Jobs2Careers logoHome

Vacation

Florida

3260 Vacation jobs in Florida

Recommended
Apply Directly
Maintenance Technician, Vacation Rentals

Coastal Vacation Properties

Fort Myers Beach, FL 33931

Requires TravelUrgently HiringPaid Time Off

  • High school diploma/GED or equivalent
  • At least 2 years of maintenance experience
  • Knowledge of heating and air conditioning units, plumbing systems, and electrical systems
  • Advanced understanding of maintenance equipment, procedures, and techniques
  • Basic understanding and proficiency of computers and devices that require programing (i.e. locks, thermostats, televisions, & WIFI).
  • Available to be on call and respond to maintenance requests on nights and weekends as scheduled.
  • Excellent work ethic, communication skills, time management skills, and attention to detail
  • Must have basic tools.
  • Must have reliable transportation, position requires being able to travel to multiple locations on Fort Myers Beach & Bonita Beach.
SmartExplore AI is experimental.
View now
Recommended
Apply Directly
Vacation Rental Inspector

Stay on 30a - Vacations & Concierge

Panama City Beach, FL 32413

OnsiteFlexible SchedulePaid Time Off

  • Previous experience in property inspection, housekeeping, or vacation rental management preferred
  • Strong attention to detail and organizational skills
  • Ability to work independently and manage time effectively
  • Basic knowledge of home maintenance and cleaning standards
  • Comfortable using mobile apps and digital tools for reporting inspections
  • Reliable transportation and a valid driver's license required
  • Ability to work weekends and flexible hours, including holidays as needed
SmartExplore AI is experimental.
View now
Apply Directly
Maintenance Technician

Breathe Easy

Fort Walton Beach, FL 32548

$20-$23/hr
OnsiteUrgently HiringHealth InsurancePaid Time OffRetirement Benefit

  • Prior maintenance experience required
  • Reliable transportation if not utilizing company vehicles
  • Ability to stand for extended periods, bend, stoop, squat, kneel, and lift 30+ pounds
  • Ability to troubleshoot issues and solve problems with limited standardization
  • Ability to interpret written, verbal, diagrammatic, and schedule-based instructions
SmartExplore AI is experimental.
View now
Recommended
Apply Directly
Property Inspector: Vacation Rentals

White Rose Villas LLC

Davenport, FL 33897

OnsitePaid Time Off

  • Minimum 2+ years of experience in property management or vacation rental inspections preferred
  • Reliable transportation
  • A smartphone
  • Ability to work independently for extended periods
  • Strong written and verbal communication skills
  • Detail-oriented with a customer-focused mindset
  • Must be authorized to work in the U.S.
  • Availability to work weekends
  • Must be willing to complete a W9 (1099 contractor position)
SmartExplore AI is experimental.
View now
Recommended
Apply Directly
Maintenance Tech

Luxury Coastal Vacations

Pensacola, FL 32507

OnsiteHealth InsurancePaid Time OffRetirement Benefit

  • 1 year of hands-on maintenance experience or relevant training
  • Must be organized, self-motivated, and able to work with minimal supervision
  • Must have own tools, reliable vehicle, and smartphone
SmartExplore AI is experimental.
View now
Recommended
Apply Directly
Luxury Guest Services Agent

30A Luxury Vacations

Inlet Beach, FL 32461

$20-$24/hr
$1,000 bonus
OnsiteHealth InsurancePaid Time OffRetirement Benefit

  • 1+ years in hospitality, reservations, or high-touch customer service - vacation rental or luxury environment strongly preferred
  • An instinct for consultative communication - you guide decisions, you don't just answer questions
  • Outstanding written and verbal communication skills - your emails read well and your phone manner puts people at ease
  • A sales sensibility without the sales pressure - you help people make the right choice for them
  • Composure under pressure - high-volume days happen, and the team that handles them well is the team people remember
  • Strong organizational instincts and the kind of attention to detail that prevents small mistakes from becoming big problems
  • Comfort working in a tech-forward environment. We run a modern, fully integrated stack and expect our team to use it well
  • Reservations & Operations: Escapia, Breezeway
  • Communications: Slack, Microsoft Outlook
  • Project Management: Asana, Airtable
  • AI Tools: Claude AI and ChatGPT - we actively use AI to work smarter, communicate better, and move faster, and we want teammates who embrace that, not avoid it
  • Hardware: Apple ecosystem exclusively (iPhone, iPad, MacBook) - fluency is expected
SmartExplore AI is experimental.
View now
Recommended
Apply Directly
Senior Reservations & Guest Services Specialist

