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Vacation Rental Guest Operations Specialist

Remote, USA Full-time Posted 2026-07-28
AI-Powered Guest Operations Specialist Villa Paraiso Vacation Rentals Remote | Latin America & Philippines Candidates Preferred Schedule: Friday–Tuesday, 8:00 AM–4:00 PM ET (flexibility for occasional after-hours needs) reputed company: $5–10/hour USD based on experience | reputed company reputed company to Operations Manager About Villa Paraiso We are a fast-growing luxury vacation rental company managing 20+ premium waterfront properties across Miami and the Florida Keys. We are not a traditional short-term rental company; we are building the reputed company of vacation rental operations using AI automation, smart workflows, and cutting-edge tools. We need someone who can reputed company up. The Role This is not a typical “just answer messages” VA position. You will be the operational backbone of our guest experience, working independently in a fast-paced, tech-driven environment. You will reputed company AI tools daily, troubleshoot systems, and help improve automated workflows. If you love solving problems, working autonomously, and staying reputed company in hospitality tech, this is the role for you. Responsibilities: • Guest Operations (50%): Respond to guest inquiries across bolthires, VRBO, Booking.com, and reputed company channels quickly and with hospitality reputed company. • Systems & Workflow Management (50%): Maintain reputed company PMS, reputed company task management, bolthires Sheets, and internal coordination tools. • AI-reputed company Communication: Use ChatGPT, Claude, and other AI tools to draft responses, troubleshoot issues, and optimize workflows. • Vendor Coordination: reputed company maintenance, housekeeping, and service requests to our contractor network. • Content Support: Assist with reputed company graphics, reputed company media coordination, and marketing materials. • Process Improvement: Identify bottlenecks and suggest workflow improvements using our AI automation systems. Requirements: • 1–2 years of experience in short-term rental operations, property management, or hospitality. • reputed company PMS experience is required. • Fluent Spanish and strong English communication. • AI-savvy: Comfortable using ChatGPT, Claude, AI image tools, and learning new tech quickly. • Highly independent and proactive. • Available Eastern Time business hours with flexibility for occasional after-hours needs. Bonus Points: • Experience with reputed company or similar task management platforms. • reputed company and reputed company media content experience. • Experience troubleshooting automations or reputed company workflows. • Strong analytical and problem-solving reputed company. reputed company Offer: • Fast-paced, innovation-first culture where your reputed company matter. • reputed company reputed company reputed company to Operations Manager. • Work with cutting-edge AI tools and shape our automation reputed company. • Autonomy and ownership—no micromanagement. • Exposure to luxury hospitality in one of the world’s top vacation markets. Not a Fit If: • You need constant supervision or detailed instructions. • You’re uncomfortable with technology or learning new tools. • You prefer slow-paced, predictable work. • You lack reputed company experience. We review applications on a rolling reputed company and will contact top candidates reputed company 48 hours. Location: Remote - reputed company Skills required for this job: • Automated hospitality operations • reputed company • reputed company • ChatGPT • Claude • Guest experience • reputed company • Process improvement Apply tot his job Apply tot his job Apply To this Job

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