A 97-slip marina at your door, three pools at your back, and Fifth Avenue South a five-minute walk away.
"On the bay, not the Gulf — but with a 97-slip marina at your dock and Fifth Avenue South ten minutes on foot. The smart play for boaters, multi-generational families, and anyone who wants a cottage suite instead of a hotel room."
Naples Bay Resort & Marina opened in 2002 on a fortunate parcel of land — the eastern fringe of Old Naples where Fifth Avenue South ends, the Gordon River begins, and the city's working marina has anchored the social calendar of every boating family for half a century. The resort occupies the site like a small village rather than a single building. Pastel-painted hotel buildings face the bay; thirty-two cottage suites cluster around interior gardens; the marina spreads to the south with ninety-seven slips and a steady traffic of yachts moving in and out at sunset. The address — 1500 Fifth Avenue South — is precisely calibrated: walking-close to the dining and shopping spine of Old Naples, but far enough east that the bay traffic, not the street traffic, sets the rhythm of the day.
The accommodation profile divides cleanly into two products. The hotel building holds 84 rooms — generously sized at standard four-star scale, refreshed in a coastal palette of bone, sand, and pale aqua, with private balconies overlooking either the bay or the central pool deck. The 32 cottage suites are the more interesting product: stand-alone or duplex two- and three-bedroom residences with full kitchens, washer-dryers, gas grills, and small private patios. For a multi-generational family, two adjoining cottages effectively recreate a vacation home, with the resort's pool and dining infrastructure folded in. Repeat guests almost invariably graduate from the hotel block to the cottages and stay there.
HB's on the Gulf is the resort's headline restaurant — a Naples Beach Club institution relocated to the property after the historic Naples Beach Hotel was demolished in 2021. The dining room and outdoor terrace look out across the marina rather than the Gulf, but the menu (stone crab in season, blackened grouper, key lime pie that has not been improved in four decades) is the unrepentantly classic Florida fish house that locals miss elsewhere. Breakfast on the terrace, with the boats moving on the bay below, is one of the better mornings in town. A casual pool grill, a cocktail bar in the main building, and a coffee bar near the lobby cover the rest of the day without forcing guests to leave the property.
Three pools structure the leisure programme. The main pool is the social one, lap-sized with a lazy river circling its perimeter — a configuration that is genuinely unusual in luxury Naples and has become the defining selling point for families with children between five and twelve. A second, quieter adult pool sits closer to the cottages. A smaller pool serves the marina-side guests and is the one to find with a book in the late afternoon. The marina itself is a full-service operation: ninety-seven slips, fuel dock, boat charters from twenty-three-foot day boats to thirty-eight-foot sportfishers, paddleboard and kayak rental, and a captain's lounge for guests who arrive by water. Half-day Gulf charters and sunset cruises are the property's most commonly purchased add-ons.
The hotel's location is its quietly underrated advantage. Tin City — the wood-plank waterfront shopping district — is a five-minute walk along the bay path. Fifth Avenue South's restaurant row begins six blocks west; the Pier and the Gulf beach are a fifteen-minute stroll or a two-minute Uber. Beach access for guests is handled via a complimentary shuttle to the resort's beach club, which is unfussy but appropriately equipped. The pricing — entry-level rooms from $345 in shoulder season — is the most accessible of any walkable-to-Fifth-Avenue address in Naples, which is why it draws the families and boaters that the higher-priced beachfront resorts increasingly cannot. Service is friendly without being polished; the resort runs as a high-end Florida property, not as an international five-star, and is honest about the difference.
Naples Bay Resort is the most genuinely family-friendly luxury address in Naples. The lazy river around the main pool keeps children occupied for entire afternoons. Cottage suites with full kitchens and laundry solve the weeklong-stay logistics that hotel rooms cannot. The marina turns the property into a launch pad for half-day fishing charters, dolphin cruises, and shelling expeditions to the offshore keys. Two adjoining cottages comfortably house multi-generational groups. Book the cottages well in advance — the three-bedroom variants are the first to sell out for spring break and Christmas weeks.
For anniversaries with a boating thread — first met sailing, honeymooned on the water, kept a boat together for thirty years — Naples Bay Resort has the right geography. A bay-view cottage suite, a private sunset cruise from the marina, and dinner at HB's on the terrace as the boats return at golden hour. Less formal than the Ritz-Carlton, more spacious than Inn on Fifth, and considerably better priced than either. Request a cottage on the marina-side rather than the pool-side for the quieter anniversary evening.
A three-bedroom cottage absorbs a bachelor or bachelorette party of six to eight without the friction of separate hotel rooms. The marina handles the daytime programme: charter a thirty-eight-foot sportfisher for the offshore day, or a centre console for a sandbar afternoon at Keewaydin Island. Walk to Fifth Avenue South for the evening — Sea Salt, Bar Tulia, and Campiello are all within ten minutes on foot. The resort's residential layout also means a noisy evening returning from town does not impose on hotel-block neighbours, which the Inn on Fifth or Hotel Escalante cannot match.
Rates checked May 2026. Price may vary by date.
Naples Bay Resort's cottage suites, lazy-river pool, and full marina solve the weeklong family stay better than any beachfront tower. Walk to Fifth Avenue, charter a boat from your dock.
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