Onboarding Specialist

HOA Talent • Miami, FL

21h • Onsite

About The Position

StaySouth Vacation Homes is a locally owned vacation rental management company serving Southeast Florida and part of the Casago network. It combines local hospitality expertise, professional management systems, and personalized homeowner service.

The Property Onboarding Specialist manages each newly signed home’s transition from executed management agreement to live, bookable listing and handoff to the Local Operations team. The role coordinates Operations, Revenue Management, Marketing, Compliance, Accounting, and outside vendors to ensure each property launches fully configured, compliant, and guest-ready.

Requirements

• At least 2 years of experience in property onboarding, property management, vacation rental or hospitality operations, implementation, or project coordination.
• Experience managing multiple concurrent projects or launches with deadlines and cross-department dependencies.
• Hands-on experience with a property management system, CRM, or project-management tool.
• Experience accurately collecting and maintaining owner or client documentation.
• Clear written and verbal communication with homeowners, vendors, and internal teams.

Nice To Haves

• Vacation rental or short-term rental onboarding experience, including Airbnb, Vrbo, or Booking.com listing setup.
• Experience with Guesty, Breezeway, Wheelhouse, or similar short-term rental platforms.
• Knowledge of South Florida short-term rental regulations and permitting.
• Bilingual English and Spanish.

Responsibilities

• Manage the onboarding pipeline for each new property by building onboarding plans, setting go-live dates, assigning task owners, and tracking milestones through launch.
• Collect and verify owner information and documents, including access details, house rules, HOA or condo requirements, emergency contacts, and payout setup with Accounting.
• Configure new properties in Guesty, including specifications, occupancy, amenities, check-in and checkout rules, fees, taxes, calendars, and reservation restrictions.
• Launch and verify listings on Airbnb, Vrbo, Booking.com, and the direct booking site; coordinate professional photography, listing content with Marketing, and channel synchronization.
• Implement approved pricing from Revenue Management in Wheelhouse and confirm that rates, fees, and availability synchronize correctly.
• Coordinate physical and operational readiness, including inspections, cleaning, linens, repairs, smart-lock setup, guest access instructions, and Breezeway cleaning and inspection workflows.
• Track permits, licenses, and registrations with the Compliance Manager and document clearance before a property goes live.
• Keep homeowners updated at every milestone, run the final go-live readiness review, and complete a structured handoff to Operations, Owner Relations, and Guest Experience.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed