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Resort Experience Supervisor

WestgateResorts

Kissimmee, FL, United States permanent

Posted: April 10, 2026

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Quick Summary

As a Resort Experience Supervisor at Westgate Vacation Villas & Town Center Resort, you will be responsible for overseeing the day-to-day operations of the resort, including managing staff, coordinating events, and ensuring guest satisfaction.

Job Description

Pay rate: $18/ hour - Use our Daily Pay benefit and get access to your pay as you need it.

Westgate Vacation Villas & Town Center Resort offers you an incredible opportunity to meet and share stories with guests from around the world who come to experience Central Florida’s world-famous theme parks and attractions. Enjoy the excitement and surroundings of our world-class resort, featuring award-winning attractions and restaurants. As part of Westgate Resorts, recognized by U.S. News as one of the Best Companies to Work For, you’ll be joining a team committed to excellence and creating unforgettable vacation experiences and supporting your career growth where you are or at 60+ resorts across the company.

​​The Resort Experience Supervisor coordinates comprehensive recreation programs and special events at the resort and supervises the resort experience team.​

As a Resort Experience Supervisor, you will,

• Supervise the Resort Experience Team, including conflict resolution, coaching, development, and promoting strong teamwork
• Coordinate and assist with the setup and breakdown of special event programs
• Support overall department objectives
• Uphold all department policies and procedures
• Organize and update department files as needed
• Oversee the department in the absence of the Director and/or Manager, including canceling events due to weather
• Track inventory, distribute merchandise, and manage sports equipment
• Collect daily written reports for the Fitness Center and Game Room
• Serve as the main contact for entertainment partners regarding special events
• Stock special event supplies weekly
• Conduct weekly inspections of recreational sites
• Replace nets and repair or repaint equipment as needed
• Collect and record bike log information when required
• Design, create, and maintain decorations for events and activities
• Coordinate Team Member safety training

• 1–2 years of Resort Experience or related hospitality experience preferred
• Previous leadership experience preferred
• First Aid & CPR certification, or willingness to obtain
• Ability to regularly lift, pull, push, and move up to 25 lbs; occasionally up to 50 lbs
• Comfortable standing and walking for extended periods during indoor and outdoor events
• Customer‑facing and guest service skills
• Willingness to work outdoors in varying weather conditions
• Flexible availability, including days, nights, weekends, and holidays
• Ability to adapt to schedule changes with or without notice

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.

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