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Resort Community Association Manager (CAM) – Onsite at Gulf and Bay – Siesta Key

Gulf Coast Property Management, Siesta Key, FL, United States


Resort Community Association Manager (CAM) – Onsite at Gulf and Bay – Siesta Key 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

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

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

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

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

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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