Resort Pool Server

Cheeca Lodge & Spa; Islamorada (FL); On-site; USD 17,000 - 25,000; Full time

Benefits offered by this job

Paid time off

Employee discounts

Health insurance options

401(k) plan

Job summary

Cheeca Lodge & Spa in Islamorada, FL is seeking energetic Pool Servers to join our Food & Beverage team. You will deliver food and beverages to guests by the pool, provide personalized service, and help create memorable vacation experiences.

Ideal candidates are comfortable outdoors in Florida heat, with a guest-focused mindset and a team-oriented approach. Weekend and holiday availability is required; facial piercings or tattoos on face/neck are not allowed.

Qualifications

• Must be at least 18 years of age.
• Willing and able to work outside and walk on a pool deck.
• Previous restaurant, bar, hospitality, or customer service experience preferred.
• Previous pool/resort service experience is a plus.
• Ability to work outdoors in Florida heat, humidity, and varying weather conditions.
• Must be able to stand and walk for extended periods and carry trays weighing up to 30 pounds.
• Must be available to work weekends and holidays.
• NO FACIAL piercings or TATOOS on face/neck.

Responsibilities

• Welcome guests with a friendly and professional demeanor and take orders.
• Deliver beverages and food items promptly while maintaining presentation standards.
• Anticipate guest needs and provide attentive, personalized service.
• Build rapport with guests to create memorable experiences and encourage repeat visits.
• Answer questions about menu items, cocktails, and resort amenities.
• Promote specialty cocktails and resort experiences.
• Enter orders accurately and process guest payments; handle cash, room charges, and cards.
• Maintain a clean and organized service area around the pool deck.

Skills

Guest service

Team player

Outdoor work

Cash handling

Customer service

Positive attitude

Job description

Work where others vacation.

Cheeca Lodge & Spa, an award-winning Four Diamond resort in the Florida Keys, is seeking energetic and guest-focused Pool Servers to join our Food & Beverage team. This role provides food and beverage service to guests enjoying our beautiful resort pools and outdoor recreation areas.

As a Pool Server, you'll spend your day interacting with guests who are on vacation, celebrating special occasions, and creating lifelong memories. We're looking for team members who enjoy being outdoors, thrive in a fast-paced environment, and are passionate about providing exceptional hospitality.

What You’ll Do

Guest Service

• Welcome guests with a friendly and professional demeanor.
• Take food and beverage orders accurately and efficiently.
• Deliver beverages, cocktails, and food items promptly while ensuring presentation standards are maintained.
• Anticipate guest needs and provide attentive, personalized service.
• Build rapport with guests and create memorable experiences that encourage repeat visits.
• Answer questions regarding menu items, cocktails, resort amenities, and activities.
• Promote specialty cocktails, featured menu items, and resort experiences.
• Resolve guest concerns promptly and professionally, involving management when necessary.
• Maintain a clean and organized service area around the pool deck.

Resort Operations

• Assist with opening and closing duties.
• Restock service stations, ice, glassware, and supplies.
• Monitor pool areas and communicate guest needs to management.
• Ensure all service standards and health regulations are followed.
• Support fellow team members and assist where needed to maintain smooth operations.
• Accurately enter orders and process guest payments.
• Handle cash, room charges, and credit card transactions according to resort procedures.
• Balance receipts and complete required paperwork as needed.

Qualifications

• Must be at least 18 years of age.
• You must be willing and able to work outside and walk on a pool deck area.
• Previous restaurant, bar, hospitality, or customer service experience preferred.
• Previous pool, beach club, resort, or cocktail service experience is a plus.
• Ability to work outdoors in Florida heat, humidity, and varying weather conditions.
• Ability to stand and walk for extended periods and carry trays weighing up to 30 pounds.
• Positive attitude and team-player mentality.
• Must be available to work weekends and holidays.
• NO FACIAL or TONGUE PIERCINGS.
• NO FACIAL, HAND, or FACE/NECK TATOOS

Why Join Cheeca Lodge & Spa?

Located on 27 oceanfront acres in beautiful Islamorada, Cheeca Lodge & Spa features multiple restaurants, three pools, a private beach, world-class fishing, watersports, and luxury accommodations. Our Pool Servers have the opportunity to interact with guests from around the world while working in one of the most beautiful settings in the Florida Keys.

Full-Time Benefits Include

Up to 18 days of Paid Time Off (includes holidays)

• Employee Discounts at Northwood Hospitality Properties
• Up to 50% off discount at Bass Pro Shops

401(k) with employer matching

• Employer Paid Short-Term and Long-Term Disability Insurance
• AD&D Insurance
• Medical, Dental, and Vision Insurance
• Flexible Spending and Health Savings Accounts
• Life Insurance

Join the team that delivers unforgettable Florida Keys vacations every day.

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Cheeca Lodge & Spa recognizes the value and importance of a diverse workforce and will continue to identify and attract a workforce of the best available talent at every organizational level. As the Company grows and expands, we remain committed to maintaining our workplace diversity, allowing us to maintain our leadership in the industry.

EEO is the Law