
???? Assisting with pricing updates via PriceLabs
?? Creating or updating listings on Airbnb and VRBO
???? Reviewing cleaner-submitted photos to ensure guest readiness
???? Updating spreadsheets, tracking reservations, and reporting weekly KPIs
???? Coordinating with cleaners and reordering supplies as needed
???? Monitoring smart locks, cameras, and property tech integrations
???? Using tools like Rankbreeze, VRBO Market Maker, Think Reservations, and Turno
???? Helping us track pet stays (yep, we love pets too!)
? You’re a Great Fit If You...
Write clearly and confidently in English
Have previous experience supporting Airbnb or vacation rental guests
Know your way around tools like Hospitable, Google Sheets, Asana, PriceLabs, Airbnb/VRBO
Love checklists, details, and making things just right
Are proactive and resourceful — you don’t just wait for direction
Are kind, positive, and solution-oriented (even with tricky guests)
Have a stable internet connection, backup internet, a reliable computer and VPN
???? Bonus Points If You…
Have experience with Think Reservations or Hipcamp
Have worked with U.S.-based clients in hospitality or customer service
Have a creative eye for photo or listing optimization
Like dogs, spreadsheets, or sending emojis in Slack ?????????
?? What It’s Like Working With Us
We’re a close-knit team that truly cares about our work and each other. We celebrate wins, support one another, and believe in growing together. We’re kind but direct, chill but focused, and we LOVE people who bring ideas to the table.
?? To Apply
Send us your resume AND a quick note telling us:
Why this job caught your eye
Your favorite vacation you’ve ever taken — and why!
A short video intro! Loom links welcome.
???? Final Notes
This isn’t a short-term gig. We’re looking for someone who wants to grow with us, stay long-term, and become a true part of the Skyview team. We promise to treat you with respect, pay you on time, and help you develop professionally.
So... ready to join something special?
We can’t wait to meet you. ???? Must use this subject line: “Skyview VA Application – Sunset” ????