Short Term Rental (STR) Guest Experience Specialist

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TYPE OF WORK

Full Time

WAGE / SALARY

$600 to $1,200 USD per month

HOURS PER WEEK

40

DATE UPDATED

May 17, 2026

JOB OVERVIEW

About the Company
We are a boutique luxury vacation rental management company serving Northeast Florida's coastal market. We've built a reputation our owners love and our guests rave about — and that success has us expanding fast.

Job Summary
We're looking for a proactive, detail-oriented Guest Experience Specialist to join our growing team. You'll be the operational backbone of our business — monitoring guest communications, coordinating property operations, managing listings, and helping source and qualify local vendors. This is a role for someone who takes ownership, solves problems without being asked, and genuinely cares about delivering an exceptional guest experience.

Key Responsibilities
* Monitor and manage automated guest messaging via HostBuddy AI; intervene when human judgment is needed
* Coordinate property turnovers and cleaning schedules using Breezeway
* Manage and optimize listings across Airbnb, VRBO, and ----------
* Handle maintenance requests and vendor coordination
* Source, interview, and qualify new local contractors and service providers
* Order and track guest supplies; communicate deliveries to cleaning teams
* Create and maintain SOPs and property documentation in Notion
* Respond to guest reviews and support AirCover claims when needed

Tools You'll Use
Airbnb · VRBO · ---------- · HostBuddy AI · OwnerRez · Breezeway · Notion · OpenPhone · Google Workspace · Microsoft Office · Ring · Claude AI

Requirements
* Fluent in English — written and spoken
* 4+ months experience in hospitality, vacation rentals, or customer service
* Strong communicator with a warm, professional tone
* Highly organized with sharp attention to detail
* Comfortable learning new software platforms
* Available Thursday–Monday, full time
* Able to respond to urgent guest issues outside normal hours when needed

Preferred Qualifications
* Prior experience with Airbnb, VRBO, or short-term rental platforms
* Experience with any property management or operations tools
* Background in virtual assistance or remote operations

What We Offer
* Competitive hourly rate
* Flexible remote working conditions
* Fast-growing company in the exciting STR industry
* Room to grow your skills and responsibilities as the team expands
* A supportive team environment that values innovation and efficiency

How to Apply
* Send an email to ----------
* Use the subject line: "Crimson Elephant" — applications without it will not be considered.
* Include examples of previous work related to the requirements above.

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