Front Desk Supervisor (Innkeeper)

Key West Collection; Key West (FL); On-site; USD 48,000 - 68,000; Full time

Benefits offered by this job

Medical Coverage – multiple tiers

Dental Coverage

Vision Coverage

Teledoc service

Free Maintenance Medications

Pet Insurance

Hotel Discounts

Tuition Reimbursement

Paid Time Off

401K Match

Job summary

Key West Historic Inns Collection is seeking a Front Office Supervisor (Innkeeper) to oversee daily Front Office operations and lead the Front Desk team with hands-on guidance. You will coach staff, address guest concerns, and ensure warm, personalized service throughout each guest’s stay.

The ideal candidate will bring 2–3 years in front office or guest services, supervisory experience, and familiarity with StayNTouch or Opera.

Qualifications

• 2-3 years of Front Office, hotel operations, or guest services experience preferred.
• Previous supervisory or leadership experience in hospitality preferred.
• Experience with hotel Property Management Systems such as StayNTouch, Opera, or similar systems preferred.
• Strong leadership and coaching skills with the ability to motivate and support team members.
• Excellent communication, interpersonal, and guest service skills.
• Strong organizational, time management, and problem-solving skills.
• Ability to handle guest concerns professionally while remaining calm and solution-focused.
• Knowledge of hotel operations, reservations, billing, and cash handling procedures.
• Basic computer skills, including Microsoft Office.
• Ability to read, write, speak, and understand English.
• Ability to work independently and make sound decisions when leadership is not immediately available.
• Ability to work a flexible schedule, including mornings, evenings, weekends, and holidays based on business needs.

Responsibilities

• Oversee daily Front Office operations and provide hands-on leadership to the Front Desk team.
• Lead by example, assist with guest concerns, and coach team members.
• Ensure guests receive warm, personalized, and professional service throughout their stay.

Skills

Front Office

Leadership

Guest service

Communication

Problem-solving

Cash handling

Microsoft Office

English literacy

Tools

StayNTouch

Opera

PMS

Job description

Property Description

Discover a unique opportunity to be part of the rich history of Key West at the Key West Historic Inns Collection. Formerly known as Kimpton Key West, our historic collection boasts 219 guestrooms across Winslow's Bungalows, Lighthouse Hotel, Ridley House, Ella's Cottages, and Fitch Lodge. These buildings, originally homes for army officers, industrialists, and steamboat captains, reflect architectural styles from Conch to Queen Anne. Built when Key West was Florida's largest city in 1900, each structure holds captivating stories of gold discoveries and vaudeville performances. Join us and become a part of a team that embraces the vibrant past while offering unparalleled hospitality. Explore our property history at www.keywesthistoricinns.com for more information.

Overview

Key West Historic Inns is seeking a passionate and service-driven Front Office Supervisor (Innkeeper) to join our team. This role is perfect for a hospitality professional who enjoys connecting with guests, developing team members, and creating memorable experiences in a boutique hotel environment.

As an Innkeeper, you will help oversee daily Front Office operations while providing hands-on leadership and support to the Front Desk team. You will lead by example, assist with guest concerns, coach and develop team members, and ensure each guest receives warm, personalized, and professional service throughout their stay.

Qualifications

• 2-3 years of Front Office, hotel operations, or guest services experience preferred.
• Previous supervisory or leadership experience in hospitality preferred.
• Experience with hotel Property Management Systems such as StayNTouch, Opera, or similar systems preferred.
• Strong leadership and coaching skills with the ability to motivate and support team members.
• Excellent communication, interpersonal, and guest service skills.
• Strong organizational, time management, and problem-solving skills.
• Ability to handle guest concerns professionally while remaining calm and solution-focused.
• Knowledge of hotel operations, reservations, billing, and cash handling procedures.
• Basic computer skills, including Microsoft Office.
• Ability to communicate effectively with guests, team members, and leadership.
• Ability to read, write, speak, and understand English.
• Ability to work independently and make sound decisions when leadership is not immediately available.
• Ability to work a flexible schedule, including mornings, evenings, weekends, and holidays based on business needs.

Benefits

Davidson Hospitality Group is an award-winning, full-service hospitality management company overseeing hotels, restaurants, dining and entertainment venues across the US. A trusted partner and preferred operator for Hilton, Hyatt, Kimpton, Marriott, and Margaritaville, Davidson offers a unique entrepreneurial management style and owners’ mentality that provides the individualized personal service of a small company, enhanced by the breadth and depth of skill and experience of a larger company. In keeping with the company's heritage of delivering value, Davidson is comprised of four highly specialized operating verticals: Davidson Hotels, Pivot, Davidson Resorts and Davidson Restaurant Group.

In keeping with the company's heritage of delivering value to its owners and team members, Davidson offers a rich benefit program with a variety of benefits designed to enrich the lives and well-being of our team members and their families.

• Multiple Tiers of Medical Coverage
• Dental & Vision Coverage
• 24/7 Teledoc service
• Free Maintenance Medications
• Pet Insurance
• Hotel Discounts
• Tuition Reimbursement
• Paid Time Off (vacation, sick, bereavement, and Holidays).
• 401K Match

Working at Davidson is like nowhere else. It's less of a job, more of a calling. It's part career, part revolution. Because whatever you do here, you play a part in helping redefine the way quality hospitality is delivered to our guests, our clients, our partners, and each other.EOE AA- Minorities/Females/Vet/Disability/Gender Identity/Sexual OrientationDavidson Hospitality is a drug free workplace. Pre-employment drug test and background check required. We participate in E-Verify.