Who We Are and What We Do
We are Gulf Coast Property Management (GCPM) and we assist property owners and investors with the business of renting their rental homes. We bridge the gap between property owners, residents, and guests by providing professional marketing, leasing, and management services on their behalf. We are passionate about what we do and about expanding our customer base. Gulf Coast Association Management (GCAM) is our community association management division that focuses on the management of community association in Florida that fall under Fl Statute 718/720.
About Gulf and Bay Club Bayside & Gulf Coast Property Management
Gulf & Bay Club Bayside is a gated, resort-style condominium community on Siesta Key offering a highly amenitized coastal living environment with professionally maintained grounds, private beach access, and extensive recreational facilities. The community consists of multiple residential buildings set within lush tropical landscaping, featuring amenities such as heated pools, tennis courts, fitness facilities, clubhouses, and 24-hour security, all designed to support both full-time residents and seasonal occupancy. As a Community Association Manager, oversight of this property involves managing daily operations, vendor coordination, maintenance of common elements, enforcement of governing documents, and delivering a high level of service expected within a luxury, amenity-rich coastal association
The Opportunity
We are seeking a Community Association Manager who is equally comfortable operating as a CAM and as a resort leader.
At Gulf & Bay Club Bayside, you will serve as the primary on-site decision maker and leader, responsible for the association while also overseeing the day-to-day rhythm of a functioning vacation rental community.
This is a role for someone who enjoys being in the middle of it… visible, engaged, and driving outcomes.
What You’ll Be Responsible For
Association Leadership
- Serve as the primary liaison to the Board of Directors
- Prepare and lead board meetings, agendas, and reporting
- Execute governing documents and ensure compliance with Florida Statutes
- Guide the board with proactive recommendations and operational insight
Resort Operations & Guest Experience
- Oversee day-to-day operations of the property alongside on-site staff
- Support a consistent, high-quality guest and owner experience
- Step in as needed to solve real-time operational issues
- Maintain a strong on-site presence and leadership tone
Vacation Rental Oversight (with Centralized Support)
- Work in coordination with Gulf Coast’s centralized rental team handling bookings, marketing, and guest communication
- Ensure on-site execution aligns with rental expectations and brand standards
- Provide operational feedback to improve performance, reviews, and revenue
- Act as the bridge between the association, owners, and the rental program
Financial & Asset Oversight
- Partner with our accounting team on budgets, reporting, and financial performance
- Monitor expenditures, reserves, and project planning
- Provide clear, digestible financial updates to the board
Maintenance & Property Standards
- Coordinate with vendors and internal teams on repairs and capital projects
- Conduct regular property walkthroughs and maintain resort-level standards
- Identify opportunities to improve long-term asset value
What Makes This Role Different
- You are not just managing… you are leading a resort environment
- You are supported by centralized teams for accounting, rentals, and guest services
- You have real influence over both operations and long-term direction
- You are working in one of the most desirable coastal locations in Florida
What We’re Looking For
- Active Florida CAM License (required)
- 5+ years of Community Association Management experience
- 2+ years of vacation rental or hospitality experience
- Strong operational instincts and decision-making ability
- Tech-savvy and comfortable working across modern property management systems, communication tools, and data-driven environments
- Ability to lead on-site teams while collaborating with remote support teams
- Highly organized, responsive, and solutions-oriented
Work Environment
- On-site role based at Gulf and Bay Club Bayside on Siesta Key Island
- Full-time, five-day work week
- Company vehicle provided for local travel
- Active, hands-on role with a mix of office and field work
Compensation & Benefits
- Salary Range: $78,000 – $90,000
- Bonus potential tied to performance
- Medical Insurance
- 401K with company match
- PTO and paid holidays
Why This Role
Gulf and Bay Club Bayside is at a pivotal moment… with the opportunity to rebuild, refine, and elevate the community into a best-in-class beachfront resort.
We are looking for someone who wants to be part of that story… not just manage it.

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