Field Operations Specialist

Company Overview

More Than a Boutique Short-Term Rental Agency - We’re Curators of Exceptional Experiences

At Vanage Vacation Homes, our roots run deep in the art of genuine hospitality. What began as a family’s love for North Captiva Island has grown into a thoughtfully curated portfolio of luxury vacation homes across Southwest and South Florida.

Our ethos centers on creating a “Home Away from Home” experience for our guests, where every detail is intentional and every interaction is filled with care. We extend that same philosophy to our team. With us, you’re not just joining a company; you’re becoming part of a passionate, collaborative, and hospitality-driven family.

Apply today to join the Vanage family where 5-star stays meet operational excellence in a peaceful island setting.

Position Summary

We’re looking for a dependable, thoughtful, hands-on, and service-driven Field Operations Specialist to join our team on our uniquely beautiful island. In this role, you’ll help support guest experiences, field operations, home care, golf cart management, and basic handyman tasks across our portfolio of homes.

This is an ideal opportunity for someone who enjoys variety in their workday, is practical and mechanically inclined, and takes pride in helping things run smoothly behind the scenes while also creating memorable guest experiences.

What To Expect

As a Field Operations Specialist, you’ll play an important role in keeping our homes, guest experience, and day-to-day field operations running smoothly. This is a hands-on role for someone who is handy, practical, dependable, and willing to jump in wherever needed.

Your work may vary from day to day. A typical day could include supporting basic handyman items, minor repairs, and property tasks across our homes. You may also help with guest arrivals and departures, including washing and transporting the guest golf cart to the arrival dock, greeting guests when they arrive, helping bring guest luggage and groceries into the home, and making sure guests feel welcomed and comfortable from the start.

This role requires a “no job too big or too small” attitude. Some tasks will be guest-facing, others will be behind the scenes, and many will simply be whatever is needed in the moment to support the homes, the team, or the guest experience.

Beyond guest support, you’ll also assist with golf carts, helping coordinate supplies and deliveries, supporting vendors, and assisting with general upkeep and operational needs throughout the island properties.

Join Us

North Captiva is a boat-access-only barrier island off Florida’s Gulf Coast. Known for its quiet beaches, wildlife, and no-car lifestyle, it’s a special place. If you’re excited to embrace the island’s rhythm while contributing to a story that transcends traditional property management, we can’t wait to hear from you.

Key Responsibilities

• Greet guests at the ferry dock, assist with luggage and groceries, escort them to their homes, and provide warm welcome and farewell experiences

• Provide guests a home walk-through to help them get settled quickly and comfortably and ensure they have key information they need for a smooth stay

• Serve as an on-island point of contact to help fulfill guest requests and support guest needs throughout their stay

• Support basic handyman tasks and light property repairs across the homes

• Assist with troubleshooting minor maintenance issues and helping coordinate repairs as needed

• Transport, inspect, and maintain guest golf carts, ensuring they are clean, charged, and ready for use

• Wash and detail carts, documenting any damage or maintenance concerns

• Deliver and install items at the homes as needed

• Support operational and field-based tasks including taking measurements or photos at homes, pool cleaning, light landscaping (blowing, raking, weeding), vendor transportation across the island, and assisting with property upkeep

• Help maintain organization, cleanliness, and operational readiness across homes and field areas

Required Qualifications

• At least 1 year of experience in a customer-facing, service-related role (hospitality experience is beneficial but not mandatory).

• Capable of lifting over 50 pounds to assist with items such as luggage, groceries, and other guest belongings.

• Friendly, professional demeanor and clear communication skills

• Strong attention to detail and cleanliness

• Comfortable using mobile apps for time tracking and task updates. In app tracking and real time updates are critical to success.

• Positive attitude and flexible mindset — no job is too big or too small.

• Boating experience or captain's license is preferred but not mandatory.

Compensation & Schedule

Hourly Salary: $20-$30/hour, dependent on the candidate’s handyman technical skill level, plus a travel stipend to help cover transportation costs to and from the island.

• Guests often provide generous cash tips, creating additional earning potential

Schedule

• Full-time position

• Weekend availability is required

• Opportunity to work in a uniquely beautiful island environment with a collaborative hospitality-focused team