Cheeca Lodge and Spa

81801 Overseas Highway

Islamorada, FL 33036

Hotel with 214 Rooms
Managed By Northwood Hospitality
Full-Time

Job Description

Join the team behind the scenes at one of the Florida Keys’ most iconic luxury resorts. Cheeca Lodge & Spa is seeking a detail-oriented and dependable Accounting Receivable Clerk to support the day-to-day financial operations of our Accounting Department.

The Accounts Receivable Clerk is responsible for accurately billing customers, recording payments, monitoring outstanding accounts, and ensuring timely collection of revenues to support the resort's financial stability and operational success.

Please note - we are unable to offer relocation and the position is non-remote/must be on-site. If you are not local but planning to relocate, please note that info on your resume.

Key Responsibilities:
  • Process and review billings daily, ensuring timely corrections and adjustments as needed.
  • Conduct weekly follow-up calls to confirm invoices have been received and are being processed for payment.
  • Maintain and update tax-exempt documentation, as applicable.
  • Process and reconcile group commissions in accordance with company policies.
  • Maintain schedules and records of assigned accounts.
  • Monitor outstanding balances and follow up on past-due accounts to support collection efforts.
  • Identify and communicate account issues or discrepancies to management in a timely manner.
  • Manage permanent accounts and ensure billing is completed in accordance with company standards and contractual agreements.
  • Maintain an organized billing system and accurate account records to support a strong payment history.
  • Assign and maintain house accounts as required.
  • Collaborate with other departments to promptly resolve billing disputes and prevent delays in invoicing.
  • Ensure all account adjustments are processed accurately and in a timely manner to avoid payment discrepancies.
  • Respond to guest and client billing inquiries professionally and within established company standards.
  • Perform other duties and responsibilities as assigned by management.
Qualifications:
  • High school diploma or equivalent required; accounting coursework or degree preferred.

  • 1+ year of hotel accounting or cashiering experience preferred.

  • Proficiency in Microsoft Excel and other Office applications required.

  • Strong attention to detail and organizational skills.

  • Ability to manage sensitive financial data with discretion and accuracy.

  • Familiarity with general accounting principles and hospitality operations is a plus.

Work Schedule:
  • Full-time, hourly position.

  • Flexibility required to support business needs, especially during month-end close or audits.

Benefits Include:
  • 401(k) with employer matching

  • Medical, Dental, and Vision insurance

  • Paid Time Off up to 18 days (includes holidays)

  • Employer Paid Short Term and Long Term Disability Insurance

  • Life Insurance and AD&D Insurance

  • Flexible Spending & Health Savings Accounts

  • Employee discounts at Northwood Hospitality properties

? Join a team that supports one of the most celebrated resorts in the Florida Keys. Apply today and bring your skills to the finance team at Cheeca Lodge & Spa!

Posted July 1, 2026

About Cheeca Lodge and Spa

WELCOME TO CHEECA

A Legendary Tropical Hideaway

Since 1946 the historic Cheeca Lodge & Spa has enchanted guests with world-class fishing, exceptional accommodations, and gracious hospitality. Come experience this lush oceanfront retreat, considered the premier luxury resort in the Florida Keys.

The Legend of Our Grand Florida Keys Hotel Resort

You've found it...the crown jewel of Islamorada Florida Keys hotels. 

Hardy Keys pioneers called Conchs chose this very beach to carve out a tenacious living in the isolated beauty of the undiscovered Florida Keys. Here, they formed a Methodist congregation and built a two-room school house and a cemetery. Cheeca has preserved this Pioneer Cemetery, where members of the founding families of Islamorada are buried. You can explore it today; it is a designated historical site. The Angel with the Broken Wing watches over the grave of Etta Pinder, who died in 1914. Here lies the first footprint of Islamorada – "Purple Isle" in Spanish.

The early 1940's brought electricity and fresh water. Mrs. Clara Mae Downey from Olney, Maryland, opened the Olney Inn in 1946. She described this early bellwether of Cheeca as "different – rather comparable to the tropical estate of a gifted host." Clara's first guest was President Harry Truman, who cherished his time loafing around the pool and wondering amidst the resort's 22 quaint bungalows. 

Fast horses, high society and a healthy dose of Keys vivacity marked the reign of the Twitchell Family in the 1960's. Cynthia, better known as "Chee," was an heiress to the A&P grocery chain and owner of a top thoroughbred racing farm. "We took my nickname, combined it with my husband Carl's, and came up with "Cheeca," she recalled. The Twitchells completely refurbished the property, adding the main lodge, the oceanfront villas, tennis courts, golf course and Cheeca's trademark wooden fishing pier. Chee raised miniature tarpon and her beloved seahorses in the aquariums throughout the resort. "Suzy the Seahorse" became Cheeca's mascot and logo, gracing the resort's menus, brochures, towels and linens.

Avid outdoorsman and Coca Cola magnate Carl Navarre purchased Cheeca Lodge in 1976, hosting his Fortune 500 friends in for sunny days of sportfishing and golf. Celebrities flocked to the hotel and famous guests were reeling in giant bonefish right off the resort's pier. The "Sportfishing Capital of the World" was born, seducing wealthy adventurers from around the world.

In 2005, Cheeca Lodge underwent over $30 million dollars in renovations, restoring the property and its surrounding grounds to their original grandeur, ensuring that we will be a cherished destination for generations to come. Following a fire on New Year's Eve 2008, the Main Lodge was completely rebuilt once again, with a fabulous open-air lobby, a spectacular oceanfront banquet room with panoramic views, and an exclusive indoor / outdoor lounge area for club members.

About Northwood Hospitality

Founded in 2006, Northwood Hospitality (NWH) has established itself as a leading boutique operator with a true understanding of value creation. Our high-touch management philosophy focuses on providing a collaborative and hands-on approach with each hotel team. We rely on real-time operating data to drive both strategies and revenues.

People are our Passion

Our team members, guests, partners and our communities are our passion. We take a people-first approach to learning & developing, ensuring our team members have the skills and tools to succeed.

Our Purpose

Our purpose is to create and nurture an environment that ignites our team members passions; we provide the tools & mentoring to empower them and foster a sense of belonging.

Our Mission

Our mission is to maximize asset value creation and performance.