About BestStay Florida

A Local Team That Treats Your Property Like Our Own

We're a full-service vacation rental management company built by hosts, for hosts. Our mission is simple: help Florida property owners earn more while doing less.

Florida property

Our Story

Built by Owners Who Wanted Better

BestStay Florida was founded when our team experienced firsthand how stressful and time-consuming vacation rentals can be. We built the company we wished existed — local, transparent, and aligned with owners' success.

Today we manage 30+ properties across South & Central Florida — and we're proud to be one of the few boutique companies named a Preferred Partner of Marriott Homes & Villas.

The People Behind BestStay

Meet Our Team

Adriana Tobon

Adriana Tobon

CEO & Founder

A Colombian entrepreneur based in Florida since 2006, Adriana studied Graphic Design and Communications. With over 5 years in the short-term rental industry, she combines creativity and local expertise to help property owners thrive. Her goal is to make every BestStay property a top performer.

Daniela Tobon

Daniela Tobon

Operations Manager

With a strong background in Tourism, Daniela oversees daily operations and ensures top-quality hospitality. She manages logistics, guest communication, and team coordination to keep everything running seamlessly — delivering smooth stays and exceptional satisfaction every time.

Sergio Silva

Sergio Silva

Guest Experience Specialist

Originally from Cuba, Sergio is dedicated to maintenance, hospitality, and five-star guest service. He ensures every property remains spotless, functional, and welcoming. His hands-on approach guarantees that guests always leave with a smile.

Ricardo Villa

Ricardo Villa

Systems Administrator & Brand Designer

A professional living in the U.S., Ricardo is a systems administrator, teacher, and designer passionate about branding and organization. He manages the visual identity and tech setup of each property with precision — every BestStay home looks beautiful and runs flawlessly.

What Makes Us Different

Preferred Partner of Marriott Homes & Villas
Local operations team — not a remote call center
Zero setup fees and transparent pricing
Fully bilingual English & Spanish team
Direct WhatsApp + SMS access to your account manager
Licensed and insured in Florida
Multi-platform: Airbnb, VRBO, Booking, Marriott H&V, Expedia, Tripadvisor & more
Dynamic pricing powered by PriceLabs + AI

Ready to Work With Us?

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