What are the responsibilities and job description for the Luxury Vacation Rental Specialist | Islamorada & Key Largo, FL position at Newman Hospitality?
Luxury Vacation Rental Specialist | Islamorada & Key Largo, FL
Full-Time | Field-Based | $50 – 60K benefits mileage reimbursement performance bonus
Your Office: The Florida Keys. Some people commute to a cubicle. You’ll spend your days moving between our Islamorada office and waterfront luxury homes in Islamorada and Key Largo. The kind of properties guests plan their entire year around. As a Vacation Rental Specialist with Newman Hospitality, you’re the person who makes sure every home is flawless before the door opens, and the reason guests leave five-star reviews.
This isn’t a “check the box” job. You’ll be the eyes, hands, and judgment of our Keys’ operation, trusted to uphold the standards that have earned us Airbnb Superhost and Vrbo Premier Host status across a portfolio of more than 150 homes.
Collaboration and Ownership. You’ll take full responsibility for the properties you oversee, treating each home as if it were your own. Just as important, you’ll be a key connector on our team, staying in close communication with operations, cleaning crews, and vendors so every guest arrival goes off without a hitch.
A clear path to grow. As our Keys portfolio expands, this role is positioned to grow into a management role. We promote from within and invest in people who show initiative.
Hands-on learning across the business. You’ll gain experience in luxury guest services, property maintenance, vendor management, new home onboarding, and the systems that power a modern hospitality company, including Breezeway.
A team that has your back. We’re family-owned, which means you’re a name, not a number. You’ll work with leadership who have spent over eleven years building a reputation for personal, consistent service.
Five-star training and a voice in how we grow. You’ll receive comprehensive training in luxury hospitality and property management, built on the service standards of top resorts. As you grow, you’ll have the opportunity to identify improvements and help implement new processes that shape how we scale our operations
What You’ll Do
· Deliver the perfect arrival. Inspect each home before check-in and after check-out using our standardized protocols, confirming that cleaning, staging, linens, amenities, and supplies meet our luxury standard.
· Keep homes running beautifully. Test electronics, appliances, HVAC, smart locks, and plumbing. Handle minor fixes yourself, such as bulb replacements, fixture adjustments, and basic troubleshooting, and escalate larger issues with clear documentation.
· Protect our owners’ investments. Photograph and report damages, missing items, or irregularities. Conduct monthly preventative maintenance inspections and track every issue through to resolution.
· Coordinate the people who make it happen. Communicate with cleaning crews and maintenance vendors to keep turnovers on schedule and on standard.
· Launch new homes. Help onboard new properties into our portfolio, from design, staging to inventory setup to first-guest readiness.
· Be the go-to during peak moments. Support the team during high-volume turnovers, guest stays, and special projects. Expect roughly 75% of your time in the field.
What You Bring
You have 2–5 years of experience in operations; ideally in hospitality, vacation rental, housekeeping, or property maintenance, and you take pride in noticing what others miss. You’re comfortable with hand tools and basic repairs, confident using mobile apps for inspections, and organized enough to manage multiple properties independently. You communicate clearly, document thoroughly, and stay calm when plans change.
Requirements:
- Reliable transportation and a valid driver’s license
- Availability for weekends, holidays, and peak turnover periods
- Must be able to lift and move heavy items.
- High school diploma or equivalent
- Residence in or within commuting distance of Islamorada / Key Largo
Nice to have: Breezeway or similar platform experience, familiarity with local short-term rental regulations and safety standards, and hospitality or property management training. College degree.
About Newman Hospitality
Newman Hospitality is a family-owned, full-service vacation rental management company with more than 150 homes across South Florida, from Pompano Beach to Islamorada, as well as Northern Virginia and Indiana. We design, stage, list, market, and fully operate each property, delivering a guest experience that has earned Airbnb Superhost and Vrbo Premier Host recognition for over eleven years.
Our philosophy is simple: “A Home For Everyone.” Whether you’re a traveler making memories, an owner building income, or a professional looking for the right team, there’s a place for you here.
Ready to make the Keys your workplace? Apply today.
Pay: $50,000.00 - $60,000.00 per year
Benefits:
- Dental insurance
- Health insurance
- Life insurance
- Paid time off
- Parental leave
- Vision insurance
Application Question(s):
- Do you have reliable transportation and a valid driver’s license?
- Do you reside or are within commuting distance of Islamorada and Key Largo?
Education:
- High school or equivalent (Required)
Ability to Commute:
- Islamorada, FL 33036 (Required)
Work Location: In person
Salary : $50,000 - $60,000