Job Description

COMPANY OVERVIEW:

The Cottages on The Key is a luxury vacation rental management company in Siesta Key, Florida. We are dedicated to providing exceptional hospitality and sharing the best experiences in the area with guests from around the world.

We also offer comprehensive property management services for vacation rental owners. Our personalized "white glove" services are tailored to meet the financial goals and unique qualities of each property, resulting in our success and continued growth.

At The Cottages on The Key, we prioritize our culture. We foster a supportive and inclusive environment where everyone is valued. Our team is united and collaborative, allowing us to maintain an excellent work-life balance.

POSITION SUMMARY:

The Cottages on the Key is looking for someone who’s driven and wants to grow with us—someone who enjoys having independence in their work and finds meaning in what they do. We believe that working together helps everyone grow, stay open, and succeed. This is a full-time role where you’ll be part of an encouraging, fast-paced team that truly values your perspective and development.

As our Bookkeeper, you’ll be a key part of the team, primarily handling accounting tasks such as processing receipts and invoices, creating and entering bills into QuickBooks, and assisting with the preparation of monthly financial statements for property owners. You’ll also be responsible for monitoring the administrative department email for incoming receipts from internal personnel and billing owners for items purchased from in-house inventory. While your main focus will be on finance, you'll occasionally pitch in to support other departments like operations, marketing, and acquisitions. High attention to detail and accuracy is a must, along with the ability to work on repetitive tasks while maintaining a consistently high level of quality.

RESPONSIBILITIES:

• Bookkeeping tasks include processing receipts & invoices, creating & entering bills into Quickbooks, filing & organizing hard copy and digital files into Google Drive, and sending payments via Quickbooks online. 
• Create ad hoc financial reports using Quickbooks and Excel/Sheets for various projects & requests for information by departments, vendors, and homeowners
• Communicate with owners, guests, and vendors through email and phone for various purposes including but not limited to: gathering documents and responding to requests for information regarding revenue, expenses, invoices, charges, compensations
• Export work orders from property management software to process maintenance payments and add to owner statements for billing
• Send payment reports to maintenance personnel
• Monitor bills input into Quickbooks for accuracy of account and property and help fix any billing or payment issues that arise with vendors

QUALIFICATIONS:

• 1-2 years of accounting/ bookkeeping experience.
• Quickbooks experience and knowledge of trust accounting required.
• Vacation rental industry experience is a plus.
• Quick learner of technology and apps.
• Strong work ethic, with the ability to multitask.
• Ability to work in an ever-changing environment while maintaining a high standard of accuracy.

COMPENSATION & BENEFITS:

Annual Salary: $50,000 - $55,000

Benefits

• Paid time off such as PTO, sick days, and vacation days
• Health insurance
• Employee recognition programs
• Workplace perks such as recreation activities, food and coffee, and flexible work schedules

Schedule

• Regular Schedule Monday-Friday 9am - 5pm
• Training Schedule is Tuesday - Saturday

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