Executive Housekeeper for UHNW Family

Naples, FL

This is a newly elevated Executive Housekeeper role designed for a natural leader—someone who thrives in structure, sets impeccable standards, and leads by example. You will oversee daily housekeeping operations, elevate deep-cleaning standards, manage inventory and administrative systems, and ensure the home is always guest-ready.

This position requires confidence, discretion, adaptability, and the ability to remain calm and effective in a high-expectation environment.

THE HOUSEHOLD

Formal private residence | 22,000 sq. ft.
Two boys, ages 9 & 12
Family in residence approximately 8 weeks per year
Established household team in Naples including: Estate Manager, two full-time housekeeper, groundskeeper, personal assistant, and seasonal butler support
Strong collaboration with a London-based team

SCHEDULE

While family is in residence:

Up to 60–70 hours/week
Rotational coverage with one day off per week

While family is out of residence:

Monday–Friday
Approximately 30–40 hours/week

KEY RESPONSIBILITIES

Oversee and elevate all housekeeping operations
Supervise and support two full-time Housekeepers
Establish, maintain, and improve deep-cleaning standards
Laundry management from start to finish, including fine garments and linens
Care for fine surfaces, artwork, décor, and custom items
Inventory management and household ordering
Create and maintain housekeeping manuals, checklists, and systems
Vendor supervision (including construction-adjacent projects)
Guest-ready preparation at all times
Travel packing/unpacking when needed
Organize closets, pantries, and storage areas (including donation/sales coordination)
Outdoor housekeeping support (pool house, towels, umbrellas, etc.)
Assist with childcare supervision or driving to/from activities, as needed
Assist with service when the family is in residence, as needed
Confident use of technology, apps, and communication platforms

IDEAL CANDIDATE

2–5+ years experience as an Executive Housekeeper or senior-level Housekeeper
Five-star hotel, luxury estate, or UHNW household experience
Strong administrative and organizational skills
Respects established systems while contributing idea
Thinks ahead and anticipates need
Creates solutions—not problems
Confident leader who can manage personalities and de-escalate when needed
Fluent English required; Spanish a strong plus
Calm, patient, proactive, and highly detail-oriented
Not intimidated by strong personalities or formal environments

COMPENSATION & BENEFITS

$100,000+ annually, DOE
2 weeks PTO (not taken while family is in residence)
Summer flexibility when family is away
Vehicle provided for work-related duties
Lunch provided when family is in residence
Medical stipend TBD, Relocation assistance TBD

WHY THIS ROLE IS SPECIAL

If you are a confident, detail-driven Executive Housekeeper who thrives in a fast-paced, high-expectation environment—and you’re excited by the idea of building structure, leading a team, and working alongside a respected estate manager—this role offers longevity, respect, and the chance to be part of something exceptional. The right person won’t just maintain this home—they’ll help set the standard. 🌟

Oceanside Staffing