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Weekend Vacation Rental Cleaning Jobs in Florida

Pant 2 Pant Clean

Housekeeper

Jacksonville, FL · On-site

$250 - $500/wk

You will be responsible for cleaning and maintaining vacation rental properties to ensure they meet high cleanliness standards for incoming guests. Requirements: * Reliable personal vehicle (required)

Brightwild

Housekeeper

Key West, FL · On-site

$13.75 - $17.75/hr

Clean and prepare vacation rental homes between guest stays, including bedrooms, bathrooms ... Availability to work flexible schedules, including weekends, holidays, early mornings, and evenings.

Brightwild

Housekeeper

Key West, FL · On-site

$13.75 - $17.75/hr

Clean and prepare vacation rental homes between guest stays, including bedrooms, bathrooms ... Availability to work flexible schedules, including weekends, holidays, early mornings, and evenings.

Brightwild

Housekeeper

Key West, FL

$13.75 - $17.75/hr

Clean and prepare vacation rental homes between guest stays, including bedrooms, bathrooms ... Availability to work flexible schedules, including weekends, holidays, early mornings, and evenings.

Better Talent

Lead Pool Technician

Siesta Key, FL · On-site

$47K - $52K/yr

Clean driving record * Able to lift 50 lbs and work outdoors in Florida heat * A commitment to ... One weekend day is part of the schedule because vacation rental turnovers and guest issues don't ...

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All JobsVacation Rental Cleaning JobsWeekend Vacation Rental Cleaning JobsWeekend Vacation Rental Cleaning Jobs in Florida

Weekend Vacation Rental Cleaning information

What is the difference between Weekend Vacation Rental Cleaning vs Housekeeper?

AspectWeekend Vacation Rental CleaningHousekeeper
CredentialsBasic cleaning certifications or experience preferredSimilar credentials, often with additional household management skills
Work EnvironmentShort-term rentals, often multiple properties in a dayPrivate homes or multiple residences, ongoing schedule
Employer & IndustryVacation rental property managers, cleaning servicesPrivate homeowners, property management companies
Search & Comparison IntentFocus on short-term, quick turnaround cleaningLong-term household cleaning and maintenance

Weekend Vacation Rental Cleaning and Housekeeper roles share similar cleaning skills and credentials. However, rental cleaning emphasizes quick turnovers for short stays across multiple properties, while housekeepers often provide ongoing, comprehensive household care in private residences.

What are the most commonly searched types of Vacation Rental Cleaning jobs in Florida?

The most popular types of Vacation Rental Cleaning jobs in Florida are:

What are popular job titles related to Weekend Vacation Rental Cleaning jobs in Florida?

For Weekend Vacation Rental Cleaning jobs in Florida, the most frequently searched job titles are:

What job categories do people searching Weekend Vacation Rental Cleaning jobs in Florida look for?

The top searched job categories for Weekend Vacation Rental Cleaning jobs in Florida are:

What cities in Florida are hiring for Weekend Vacation Rental Cleaning jobs?

Cities in Florida with the most Weekend Vacation Rental Cleaning job openings:

Weekend Vacation Rental Cleaning jobs near you
Infographic showing various Weekend Vacation Rental Cleaning job openings in Florida as of August 2026, with employment types broken down into 46% Full Time, 46% Part Time, and 8% Temporary. Highlights an 100% In-person job distribution.

Senior Vacation Specialist

Better Talent

Fort Myers Beach, FL • On-site

Full-time

PTO

Re-posted 9 days ago

Key responsibilities

  • Manage reservations, including payments, documentation, check-in instructions, and guest communication

  • Respond to guest inquiries across all booking channels and assist with booking questions, stay requests, and issue resolution

  • Train and mentor team members, monitor department performance, and assist with handling escalated guest concerns and improving reservation workflows

Job description

Company Overview

Coastal Vacation Properties is the Premier Vacation Property Management Company in Fort Myers Beach. A family-owned business, we’ve become successful by personalizing the needs of our clients. We offer competitive wages, bonus opportunities, and paid time off. 

For over 25 years, we have managed preferred vacation rental homes of all sizes, from condos to large multi-family luxury beach homes. Our success is in prioritizing our guests' experience and working diligently to grow our vacation rental homeowners' businesses with professionalism, relationship building, and effective marketing.

Position Summary

We are seeking an experienced, motivated Senior Vacation Specialist to support our growing reservations department. This is a hybrid role combining reservation specialist responsibilities with leadership development opportunities.

The ideal candidate is highly organized, guest-focused, and experienced in vacation rental or hospitality operations. This role will begin with a primary focus on reservations and guest service, allowing the candidate to become fully familiar with our systems, portfolio, and operational procedures. As experience and familiarity with our operations grow, the position will gradually expand to include leadership responsibilities within the department.

Our team is committed to maintaining the highest level of service and professionalism, and we’re looking for someone who can lead by example while supporting both guests and fellow team members.

Key Responsibilities

Reservation Specialist Duties

  • Manage reservations, including payments, documentation, check-in instructions, and guest communication

  • Respond to guest inquiries across all booking channels (direct, Airbnb, Vrbo, and other OTAs)

  • Answer incoming phone calls and emails from guests and property owners

  • Assist guests with booking questions, stay requests, and issue resolution

  • Monitor and respond to guest reviews

  • Coordinate with housekeeping, operations, and quality control regarding reservation updates or guest concerns

  • Assist with onboarding and setup of new rental properties

Leadership & Department Oversight (assumed after training and operational familiarity)

  • Train and mentor Vacation Specialist team members on systems, policies, and procedures

  • Manage all HOA/Condo paperwork submittal

  • Monitor team performance, productivity, and guest communication quality

  • Manage department coverage

  • Conduct one-on-one check-ins and assist with performance evaluations

  • Provide coaching on call handling and guest service standards

  • Assist with handling escalated guest concerns, refund requests, and disputes

  • Review reservation correspondence to ensure accuracy and professionalism

  • Maintain reservation procedures and identify opportunities to improve workflow efficiency

  • Help create and maintain Standard Operating Procedures (SOPs) for reservation processes

  • Monitor booking accuracy and assist in resolving issues such as double bookings or guest relocations

Reporting & Performance Monitoring

  • Track weekly booking performance

  • Monitor call volume, response times, and inquiry conversion

  • Review guest disputes and refund requests

  • Identify booking errors and ensure proper documentation and notes are maintained

Required Qualifications

  • 1+ years minimum previous experience in vacation rentals, hospitality, or property management

  • Experience with reservation systems (Streamline PMS preferred)

  • Strong leadership, communication, and problem-solving skills

  • Highly organized with strong attention to detail

  • Ability to multitask and adapt in a fast-paced environment

  • Tech-savvy and comfortable learning new systems and software

  • Team-oriented with a positive, professional attitude

  • Ability to work Monday–Friday with occasional on-call or weekend coverage

Preferred Qualifications

  • Bilingual preferred but not required

Compensation, Benefits, & ScheduleHourly Salary

  • 21-22

Benefits

  • Paid time off such as PTO, sick days, and vacation days

Schedule

  • Monday-Friday, On-call shifts as needed