The Cottages On The Key
August 3, 2023
Siesta Key, Florida
Job Type
Annual Salary: $50,000 - $55,000 



The Cottages on The Key is a 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.


We are looking for someone who is truly passionate about crafting and optimizing captivating content that resonates with our audience. To excel in this role, you should be well-informed about the latest social trends and possess a keen sense of aesthetics that enables you to create content fostering growth, strong connections with our followers, and ultimately driving sales. It is crucial for you to possess both drive and an unwavering determination to conquer social media, allowing you to immerse yourself in analytics and devise strategies to leverage algorithms in our favor.

The ideal candidate will possess exceptional copywriting skills and genuinely enjoy engaging with others in conversations, both individually and as part of the social media community, with the ultimate goal of converting fans into loyal customers. Adaptability and an entrepreneurial mindset are essential traits as we continuously strive to raise the bar. Moreover, the candidate must possess incredible attention to detail and a proven ability to manage multiple priorities simultaneously effectively. If you possess a genuine passion for social media and sales and seek to join a successful team in an exciting industry, this opportunity is perfect for you. This role requires an understanding that social media demands unconventional working hours. As The Cottages on the Key grows, national travel will be necessary to perform job roles for properties outside of Sarasota.


  • Create, produce, and optimize highly shareable content to drive audience growth and engagement, leading to significant growth and increased sales.
  • Create and enact strategic social media campaigns.
  • Post the content you create across The Cottages on the Key’s social media channels, including but not limited to Instagram, Facebook, Youtube, TikTok, Pinterest, and LinkedIn.
  • Brainstorm content ideas that support ongoing brand goals and marketing campaigns.
  • Write compelling captions for posts, and engage with the community via comments & DMs in a timely manner.
  • Track and report on social media KPIs and benchmarks for daily, weekly, and monthly performance.
  • Maintain a deep understanding of social media metrics and data analysis.
  • Improve processes via Standard Operating Procedures (including documentation) for new and ongoing processes related to your role.
  • Perform other duties as assigned.


  • Documented experience in substantially increasing social media followings.
  • Expertise in targeting, set up, management, and metrics.
  • Must be proficient in social media campaign strategy creation and management.
  • An eye for style and detail with an ability to capitalize on growing trends.
  • Understand virality and get people to click and engage with content.
  • Strong Photoshop, Canva, or other tools to create images for social media.
  • Proficient in Inshot, Splice, or similar video editors.
  • Experience in utilizing cross-posting and social media management software.
  • Highly detail-oriented and have excellent organizational and time management skills.
  • Ability to collect, analyze, and use social data to inform decision-making.
  • Advanced understanding of social media best practices.
  • Excellent written communication and copywriting skills (including writing in brand voice and tone).


  • 2+ years of creating content in a social media role
  • Bachelor’s degree in Marketing, Communications, or Journalism
  • Advanced video editing skills
  • Experience (or natural ability) in sales is a huge plus
  • Experience working with brands in the travel/hospitality industry


Annual Salary: $50,000 - $55,000

Benefits & Perks: 

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