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Open nowPosted 5 hours ago

Reservation Specialist

HOA Talent

Where
Hollywood, FL, United States
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Your applicationOpen nowReservation SpecialistHOA Talent · Hollywood, FL, United States

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  2. CV RocketCV written for this posting.

  3. 25 readersRecruiter, hiring manager, skeptic. Round after round.

  4. CV RocketApplied on HOA Talent's own form.

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The clock on this job

Early applications get read.

12.3% of postings close within 7 days. Measured by our own scanner across the market.

Share of postings closed within
  1. 2.1%1 day
  2. 4.5%3 days
  3. 12.3%7 days
  4. 19.7%14 days
  5. 35.6%30 days
  6. 58.0%60 days
This job: posted 5 hours ago

The posting

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

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    An interview invitation in the CV Rocket inbox, added to the candidate's calendar.
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