Groundskeeper

Highgate; Key West (FL); On-site; USD 17,000 - 25,000; Full time

Benefits offered by this job

Medical insurance

Dental insurance

Vision insurance

Life insurance

Short-term disability insurance

Long-term disability insurance

401(k) Retirement Plan with employer

Paid holidays

Paid vacation

Paid sick leave

Employee assistance program (EAP)

Educational opportunities / Tuition

Paid jury duty leave

Personal leave

Medical leave

Military leave

Job summary

Highgate Hotels in Key West is seeking a Groundskeeper to maintain the exterior grounds of a historic Old Town resort. You will ensure pristine landscapes, cleanwalks, and well-kept outdoor areas, aiming to minimize disruption to guests and staff while supporting a premium guest experience.

The role emphasizes exterior upkeep across the property, including routine care and adherence to safety standards, with a focus on delivering a welcoming environment for visitors.

Responsibilities

• Maintain the exterior grounds of the property to the highest possible standard, ensuring guest safety and satisfaction.
• Pick up litter and keep the grounds pristine for both guests and employees.

Job description

Hourly

Highgate Hotels

Highgate is a leading real estate investment and hospitality management company with over $15 billion of assets under management and a global portfolio of more than 400 hotels spanning North America, Europe, the Caribbean, and Latin America. With a 30-year track record as an innovator in the hospitality industry, this forward-thinking company provides expert guidance through all stages of the property cycle, from planning and development through recapitalization or disposition. Highgate continues to demonstrate success in developing a diverse portfolio of bespoke lifestyle hotel brands, legacy brands, and independent hotels and resorts, featuring contemporary programming and digital acumen. The company utilizes industry-leading revenue management tools that efficiently identify and predict evolving market dynamics to drive outperformance and maximize asset value. With an executive team of seasoned hospitality leaders and corporate offices worldwide, Highgate is a trusted partner for top ownership groups and major hotel brands. www.highgate.com

Location

Located in historic Old Town, Southernmost Beach Resort expands over 6 acres on a serene part of the island with Atlantic Ocean front views, gorgeous Key West architecture, and all the amenities you desire in a beach resort. Just a short walk or bike ride from Key West’s boutique shops, art galleries, eclectic restaurants, and non-stop nightlife, the resort spans over two city blocks and offers guest rooms that are located within easy reach of both the beach and world-famous Duval Street.

Overview

The Groundskeeper is responsible for ensuring that the outside grounds of the property is maintained at the best possible condition at all times with the least amount of inconvenience to guests and employees. The Groundsman is responsible for maintaining the grounds outside the property to include: picking up trash and making sure the grounds are prestine.

Benefits

• Medical insurance, dental insurance, vision insurance, life insurance, short-term and long-term disability insurance 401(k) Retirement Plan with employer matching contributions
• Paid holidays
• Paid vacation
• Paid sick leave (provided in accordance with applicable law)
• Employee assistance program (EAP)
• Educational opportunities / Tuition reimbursement
• Paid jury duty leave, personal leave, medical leave, and military leave in accordance with applicable law

For Employees Based In Washington

• 8 paid holidays per year
• Up to 20 days of paid vacation per year, based on classification and length of service
• Paid Sick & Safe Time accrues at 1 hour for every 30 hours worked, with up to 72 hours of unused time carried over from one anniversary year to the next.

For Employees Based In Colorado

• 8 paid holidays per year; employees working in the City of Denver receive 64 hours of designated holiday time per calendar year
• Up to 20 days of paid vacation per year, based on classification and length of service
• 6 days or 48 hours of Paid Sick Leave per year, accrued at 1 hour for every 30 hours worked.

For Employees Based In California

• 8 paid holidays per year
• Up to 20 days of paid vacation per year, based on classification and length of service, capped at 1.5x annual accrual rate; non-supervisory employees working in the City of Los Angeles accrue up to 22 days of Compensated Time Off, based on length of service capped at 192 hours of combined PST and CTO.
• Paid Sick Time accrues at 1 hour for every 30 hours worked, unused time is carried over from one anniversary year to the next up to a maximum of 80 hours; employees working in the City of Los Angeles are provided 40 hours of Paid Sick Time annually on their anniversary, unused time is not carried over from one anniversary year to the next.

• The above-referenced benefits do not apply to part-time positions

Posting Date

This job opening was posted on 11/03/2026 and will remain open for at least 14 days.