Multi Property Estate Manager Jobs (NOW HIRING)

Vichara is a Financial Services focused products and services firm headquartered in NY and building systems for some of the largest i-banks and hedge funds in the world.

Here's a cleaner role description you can use for recruiting:

Property Manager - Multi-Location Residential Portfolio

We are looking for an experienced, hands-on Property Manager to oversee a portfolio of privately owned residential properties, including houses, villas, vacation homes, and short-term rental/Airbnb-type properties across multiple locations.

The ideal candidate should be based in, or able to work extensively across, New York, Florida/Tampa, and Puerto Rico, and must be flexible to travel frequently between properties as required.

Key Responsibilities

• Manage the day-to-day operations and upkeep of multiple residential properties across different locations.

• Oversee houses, villas, vacation properties, and short-term rental/BnB properties owned by management.

• Coordinate housekeeping, landscaping, maintenance, repairs, pest control, pool services, utilities, security, and other property services.

• Identify maintenance issues proactively and ensure repairs are completed promptly and to a high standard.

• Manage and supervise local vendors, contractors, housekeepers, handymen, and other service providers.

• Obtain quotations, negotiate vendor pricing, approve work within agreed guidelines, and track expenses.

• Conduct regular property inspections and maintain detailed checklists for each location.

• Ensure properties are fully prepared before the owner's, management's, family members', or guests' arrival.

• Coordinate arrivals, departures, cleaning schedules, linen management, supplies, groceries, and other property-specific requirements when needed.

• Manage short-term rental operations where applicable, including guest readiness, cleaning turnovers, maintenance coordination, and issue resolution.

• Maintain inventories of furniture, appliances, equipment, keys, access cards, household supplies, and other property assets.

• Track utility bills, maintenance contracts, insurance-related property documentation, permits, and recurring services.

• Respond quickly to emergencies such as plumbing, electrical, HVAC, security, storm, or property damage issues.

• Provide management with regular updates on property condition, upcoming maintenance, expenditures, and significant issues.

• Develop reliable local vendor networks in each geography rather than depending on a single centralized team.

• Maintain a high degree of confidentiality and discretion when dealing with management-owned properties and personal matters.

Candidate Profile

• Prior experience managing high-end residences, luxury villas, vacation homes, hospitality properties, serviced apartments, Airbnb/short-term rentals, or a multi-property residential portfolio.

• Comfortable managing properties located in different cities or states rather than operating from a single property.

• Strong vendor-management and facilities-management skills.

• Highly organized and capable of handling multiple issues simultaneously.

• Practical and hands-on; willing to inspect properties personally and resolve operational problems rather than only coordinating remotely.

• Strong communication and reporting skills.

• Bilingual - English and Spanish strongly preferred, particularly given the Puerto Rico and Florida responsibilities.

• Comfortable communicating with household staff, contractors, guests, vendors, and senior management.

• Able to work independently with limited supervision.

• Willing and able to travel frequently between New York, Florida/Tampa, Puerto Rico, and other locations as required.

• Availability to respond to urgent property matters outside normal business hours when necessary.

• Valid driver's license and ability to travel domestically.

Preferred Background

Candidates may come from backgrounds such as:

Luxury Residential Property Management, Estate Management, Family Office Property Management, Hospitality Operations, Villa/Resort Management, Airbnb/STR Operations, Facilities Management, or Private Household/Estate Management.

The role would particularly suit someone who combines the service mindset of hospitality with the operational discipline of a professional property manager.

I would title this "Multi-Property Residential / Estate Manager" rather than simply "Property Manager" if these are management-owned private homes. It will attract candidates accustomed to handling high-end residences and owner requirements rather than conventional apartment-building leasing.

Candidate Profile

• Prior experience managing high-end residences, luxury villas, vacation homes, hospitality properties, serviced apartments, Airbnb/short-term rentals, or a multi-property residential portfolio.
• Comfortable managing properties located in different cities or states rather than operating from a single property.
• Strong vendor-management and facilities-management skills.
• Highly organized and capable of handling multiple issues simultaneously.
• Practical and hands-on; willing to inspect properties personally and resolve operational problems rather than only coordinating remotely.
• Strong communication and reporting skills.
• Bilingual - English and Spanish strongly preferred, particularly given the Puerto Rico and Florida responsibilities.
• Comfortable communicating with household staff, contractors, guests, vendors, and senior management.
• Able to work independently with limited supervision.
• Willing and able to travel frequently between New York, Florida/Tampa, Puerto Rico, and other locations as required.
• Availability to respond to urgent property matters outside normal business hours when necessary.
• Valid driver's license and ability to travel domestically.