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Guest Relations at Old Town Vacation Homes

Historic Tours of America
Key West, FL Full Time
POSTED ON 8/1/2026
AVAILABLE BEFORE 8/30/2026
JOIN OUR OLD TOWN TROLLEY FAMILY! ®

This is a GREAT opportunity to SHINE the spotlight on your Guest Services skills!

This Guest Relations position assists guests with making and confirming reservations, registering, issuing keys, keeping records of occupied homes and condos, and presenting statements and collecting payments from guests. Assist guest requests for housekeeping and maintenance. Arrange or give advice on transportation, business services or entertainment. The Guest Relations position is to communicate information accurately and with pride and enthusiasm. Our guests judge our company by the way you handle yourself at work.

Employee Benefits

  • Competitive pay: $18 - $21 per hour
  • Schedule: Saturday - Wednesday
  • All FT Employees are eligible for paid vacation
  • Company sponsored health and wellness plans, including medical, dental, vision and many others
  • All FT, PT and Seasonal employees are eligible for: paid sick time, 401K plan with company matching*, fun and upbeat work environment with various award and recognition celebrations throughout the year, First Stop Health (a tele-health benefit 100% employer paid), discounts in retail stores, and free admission to all company attractions
  • Eligibility requirements may apply

Operating tours, attractions and retail in Boston, Charleston, Key West, Nashville, San Antonio, San Diego, St. Augustine, Savannah, and Washington, DC since 1980!

Essential Functions

  • Make and confirm reservations
  • Answer telephones in a courteous, professional manner
  • Respond promptly to emails
  • Compute bills, collect payments, and make change for guests
  • Issue keys and give directions to vacation rentals.

Required Knowledge, Skills, And Abilities

  • High degree of self-motivation and the ability to work independently or as a team within the scope of established rules and regulations.
  • Knowledge of principles and processes for providing customer and personal services. This includes customer needs assessment, meeting quality standards for services, and evaluation of customer satisfaction.
  • Knowledge of administrative and clerical procedures and systems such as work processing, emails, create worksheets/spreadsheets, input and retrieve data from a computer, managing files and records, and other office procedures and terminology.
  • Have a demonstrated a broad knowledge of Key West restaurants, attractions, and points of interest.
  • Have demonstrable math and sales skills.

Qualifications

  • High school graduate or equivalent preferred.
  • Guest service experience preferred.

Other Requirements

  • Must pass pre-employment MVR/background check and substance abuse testing.
  • Valid FL Driver’s License with acceptable driving record for the past three years.
  • Have a passion for helping people and making their Key West experience a memorable one.

Salary : $18 - $21

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