Luxury Vacation Rentals Remote Jobs in Florida (NOW HIRING)

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.

From quick weekend getaways to monthly stays, from Key West's historic streets and sunset celebrations to the world-class fishing, diving, and boating of the Upper and Middle Keys, Seven Keys Vacations brings local expertise and professional management to every stay.

Seven Keys Vacations is a proud franchisee of Casago, North America's largest specialized vacation rental manager.

We're looking for a Revenue Manager who thrives on turning data into strategy and strategy into results. In this role, you'll own the revenue performance of multiple short-term rental portfolios, using your analytical expertise and deep platform knowledge to drive measurable growth. You'll be the trusted advisor our PM Partners rely on - someone who doesn't just report numbers, but interprets trends, anticipates market shifts, and translates complexity into clarity. This is a role for a strategic thinker who enjoys solving problems, optimizing systems, and continuously learning in a fast-paced, data-driven environment.

• Lead end-to-end revenue strategy and dynamic pricing across diverse short-term rental portfolios.

• Configure and optimize leading RMS tools (Streamline, KDD, Wheelhouse, RevMax) to drive NOI and long-term performance.

• Analyze pacing, market data, and booking velocity to anticipate opportunities before competitors react.

• Deliver monthly performance reviews with clarity, transparency, and insight - translating data into confident business decisions.

• Continuously refine pricing layers (minimum stays, discounts, fees) aligned with portfolio and market goals.

• Build enduring, trust-based partnerships through proactive communication and a commitment to measurable impact.

• Collaborate cross-functionally with data and product teams to refine automation, enhance reporting, and fuel innovation.

• Challenge assumptions, test new ideas, and adapt strategies to stay ahead of shifting market conditions.

• 2+ years minimum of revenue management experience in Short term rentals / vacation rentals

• Proven expertise in data analysis and performance monitoring.

• Advanced proficiency with leading Revenue Management Systems (RMS) such as PriceLabs, Wheelhouse, Beyond, or RevMax.

• Hands-on experience with Property Management Systems (PMS) such as Guesty, Hostaway, Streamline, or Track (other modern PMS experience is a plus).

• Proven ability to synthesize complex data into clear, actionable insights.

• Exceptional relationship management and communication skills; confidence presenting data-backed strategies to executive stakeholders.

• High personal accountability and attention to detail across multiple portfolios.

• Deep care for client success and a drive to deliver measurable business results.

• Self-motivated and organized. Comfortable operating with independence in a remote, results-oriented environment.

$80,000 - $100,000

• Personal and team performance goals

• Paid time off such as PTO, sick days, and vacation days

• Health, Dental, and Vision insurance

• Life insurance