Community Insights
What Makes Executive Bay Club Special
By Jaclyn Kelley · June 28, 2026
Tucked along the bayside at mile marker 87 in Islamorada, Executive Bay Club is one of the Florida Keys' best-kept secrets — a gated, waterfront community that offers resort-level amenities without the resort-level price tag.
Bayfront Beach & Marina
The crown jewel is the private sandy beach on Florida Bay. It's the kind of spot where you can watch the sunrise over the water with coffee in hand, or spend a lazy afternoon wading in the shallows. Adjacent to the beach, the newly renovated marina provides first-come-first-serve dockage — a rare convenience in Islamorada, where marina slips can have years-long waiting lists.
Pool, Clubhouse & Chickee Huts
The newly renovated pool area is lined with traditional chickee huts — open-air thatched-roof cabanas that offer shade while letting the ocean breeze through. The clubhouse serves as a community gathering space, perfect for social events or a casual get-together with neighbors.
Tennis, Pickleball & Active Living
Two tennis courts (also used for pickleball, the fastest-growing racquet sport in the Keys) sit within the community grounds. Morning matches under the palms are a regular occurrence, and the flat, warm climate means you can play year-round.
Security & Pet-Friendly Living
The community is staffed with a 24-hour security guard at the gate, giving residents peace of mind whether they're home or away at their Keys vacation. And for animal lovers, Executive Bay Club allows two pets per unit — a notable perk in a region where many waterfront communities restrict or prohibit pets.
The Investment Angle
With roughly 199 units in the community, Executive Bay Club maintains a balance between exclusivity and community. The HOA maintains the grounds, pool, marina, and common areas, making this an excellent option for absentee owners who use the unit as a vacation home or seasonal rental. The well-laid-out floor plans — including two-story options with vaulted beam ceilings — appeal to both full-time residents and rental guests.
"Executive Bay Club is a best-kept secret paradise — pet-friendly, gated, and on the water. It's everything people come to the Keys looking for."
Unit B6 is a prime example of the opportunity here. Priced to sell with a tastefully done back patio, it's ready for summer BBQs while offering the new owner the chance to renovate the mostly-original interiors to their own taste and style.
Interested in Unit B6?
This unit won't last long. Reach out to Jaclyn Kelley for a private showing.