Reservation Coordinator/Support Associate

Reservation Coordinator/Support Associate The Reservation Coordinator/Support Associate provides essential administrative support across Thompson Development (Thompson Resorts-The Reef Beach Resort), Cayman Visitor, and Century 21 (Thompson Realty). This role ensures exceptional customer service throughout the entire guest journey—from pre-booking to post-departure—while supporting internal teams with reservation management, property on-boarding, and operational coordination. Position requires a person who is detail-oriented, highly organized, and comfortable working in a fast-paced environment with flexible hours. Key Responsibilities Reservation Coordination

• Manage all incoming reservation requests via phone, email, and online booking platforms.
• Confirm, update, and maintain accurate reservation details in the system.
• Provide guests with information on availability, rates, promotions, and property amenities.
• Enter special requests, process payments, and ensure all bookings are correctly recorded.
• Follow up on pending reservations, cancellations, and guest inquiries.
• Resolve booking issues or concerns promptly and professionally.
• Maintain up-to-date knowledge of rates, promotions, and property offerings.
• Manage cancellation process and ensure guest refund issue within the company policy
• Manage Webrespro system

Support multiple properties managed by Thompson Development through Cayman Rentals, Cayman Visitor, and Century 21.

• Take reservations within booking systems, ensuring accuracy and payment completion.
• Assist the team in onboarding new villas and preparing them for listing on booking platforms.
• Help set rates and contribute to marketing plans for new short-term rental properties.
• Schedule villa cleanings for guest arrivals and departures.
• Ensure contracts with new clients are complete and compliant.
• Assist with marketing programs and promotional initiatives.
• Work with property owners and real estate agent to support the management and advertising of short-term rental properties.
• Update rates and information on various booking channels
• Manage relationships with various booking channels.
• Assist in managing websites.
• Maintaining accurate records of reservations and processing any necessary confirmations.
• Utilizing reservation software and systems to track and confirm bookings.

Manage social media posts and create social media content,

• Administrative duties as assigned

Qualifications and Experience

• 3-4 years of experience in a similar role, preferably in tourism or hospitality.
• Experience with Webrespro, Airbnb, Expedia, and other booking platforms.
• Strong verbal and written communication skills.
• Excellent organizational skills and attention to detail.
• Ability to multitask and remain calm in high-pressure, fast-paced environments.
• Proficiency with reservation and CRM software.
• Must be proficient in Microsoft Office Suite of products, including excel, word, power-point
• Experience utilizing various marketing software
• Must have a reliable vehicle and valid driver’s license; ability to meet guests for check-ins at various hours, including evenings and weekends.
• Ability to travel to the East End on a frequent basis.
• Flexibility to work weekends, evenings, holidays, and overtime as needed.

Will complete company internal testing and application during interview process