Poolside Server – Outdoor F&B at Florida Keys Resort

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

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.