The Cottages On The Key
November 8, 2023
Siesta Key, Florida
Job Type
Up to  $45,000 base with OTE $60,000



The Cottages on The Key is a luxury vacation rental property management company based in Siesta Key, Florida. With a commitment to the art of hospitality, we are passionate about sharing experiences in the area with guests worldwide.

Additionally, vacation rental owners benefit from our full property management services. As a company, we consider each homeowner's goals, creating customized white glove services that match their financial goals and the uniqueness of their property. It's that same individualized approach that has made us successful and has contributed to our growth.

At The Cottages on The Key, culture is extremely important. We strive to create a supportive and inclusive environment where everyone feels valued. When working with us, you'll find that our Team functions as a unified and collaborative unit, which enables us to maintain an excellent work-life balance.


As our Guest Services and Sales Coordinator, you will play a pivotal role in driving revenue growth for our luxury vacation rental property management services. You will be responsible for establishing and maintaining strong relationships with prospective clients, guiding them through the sales process, and ensuring a laser focus on lead management.

You will need to have a passion for Siesta Key and the art of hospitality to proactively learn and gain knowledge of all homes in our portfolio while being socially fluent to our guests for all their needs. This entails responding to leads, sending quotes, utilizing excellent phone skills, responding to in-house guest requests, visiting guests in person, and overseeing the in-house guest experience by ensuring all of their requests and needs are properly met by working with our operations department.


  • Proactively respond to guest inquiries promptly via phone, text, and email.
  • Establish, maintain, and nurture relationships with guests, staff, and vendors.
  • Collaborate with the revenue department to meet Sales Goals for the month.
  • Process and schedule all payments for all bookings in place per agreements / special policies.
  • Become familiar with the inventory of all homes, components, amenities, concierge services, and experiences we offer in the area.
  • Seek out and request 5-star reviews from guests.
  • Monitor and respond to guest feedback.


  • Previous experience in a hospitality, guest services, or concierge services sales role is required.
  • Vacation rental industry experience is desired.
  • Familiarity with using property management software such as Streamline is desired.
  • Enjoy speaking with people with excellent interpersonal, written, and verbal skills.
  • Ability to work in an ever-changing environment while maintaining a high standard of service, strong work ethic, and a hospitality mindset.
  • A passion for and in-depth knowledge of the Siesta Key area and a quick learner about our properties and what we offer.


Annual Salary: Up to  $45,000 base with OTE $60,000

Schedule: Friday through Tuesday in the office.

Bonus Details: Bonus opportunities based on sales performance.

Benefits & Perks: 

  • Paid time off includes PTO, sick, and vacation days.
  • Health insurance.
  • Employee recognition programs.
  • Relocation assistance.
  • Workplace perks such as recreation activities, food, and coffee.