Your Coastal Retreat Experts
Smooth Sailing Property Management LLC
We specialize in stress-free vacation rental management.
Navigating Your Property Success
Smooth Sailing Property Management LLC is a family-owned short-term rental and vacation property management company dedicated to providing top-notch services to property owners. Our hands-on approach ensures that every detail is handled with care and professionalism. We pride ourselves on transparent pricing, proactive communication, and scalable services designed to grow with our clients. With a deep-rooted commitment to excellence, we strive to exceed expectations and deliver exceptional results. Our passion for the coastal lifestyle drives us to create memorable experiences for both property owners and guests alike. We are dedicated to building lasting relationships based on trust, reliability, and outstanding service.

Our Mission
At Smooth Sailing Property Management, our mission is to take the stress out of owning a vacation rental by handling every detail with care, transparency, and professionalism. We help property owners maximize revenue while delivering exceptional experiences for every guest — so ownership truly feels like smooth sailing.

Smooth Operations for Seamless Stays
Our Services
We offer a comprehensive range of solutions tailored to meet the unique needs of property owners seeking top-tier management services. Our commitment to excellence shines through in every aspect of our work, from guest communication to maintenance coordination. At Smooth Sailing Property Management LLC, we prioritize efficiency, transparency, and client satisfaction, ensuring that every property under our care receives the attention and expertise it deserves. Our goal is to provide a seamless experience for property owners, allowing them to relax and enjoy the benefits of their investment while we handle the day-to-day operations with precision and care.

Full-Service Vacation Rental Management
Comprehensive management solutions tailored to your property’s needs.

Guest Communication & Booking Coordination
Seamless guest interactions from booking to check-out.

Pricing Optimization & Calendar Management
Strategic pricing and calendar updates for maximum revenue.

Professional Cleaning Coordination & Inspections
Thorough cleaning services and regular property inspections.

Maintenance Coordination & Emergency Response
Timely maintenance and 24/7 emergency support.

Owner Reporting & Revenue Tracking
Transparent reporting and revenue tracking for informed decision-making.

Listing Creation & Optimization
Expert listing creation and optimization on platforms like Airbnb and VRBO.
Your Coastal Property Management Experts
What Sets Us Apart
Smooth Sailing Property Management stands out as a family-owned business founded by Chance and Brianna Hamilton, driven by a genuine passion for the coastal lifestyle and the communities that define it. Their deep connection to the area stems from countless experiences exploring its beaches, neighborhoods, and local establishments, fostering a profound understanding of what makes it a cherished destination for visitors and property owners alike.
As parents themselves, Chance and Brianna prioritize the importance of clean, safe, and well-maintained homes, instilling a level of care and dedication into every property under their management. Their journey from a love of real estate and travel to a commitment to safeguarding property investments and delivering exceptional guest experiences has shaped the foundation of Smooth Sailing Property Management.
By blending hands-on management practices, cutting-edge technology, and strong local partnerships, Chance and Brianna have created a company that offers owners peace of mind and guests unforgettable stays. For them, this venture is more than just a business—it’s a heartfelt endeavor to nurture a place they hold dear and treat each property as if it were their own.
With a team boasting professional backgrounds in behavioral health and human services, Smooth Sailing Property Management brings a wealth of expertise in accountability, communication, and problem-solving to the realm of property management. Their adeptness at handling challenging situations, setting clear expectations, and fostering positive relationships with guests and partners ensures a seamless and professional experience for all involved.

Hands-On, Owner-Focused Management
Personalized service tailored to your needs.

Transparent Pricing, No Hidden Fees
Clear and honest pricing structure.

Proactive Communication
Open, responsive, and reliable communication channels.
Cruise to Success with Smooth Sailing
Let’s Connect
Ready to experience the smoothest property management service? Contact Smooth Sailing Property Management LLC today for a consultation.
Phone: (850) 308-2008
Email: admin@smoothsailingpropertymanagement.com
Hours: M – F, 9a – 5p CST (Weekend & after-hours support available for guests as needed)
