Woman in hat in sunglasses riding a cruiser bike along the beach

Soak In The Sunshine
On Ft. Myers Beach

Relax and recharge with an indulgent yet affordable beach retreat to Estero Island. Search for exotic seashells along the shore, feast on flavorful fare or sip refreshing drinks at Cabañas, explore the island and retreat to your spacious, newly updated suite to rest in between activities. You’re on island time now! 

Book Direct Benefits

  • Wi-Fi
  • Dining
  • Best Available Rate
Five Features
Your Family
Will Fall For

Pick up seashells along the shore, take a swim in the sea, or lounge out by our tropical beachfront pool, drink in hand. 

Couple with two kids walking on ocean shore with sun setting in the back
Five Features
Your Family
Will Fall For

Play a game of volleyball, take the bikes out for a spin, or take part in an afternoon of watersports with Holiday Water Sports - Ft. Myers Beach!

Two women with surfboards running into the water
Five Features
Your Family
Will Fall For

From casual island cuisine to signature drinks, it's easy to enjoy exceptional dining without ever leaving the resort.

two drinks in the sand
Five Features
Your Family
Will Fall For

Hop aboard the local beach trolley to discover seaside cafes, one-of-a-kind shops, and hidden dive bars tucked along the island.

Boats on marina surrounded by palm trees
Five Features
Your Family
Will Fall For

Enjoy spectacular sunsets from the privacy and comfort of your fully furnished, newly updated, screened-in balcony.  

DiamondHead balcony beach view
Couple. Traveler photo submitted by greygal2
  • Relaxing beach trip
    Great food and drinks, helpful and friendly staff and beautiful view from Coste restaurant! We enjoyed the pool and music at Cabanas. Will definitely will return, very relaxing and stress free vacation!
    Dawn O
  • Perfect Getaway
    We couldn’t ask for a friendlier staff. We love it here and keep coming back. The view is awesome! Within a short walking distance to Times Square FMB and other shops and restaurants. The view is unbelievable!
    Michelle O
  • Cabana Bar
    Stayed one week at the diamond head beach resort, as always a wonderful time. Dylan at the Cabana bar is fantastic. Makes the best drinks and his service is excellent. Love the pool side service, playing poolside bingo is the best.
    Sonny J S
  • DiamondHead Beach Resort
    My wife and I spent Labor Day Weekend here and had a great time. The place was very clean and up to date with a very friendly and helpful staff. The rooms are all suites and are very nice and comfortable. There is an excellent beach bar and grille on the property along with a very good restaurant on the property. Also, has a very nice pool and two hot tubs next to the beach bar. We will be staying here again.
    Michael S
  • Best on Fort Myers Beach
    Location matters. We travel yearly to this hotel. Always clean and the staff are very nice. Beautiful beach with jet skis. Walking distance to restaurants and the "downtown." Good option for families. Pool is small but fine, since most of us want the beach. The outdoor parking lot can handle pickup trucks and vans. I would highly recommend the Diamond Head Resort.
    Raymond S
  • Beautiful Hotel
    Beautiful hotel, was our first stay and we thoroughly enjoyed it. The staff were very welcoming and provided great service and the rooms were clean and well kept. Will most definitely be back next year!
    jcamire5905
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Summer Fun Year Round
Group of birds standing on the beach Eco-Adventures
Aerial view of hotel and pool on the beach shore poolside sunsets
Dad, Mom and daughter smiling at each other on the beach Beaches