Company Overview

Seven Keys Vacations is a locally led vacation rental management company serving the Florida Keys, with offices in Key West and Marathon and homes throughout Key West, Key Largo, Islamorada, Marathon, Big Pine Key, and the Lower Keys. Our portfolio includes oceanfront homes, canal-front retreats, condos, pet-friendly rentals, and properties with private pools and boat docks — giving owners and guests a wide range of high-quality options across one of Florida's most iconic coastal destinations.

We are led by a team with decades of combined experience investing in, growing, and operating successful vacation rental management companies. That experience is paired with on-the-ground local managers who live in the markets they serve and have the authority to make decisions in real time. We believe vacation rental management is fundamentally a relationship business, and relationships are built locally.

For homeowners, we are an advocate first — focused on protecting the home, maximizing income, and delivering transparent, real-time reporting. For guests, we deliver professionally cleaned, fully equipped homes backed by reliable local support from check-in to check-out, helping make every Florida Keys vacation simple, friendly, and stress-free.

Position Summary

We're looking for a Director of Marketing to lead and scale marketing rental performance across a growing, multi-market portfolio.

This is a high-impact, hands-on leadership role responsible for driving results across return on marketing spending and revenue performance. You will partner directly with ownership and General Managers to bring structure, accountability, and consistency to the rentals function - while ensuring teams are aligned, supported, and performing at a high level.

Success in this role requires someone who moves quickly, takes initiative, and thrives in a fast-paced, evolving environment. You will be responsible for building and refining systems that improve efficiency, elevate the marketing analytics, and enable the organization to scale with confidence.

You’ll operate across multiple coastal markets, stepping in where needed to solve problems, remove friction, and keep operations moving forward. This role is ideal for a leader who combines strong relationship instincts with operational discipline, and who takes pride in turning complexity into clarity.

You'll be the driving force behind our brand presence, orchestrating integrated marketing campaigns across multiple channels while maintaining strong relationships with local partners and guest communities. From crafting compelling content and managing our digital footprint to analyzing performance metrics and optimizing our vacation rental listings, you'll have the opportunity to make a significant impact on our growth and guest experience. This dynamic position offers the perfect blend of strategic thinking and hands-on execution, where your enthusiasm for storytelling and data-driven decision-making will help Seven Keys Vacations to stand out in the competitive vacation rental market.

Key Responsibilities

Digital Marketing & Advertising

Manage Meta advertising campaigns from setup through optimization
Meet monthly with ICND account representatives to evaluate advertising opportunities
Track campaign performance, website traffic, and booking metrics
Develop audience targeting and re-marketing campaigns to drive bookings and guest retention
Create segmented guest groups for email re-marketing campaigns

Website, SEO & Analytics

Work with ICND on website updates, enhancements, and issue resolution
Create and launch new webpages
Manage website popups and lead generation tools
Update featured units on a bi-monthly basis
Create and publish blog content
Remove spam comments and maintain website quality
Regularly monitor Google Analytics (GA4) and website performance metrics

Email Marketing & Guest Communications

Create and send guest email campaigns through Mailchimp
Create and distribute owner communications and newsletters
Maintain accurate guest and owner contact databases
Transfer new Streamline contacts into Mailchimp guest lists
Develop and manage guest re-marketing campaigns
Manage Streamline email templates, including:
- Creating new templates
- Modifying existing templates

Social Media & Community Engagement

Create and manage content for Facebook and Instagram
Respond to guest messages, comments, and inquiries
Engage with relevant community groups and special interest audiences to generate awareness and leads
Monitor social media performance and audience engagement

Content Creation & Brand Management

Create graphics for social media and email campaigns
Design guest-facing materials including:
- Welcome sheets
- Property signage
Create graphics for special projects such as:
- Owner acquisition mailers
- Owner gifts
- Employee email signatures
- Business cards
Utilize ChatGPT and AI tools to support content creation and brand visibility
Edit walkthrough videos for use on the website, social media platforms, and YouTube

Listing Management, Reputation & Tourism Partnerships

Create content for new property listings
Optimize listing descriptions and headlines across distribution channels
Upload and manage listing photography in Streamline
Create SEO-rich photo captions
Tag photos appropriately for OTA distribution
Update and maintain Booking.com photos and content
Refresh and reorder listing photo galleries as needed
Set up and manage listings on non-integrated platforms such as Furnished Finder
Coordinate participation in visitor bureau marketing opportunities
Respond to Google reviews and maintain Google Business Profile content and photos
Build and maintain relationships with local visitor bureaus and community organizations

Required Qualifications

Minimum 2+ years vacation rental marketing experience, website management, and social media experience
Live in FL Keys within driving distance of either Marathon or Key West office locations
Know how to make data driven decisions and create data driven metrics to measure success. Know the data tools to use for vacation rental marketing
Efficient in all things tech, quick learner with new software
Proven multi-task, organizational skills
Brand awareness in all things
Understand "Integrated Marketing" and be able to implement this strategy throughout Florida Keys

Compensation & Benefits

Annual Salary

$55,000 - $85,000

Bonus

Based on company and individual performance goals

Benefits

Paid time off such as PTO, sick days, and vacation days
Health, Dental, and Vision insurance
Life insurance
Opportunity for advancement and growth in your role and the company

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Director of Marketing