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Short Term Rental Property Manager Jobs in Florida

Landing

Hospitality Manager

Fort Myers, FL · On-site

$55K - $96K/yr

Onboarding, installation, and launching of new properties within your market segment What we're looking for * Background in hotel operations, short-term rental management, vacation rental portfolio ...

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Short Term Rental Property Manager information

What is the difference between Short Term Rental Property Manager vs Vacation Rental Manager?

AspectShort Term Rental Property ManagerVacation Rental Manager
CredentialsProperty management licenses, hospitality certificationsSimilar credentials, often with hospitality or tourism background
Work EnvironmentResidential and commercial properties, online platformsVacation homes, resorts, online booking platforms
Employer & IndustryReal estate firms, property management companiesTravel agencies, vacation rental platforms
Search & Comparison IntentPeople seeking property management for short-term rentalsTravelers or hosts comparing vacation rental services

Both roles involve managing short-term rental properties, but the Short Term Rental Property Manager typically handles a broader range of properties, including residential units, while the Vacation Rental Manager focuses on vacation homes and leisure properties. The skills, credentials, and work environments overlap significantly, making them closely related roles in the hospitality and property management industry.

What are some of the common challenges faced by short term rental property managers and how can they be addressed?

Short Term Rental Property Managers often encounter challenges such as maintaining high occupancy rates during off-peak seasons, handling guest issues promptly, and ensuring properties are consistently clean and well-maintained. To address these, managers can implement dynamic pricing strategies, establish efficient communication channels with guests, and build relationships with reliable cleaning and maintenance vendors. Staying organized and proactive helps ensure a smooth operation and positive guest experiences, which are crucial for repeat bookings and good reviews.

What does a short term rental property manager do?

A Short Term Rental Property Manager oversees the daily operations of properties that are rented out for short periods, such as through platforms like Airbnb or VRBO. Their responsibilities typically include handling guest communications, coordinating cleaning and maintenance, setting rental rates, marketing the property, and ensuring legal compliance with local regulations. They aim to maximize occupancy and revenue while providing a positive experience for guests. This role is ideal for individuals who are organized, responsive, and knowledgeable about the hospitality and real estate industries.

What are the key skills and qualifications needed to thrive as a short term rental property manager?

To thrive as a Short Term Rental Property Manager, you need expertise in property management, guest relations, and local regulations, often supported by experience in hospitality or real estate. Familiarity with booking platforms (like Airbnb and Vrbo), property management systems (PMS), and dynamic pricing tools is typically required. Outstanding customer service, problem-solving, and organizational skills set exceptional managers apart in this field. These competencies ensure high occupancy rates, positive guest experiences, and efficient property operations in a competitive market.
What are popular job titles related to Short Term Rental Property Manager jobs in Florida? For Short Term Rental Property Manager jobs in Florida, the most frequently searched job titles are:
What job categories do people searching Short Term Rental Property Manager jobs in Florida look for? The top searched job categories for Short Term Rental Property Manager jobs in Florida are:
What cities in Florida are hiring for Short Term Rental Property Manager jobs? Cities in Florida with the most Short Term Rental Property Manager job openings:
Short Term Rental Property Manager jobs near you
Infographic showing various Short Term Rental Property Manager job openings in Florida as of August 2026, with employment types broken down into 88% Full Time, 11% Part Time, and 1% Contract. Highlights an 84% Physical, 3% Hybrid, and 13% Remote job distribution.

Hospitality Manager

Landing

Fort Myers, FL • On-site

$55K - $96K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 13 days ago

Job description

About Landing
Since 2019, Landing has built the largest flexible living network in the country - 35+ markets, thousands of apartments, no deposits, no hassle. We're growing fast and operating in the real world, which means things move quickly, priorities shift, and no two days look the same.
About the role
This is a market segment ownership role. You will manage a segment of our properties in Fort Myers, FL Market - member experience, property relationships, housekeeping vendors, maintenance, unit quality, and everything in between. You will oversee reservations made through Landing's platform as well as OTA partners like Airbnb and Booking.com , build relationships with property partners, resolve member issues across multiple channels, and report on market performance to your Hub Manager.
If you've run or worked in a hotel, a short-term rental portfolio, or a high-volume hospitality operation, you already know what this job feels like. The difference here is that you own the whole market segment, not just one property - and the playbook is still being written.
This role is for someone who thrives when things are moving fast, makes decisions with incomplete information with the best customer experience in mind, and builds systems while using them.
What you'll own
  • Reservation management across direct and OTA channels - including Landing bookings and platforms like Airbnb and Booking.com
  • Member experience from booking through checkout - tickets, inquiries, escalations
  • Property and housekeeping partner relationships
  • Market KPIs: NPS, CSAT, cleaning quality, growth
  • Reservation coordination and maintenance escalation with property management teams
  • Onboarding, installation, and launching of new properties within your market segment

What we're looking for
  • Background in hotel operations, short-term rental management, vacation rental portfolio management, or high-volume hospitality - you know how to operate when guests don't wait
  • Experience running a market, property, or operation with real autonomy - not just executing someone else's decisions
  • Strong organizational and follow through skills - tickets don't resolve themselves and this role has a lot of them
  • Ability to triage under pressure - three things are urgent at once, you know which one to move on first
  • Comfort with ambiguity - we're a growth-stage company and the answer isn't always written down somewhere

Work Schedule & Availability
Core business hours for this role are Monday- Friday, 8am-5pm. As a guest-facing position, additional availability is required, including evenings, weekends, and holidays, based on business needs. These needs may increase during peak periods, such as month-end and high-volume check-in times.
What we offer
  • Opportunities for upward mobility - we want you to grow with us! Our management team in Field Operations is built from internal promotions.
  • Competitive compensation: $55,000-$75,000 base salary (based on experience) + performance bonus of up to 20% of base salary + $6,600 annual vehicle and cell stipend
  • Stock Options
  • Comprehensive benefits package: Medical, dental, vision, life, AD&D, disability, mental health, pet, commuter benefits, and FSA or HSA options
  • Retirement support: 401(k) plan + access to ImmediatePay
  • Generous paid time off policy to support work-life balance
  • Travel perk: $750 USD annually in Landing Stays

Landing is an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, including pregnancy, sexual orientation, gender identity, and related conditions, national origin, age, disability, genetic information, military service or obligation, or any other status protected by applicable federal, state, or local law.

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