SeaBreeze Vacation

Holmes Beach, FL 34218

OnsiteHealth InsurancePaid Time Off

  • At least 3 years of experience in hospitality, concierge services, guest services, reservations, or luxury hospitality customer service
  • Exceptional attention to detail with a strong commitment to accuracy, organization, and timely follow-through
  • Strong verbal and written communication skills
  • Warm, polished, and professional demeanor with the ability to quickly establish rapport and build relationships with guests
  • Highly organized with the ability to manage multiple guests, reservations, requests, deadlines, and follow-up items simultaneously
  • Proactive mindset with the ability to anticipate guest needs and identify details that require attention before they become issues
  • Strong documentation habits and the ability to maintain accurate guest profiles, reservation notes, and records
  • Resourceful and solution-oriented, with the ability to confidently coordinate unique or time-sensitive guest needs
  • Strong knowledge of Anna Maria Island and the surrounding area, or the enthusiasm and ability to quickly become a local expert
  • Ability to remain calm, professional, and guest-focused in a fast-paced hospitality environment
  • Tech-savvy with the ability to learn reservation, communication, and guest-management systems quickly
  • Reliable and punctual
SmartExplore AI is experimental.
View now
Apply Directly
Maintenance Tech, Port St Joe

Cape & Coast Premier Properties

Port Saint Joe, FL 32456

$18-$22/hr
OnsiteFlexible ScheduleHealth InsurancePaid Time OffRetirement Benefit

  • Maintenance experience with basic knowledge of home repairs
  • Able to learn and use apps to keep track of jobs and update details.
SmartExplore AI is experimental.
View now
Recommended
Apply Directly
Guest Services

Breathe Easy Rentals

Destin, FL 32541

$20-$22/hr
OnsiteFlexible ScheduleHealth InsurancePaid Time OffRetirement Benefit

  • Self-motivated and self-sufficient, while being able to seek guidance when needed
  • Ability to communicate effectively with homeowners and guests
  • Technical computer skills required on all forms of hardware - laptops, tablets and mobile devices
  • Availability to work Sunday through Saturday, early mornings and evenings as needed
  • Professional in all forms of communication such as email, phone calls, video calls and texts
  • Ability to work well under pressure in an agile, fast-paced environment
  • Excellent time management skills with the ability to change activity frequently and cope with interruptions
  • Highly responsive and reliable
  • Strong attention to detail
SmartExplore AI is experimental.
View now
Apply Directly
Housekeeping Inspector

Amelia Island Getaways

Fernandina Beach, FL 32034

OnsitePaid Time Off

  • Must live on or near Amelia Island (Yulee, Fernandina Beach, etc.)
  • Strong attention to detail and follow-through
  • Ability to work independently with minimal supervision
  • Comfortable using mobile apps and basic technology
  • Excellent communication and customer service skills
  • Reliable transportation and valid driver's license
  • Must be physically able to move around properties and carry light items
SmartExplore AI is experimental.
View now
Profile builder
Answer questions related to your search and surface your matches.
Browse Jobs
  • Jobs in Top Cities
  • Jobs by State
  • Jobs by Title
  • Jobs by Category
Tools
  • Free Resume Builder
  • Jobs2Careers+ Extension
Company
  • Post a Job
  • About
  • Advice
  • Contact
Jobs2Careers Powered by Talroo© 2026 Jobs2Careers
Logos provided by Logo.dev
© 2026 Jobs2Careers
Privacy PolicyTerms of UseYour Privacy ChoicesCalifornia Consumer Privacy Act (CCPA) Opt-Out Icon
Jobs2Careers Powered by Talroo