Easystay

About EasyStay

Meet EasyStay

The Team Behind Every Stay
A hospitality-first team dedicated to exceptional stays, elevated property management, and high-performing vacation homes.

Charlie Hesser, Owner

Over ten years of experience in sales, marketing, and vacation rental optimization. Charlie specializes in property performance, hospitality strategy, and listing growth. University of Tampa, B.S. in Marketing.

Grace Hesser, Co-Owner & Director of Operations

A decade of experience in real estate operations, transaction coordination, and property management. Grace leads guest experience, property care, and day-to-day operations. University of South Tampa, B.S. in Criminal Justice.

Michael Sjogren, Board Advisor

Investor, entrepreneur, CPA, and hospitality operator managing 100+ short-term rentals and boutique hotels. Michael provides strategic guidance in finance, growth, and real estate operations. MBA, Walden University; B.A. in Accounting, Assumption University.

Donita Rose Morable, Virtual Operations Manager

Over a decade of experience in hospitality, guest communication, and property operations. Donita runs the Virtual Operations team and helps to deliver seamless stays and exceptional guest experiences.

Marie Alcantara, Virtual Assistant

With over 14 years of experience in customer service, hospitality, sales, and operations. Marie brings a versatile background in guest relations and property management, and is committed to delivering exceptional service, and ensuring smooth, efficient operations.

Pauline Rhae, Virtual Assistant

14 years in customer service & team leadership, plus over 2 years as a property management Virtual Assistant. Pauline specializes in guest support, coaching, and operations.

Why Hosts Choose EasyStay

A decade of combined expertise in real estate, marketing, and guest operations. We know Tampa Bay, and we know what works.

  • Deep Tampa Bay local knowledge

  • Real estate and marketing expertise

  • Full property management support

Built on Decades of Real Estate and Hospitality

EasyStay was founded by real estate investors and hospitality professionals who understand what makes a property successful. With decades of combined experience in property operations, guest experience, and short-term rentals, the team brings a hands-on approach focused on thoughtful hospitality, seamless management, and long-term value for homeowners.

Ready to Experience It

Your Tampa Bay Escape Awaits

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