Gulfside Getaways
Property Management

A Decade of Local Hospitality

Ten years of local market expertise, a dedicated team, and a genuine focus on building lasting relationships.

Our Story

Experience Matters

Gulfside Getaways stands out with our extensive experience and exceptional team. We're equipped to handle any situation, ensuring your property is managed with expertise and care. Our knowledge of the vacation rental industry allows us to offer top-notch service and maximize your investment.

Our Commitment

Service You Can Count On

At Gulfside Getaways, we pride ourselves on our exceptional customer service. Our friendly and professional team is dedicated to addressing your needs promptly and efficiently. We believe in building lasting relationships with our clients based on trust and mutual success.

The Faces and the Places

Meet Our Team and the Destinations We Call Home

Megan

Meet Your Host

Megan

We give guests the experience of tiny house living on vacation. Try one of our tiny homes on for size, and snap a few selfies your friends will envy.

On the Gulf

Siesta Key, Florida

On the Gulf

White sand, warm mornings, and a short walk to the beach. Our Siesta Key tiny houses sit right in the middle of one of Florida's most loved barrier islands.

Rocky Mountain

Leadville, Colorado

Rocky Mountain

At 10,152 feet, Leadville is the highest incorporated city. Our tiny houses sit right in the heart of downtown, most within a block of Harrison Avenue.

Cabin Escapes

Pocono Mountains, Pennsylvania

Cabin Escapes

Forested hills, creek access, and an acre of space to breathe. Our Pocono cabins are the right call when you need to get out of the city and into the trees.

What We Do

Our Services

Sarasota Expertise

Sarasota Expertise

A decade of experience in Sarasota built our expertise, and we now bring that same care to Leadville, Colorado, and the Poconos.

  • Optimize rental property performance

  • Attract quality tenants

  • Ensure seamless management

Professional Management

Professional Management

We're committed to providing professional and friendly property management services tailored to your needs.

  • Prompt and efficient service

  • Expertise and care

  • Lasting client relationships

Attention to Detail

Attention to Detail

Our dedicated team addresses your needs with meticulous care and exceptional customer service.

  • Outstanding communication

  • Proactive problem-solving

  • Trust-based partnerships