Vacation Specialist

Westgate Resorts is the largest privately held timeshare company in the world, with 60+ resorts in top destinations like Orlando, Las Vegas, Gatlinburg, Park City, and Myrtle Beach. Recognized by U.S. News & World Report as one of the Best Companies to Work For, we’re committed to creating a supportive, rewarding workplace where our 9,000 Team Members can grow and thrive. Since 1982, we’ve delivered unforgettable vacations through exceptional service, innovation, and community engagement. With the recent addition of VI Resorts by Westgate, our footprint now includes the Pacific Northwest, Hawaii, Canada, and Mexico. Join us and be part of a team that values passion, integrity, and excellence, where your work helps create memories that last a lifetime.

Join Westgate Resorts, Where Exceptional Service Meets Incredible Career Growth!

Westgate Resorts is hiring Vacation Specialists to join our fast‑paced VOA Customer Service team. This role offers paid training, performance incentives, and long‑term career growth with one of the nation’s largest hospitality companies.

Next Class Starts: June 18

Earn $16.00/Hour During Training

Training Details

• Training Duration: 5 Weeks Total
  (3 Weeks Classroom Training + 2 Weeks Nesting)
• Training Schedule: Monday–Friday, 9:00 AM – 5:30 PM
• Location: Onsite in Ocoee, FL

Work Schedule After Training:

• Monday - Friday : 11:30 AM – 8:00 PM
  Location: Fully remote

Shift differentials apply, including 10% evening and $0.50 language differential.

As a Vacation Specialist, you’ll be the first point of contact for Vacation Traveler Package owners. You’ll assist with reservations, upgrades, travel protection, and account resolution while delivering a positive, professional guest experience on every interaction.

This role is ideal for candidates with customer service, hospitality, call center, or sales experience who thrive in a metrics‑driven environment and enjoy helping guests plan memorable vacations.

What You’ll Do

• Handle mostly outbound and some inbound calls with Vacation Traveler Package owners
• Assist guests with booking reservations, upgrades, and travel protection
• Address delinquent balances while following Fair Debt Collection Practices Act (FDCPA) standards
• Work with trial owners to ensure satisfaction and reduce cancellations
• Meet or exceed daily performance metrics and quality standards
• Accurately document interactions using multiple internal systems
• Collaborate with team members and assist with additional duties as needed

To perform this job successfully, an individual must be able to perform each essential duty satisfactorily. The requirements listed below are representative of the knowledge, skills, and/or ability required. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions

What You’ll Bring

• High school diploma or GED required
• 6 months–1 year of customer service experience required
  • Call center, hospitality, sales, or timeshare experience is a plus
• Strong communication, listening, and problem‑solving skills
• Ability to multitask in a fast‑paced, performance‑driven environment
• Comfortable handling objections and sensitive conversations professionally
• Bilingual English/Spanish is a plus (additional pay available)
  • Portuguese language skills are also a plus
• Must pass a background check and drug screening

Why Westgate?  

• Comprehensive Health Benefits – Medical, Dental, and Vision Coverage
• Paid Time Off – Vacation, Sick, and Personal Time to Recharge
• Paid Holidays
• 401(k) with Generous Company Match to Support Your Future
• Daily Pay – Access Your Earnings When You Need Them
• Family-Focused Benefits – Pregnancy, Parental Leave, and Adoption Assistance
• Wellness Programs to Support Your Well-Being
• Flexible Spending Accounts (FSA)
• Tuition Assistance to Help You Grow Your Career
• Military Leave
• Employee Assistance Program (EAP) – Support When You Need It Most
• Life, Disability, Accident, Critical Illness, and Hospital Insurance
• Pet Insurance for Your Furry Family Members
• Loyalty Program – Exclusive Discounts on Hotels, Cruises, Resorts, Restaurants, Entertainment, and More
• Low-Cost Gym Membership
• NEW! David A. Siegel Legacy Scholarship – Up to $40,000 for Team Members’ Dependents
• Career Growth and Advancement Opportunities
• Community Involvement – Give Back and Make an Impact

Westgate Resorts is an Equal Employment Opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, protected veteran status, disability status or any other protected status under federal, state or local law. If you have a disability and believe you need a reasonable accommodation in order to complete your application or any part of the recruiting process, please email [email protected] with the job title and the location of the position for which you are applying.

This job posting is intended to provide a general overview of the position and may not include every responsibility, duty, or qualification required. Duties, responsibilities, and activities may change at any time with or without notice.