Premium Parking

Island Caretaker (Seasonal)

Premium Parking  •  $60k/yr  •  Miami, FL (Onsite)  •  20 days ago
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Job Description

Job Location: Premium Parking Miami FL - Miami, FL 33131
Position Type: Full Time
Salary Range: $60,000.00 - $60,000.00 Salary/year
Job Shift: Varies
Job Category: General LaborWe are seeking a dependable, hands-on Island Caretaker to oversee the day-to-day upkeep and operation of Nautilus Island in Castine, Maine. This is a unique, seasonal opportunity for someone who enjoys working independently, takes pride in maintaining beautiful spaces, and is comfortable living and working in a remote coastal environment May through October. We are ideally looking for someone interested in returning season after season.
What Makes This Role Unique:
- Opportunity to live and work in a beautiful, private island setting
- High level of autonomy and ownership over your work
- Ideal for someone who enjoys nature, solitude, and hands-on work
Key Responsibilities:
- Open and prepare the island for the season in May; close and winterize in October
- Perform general maintenance and repairs across buildings and grounds
- Handle basic plumbing, painting, carpentry, and upkeep projects
- Maintain cleanliness and functionality of all structures and outdoor spaces
- Operate and navigate a small boat for transportation, errands, and light logistics
- Monitor island systems (water, power, etc.) and address issues as they arise
- Coordinate with vendors or contractors when needed
- Ensure the island remains safe, functional, and well-maintained throughout the season

Qualifications
- Strong general handyman skills (plumbing, painting, light carpentry, etc.)
- Comfortable operating a small boat (experience preferred)
- Self-sufficient, proactive, and able to work independently
- Strong problem-solving skills and attention to detail
- Physically capable of performing maintenance tasks in an outdoor environment
- Prior experience in property maintenance, facilities, or similar roles preferred
- Willingness and interest in returning for future seasons
If you’re someone who takes pride in maintaining spaces, enjoys coastal living, and thrives in an independent role, this could be a great fit.
Premium Parking

About Premium Parking

Premium Parking® is the leader in Free Flow, gateless parking management — using our proprietary technology, GLIDEPARCS®, to power 1,400+ locations across the USA, enabling millions of seamless parking sessions every year.

Founded in 2005, we combine the expertise of a national parking operator with the innovation of a technology company. Our proprietary GLIDEPARCS® platform transforms parking assets into smarter, more profitable, and frictionless operations. From municipalities and healthcare systems to universities, hospitality, retail, and mixed-use developments, Premium delivers tailored solutions that meet the unique needs of every partner.

🚗 Our Services | Ensuring your asset has the best path to success.

Marketing & Signage – SEO, signage plans, PicPath™ digital wayfinding, Lock the Block® partnerships

Payments & Credentialing – CameraPay® with FraudGuard™, TextPay®, Cloud Permits®, FolioCharge™, kiosks, and third-party integrations

Compliance – GLIDE Eye LPR®, digital citations, immobilization, and vendor management

Customer Support – 24/7/365 U.S.-based support with 95% first-call resolution

Account Management – Dedicated account managers and streamlined market oversight

Reporting & Intelligence – Real-time dashboards, monthly financial packages, and advanced reporting

Staffing & Vendor Management – Onsite staffing, janitorial, and coordinated vendor services

Risk & Financial Solutions – Liability protection, claims management, capital financing, and flexible structures

Industry
Real Estate & Property
Company Size
201-500 employees
Headquarters
New Orleans, LA
Year Founded
2005
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