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Job opportunity
Reservation Specialist
Hollywood, FL, US
Source: HOA Talent careers · View original posting
- Employment
- full time
Employer job description
From HOA Talent's posting. “We” and “our” refer to the employer.
- Reservation Specialist – Vacation Rentals
- $40,000 - 45,000/year + commission
- Hollywood, FL - On-Site
About StaySouth Vacation Homes
StaySouth is a locally owned vacation rental management company serving Miami-Dade, Broward, and Palm Beach counties. As part of the Casago network, we pair professional hospitality management and modern technology with deep local expertise for guests and homeowners.
The Role
This is a revenue-generating role, not an order-taking one. You'll own every booking opportunity from first inquiry through confirmed reservation: matching guests to the right home, handling objections, asking for the booking, and handing off a clean, accurate reservation to our Guest Experience team. We want someone who is persistent without being pushy and knows every missed inquiry is lost revenue.
What You'll Do
- Respond quickly to inbound inquiries by phone, text, email, website, and OTA channels (Airbnb, Vrbo, Booking.com)
- Qualify guest needs, recommend the right property or alternative, prepare accurate quotes, and follow up until the reservation closes
- Grow direct bookings through staysouth.co, repeat guests, referrals, and corporate, group, extended-stay, and travel-agent inquiries
- Create and maintain accurate reservations in Guesty, including dates, occupancy, rates, fees, taxes, deposits, and booking source
- Collect guest payments through GuestyPay, follow up on failed or overdue balances, and coordinate discrepancies with Accounting
- Process date changes, extensions, and cancellations per policy, and work to retain bookings when guests want to cancel
- Follow guest verification and screening procedures and escalate suspicious or noncompliant reservations
- Coordinate special requests and reservation changes with Guest Experience and Operations (Breezeway)
What We're Looking For (Required)
- 2+ years in reservations, hospitality sales, vacation rentals, travel sales, or a comparable inbound sales role
- Proven track record converting inquiries into bookings or sales
- Experience with a reservation system, property management system, or CRM
- Comfort quoting rates and explaining fees, payment schedules, and cancellation policies
- Ability to manage high inquiry volume with strong accuracy
- Availability for scheduled weekend, holiday, and evening coverage
- Nice to Have
- Vacation rental or short-term rental reservation experience
- Guesty or another vacation rental PMS (Hostaway, Track, Streamline, Escapia)
- Airbnb, Vrbo, and Booking.com booking workflows
- Bilingual English/Spanish
- Familiarity with the South Florida vacation rental market
- Group, extended-stay, or travel-agent booking experience
About this listing
LAYIQ is an independent job-discovery service. This listing does not imply a partnership with or endorsement by the employer. Review the original posting for current details and availability.
Employer posted:
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