Restaurants & Bars
Cool down with poolside cocktails, savor fresh seafood in the sand at Cabañas, and enjoy sunset dining on the Chloës Terrace – before heading to Chloës Lounge for an evening of live entertainment. DiamondHead guests are never short on options. We understand there's more to the perfect vacation than a cozy suite and a beautiful beach. When you stay with us, you're just steps from local cuisine and tropical drinks – and there's always a table ready for you and your family at our on-property restaurants and bars.
Signature cocktails and fresh fare on the beach –
Cabañas Beach Bar & Grille
A neighborhood staple with a large menu of signature drinks and beach eats. Featuring daily specials and weekly promotions.
Sunset views from every table at local favorite
Chloës Seafood & Steak
A beach favorite featuring an intimate dining room and elevated outdoor terrace overlooking the Gulf of Mexico – a perfect backdrop for dinner with family and friends or a romantic evening.
Nightly cocktail specials, piano bar and savory eats –
Tasty appetizers, dinner salads, and artisan pizza – best paired with a martini or margarita. Featuring daily happy hour and live music, including karaoke and piano bar nights.
View the resort gallery to inspire your next Fort Myers Beach vacation or to relive your favorite DiamondHead memories.
Join the Club to own your slice of paradise. Enjoy beachfront vacations year after year, and explore destinations around the world.
Escape to any of our beautiful destinations for a staycation you won't soon forget – with our signature discount for Florida residents.