Jamaican On the Gulf

The Resort and Its Setting

Jamaican On the Gulf sits at 11660 Gulf Blvd in Treasure Island, Florida, part of the barrier islands that make up Pinellas County's Gulf Coast. It's run as an independent resort rather than part of a large hotel chain, which tends to mean a smaller, more close-knit ownership community and staff who know returning owners by name. Reviewers consistently rate the property highly (4.6/5 from 232 reviews), a solid signal for anyone weighing up a resale purchase or wondering how their own week might rent.

Treasure Island and the Surrounding Area

Treasure Island is a classic, low-rise Florida beach town — walkable, relaxed, and built around its beach rather than high-rise towers. Treasure Island Beach itself is just a few minutes from the resort, with the wider public beach offering swimming and beachcombing along the Gulf of Mexico. Within a short drive you'll find St. Pete Beach and the long white-sand stretch it's known for, while Clearwater Beach — regularly ranked among the top beaches in the US — is about 15 miles north. For a change of pace, the Salvador Dalí Museum in St. Petersburg and the wider Tampa Bay area give owners museums, dining, and city attractions without needing to give up the beach for the day. Expect hot, sunny weather most of the year, with afternoon thunderstorms a regular feature of the summer months — a normal part of Gulf Coast living that's easy to plan around.

Selling or Renting Out a Week Here

If you own a week at Jamaican On the Gulf and are considering selling or renting it out, BidMyTimeshare.com works as a direct owner-to-owner marketplace: you list your week, set your own asking price, and buyers or renters contact you through the platform. There's no commission taken on a sale — sellers simply pay a small one-time listing fee to get their week in front of genuine buyers, rather than handing a cut of the sale to a broker.

Because Jamaican On the Gulf is an independent resort, resale transfers are handled through the resort's own owners' association or on-site management rather than through a brand-wide resale desk. Specific transfer fee amounts and any right-of-first-refusal terms aren't published here, so before agreeing a price with a buyer, sellers and buyers should both confirm directly with the resort: the current transfer fee, whether the association holds a right of first refusal on resales, how long a transfer typically takes to process, and the current annual maintenance fee. Getting these figures in writing from the resort before closing protects both sides and avoids surprises after a deal is agreed.

Renters typically look for straightforward things: clear week or date availability, honest photos of the actual unit, proximity to the beach, and a seller who responds promptly. Being upfront in your listing about what is and isn't included — and pointing renters or buyers to the resort for fee confirmation — tends to build the kind of trust that gets a listing booked or sold faster.

Practical Notes for Owners and Buyers

Winter remains peak season on this stretch of the Gulf Coast, so weeks during those months are usually easiest to sell or rent, while May–June and September–October offer a shoulder-season alternative with lighter crowds and still-pleasant weather. A resale buyer should expect to receive the usage rights tied to the week or points being sold, but should not assume anything beyond what the seller and resort confirm in writing — including any affiliations, perks, or exchange arrangements not explicitly stated at the time of sale. As with any resale, it's worth checking resort contact details and current owner-association policies directly before finalising dates or payment.