Holiday Isle & Harbor Homes

A bustling, boating community positioned on the shore.

Welcome to Holiday Isle

Situated between Pensacola and Panama City Beach, the residents of Holiday Isle enjoy tropical waterfront living and a 24/7 resort lifestyle. Residents living in homes situated on the harbor enjoy frequent boat days on the bay, while the white shores along the Gulf of Mexico are a stone’s throw away. Beach clubs, festive tiki bars, and fresh seafood are regular treats in this bustling community where mature palm trees line the streets and locals enjoy breezy, views of the endless Gulf waters.


The outdoorsy lifestyle is lived year-round on the peninsula of Holiday Isle through its cuisine, breezy, outdoor shopping plazas, and boat-centric celebrations. Boshamps Oyster House is a perfect example of this spirit, featuring local seafood, southeastern cuisine, and stunning ocean views. For over 40 years, locals have flocked to Boshamps for their fresh snapper, oysters, lobster mac and cheese, and large drink menu. A similar atmosphere is found at Harbor Docks. Harbor Docks has been a Destin icon since 1979 offering fresh Gulf seafood, and sushi. This award-winning favorite boasts a vibrant outdoor patio overlooking the water, making for one relaxing spot to enjoy a night out. Nearby, Dewey Destin’s is another quintessential seafood shack deeply intertwined in the city’s history. A family-run fishing business stretching back to the 1800s has evolved into a lively restaurant, serving shrimp and seafood baskets featuring only the best from the Gulf of Mexico. To walk off these delicious meals, locals head over to Harborwalk Village, a seaside destination to enjoy shopping, local events, and fun evenings out. Harborwalk Village offers paddleboard, kayak, and Jet Ski rentals, in addition to fishing excursions and glass-bottom boat tours. A packed events calendar ensures there is always something exciting going on here, no matter what time of year. Boasting is a central part of life in Holiday Isle, and the Blessing of the Fleet is the official kickoff for the summer season. One of the area’s oldest traditions has taken place each May for over six decades, as residents wish the best of luck to fishermen and those who make their living on the seas. At year’s end, the community’s aquatic spirit is again observed at the Destin Lighted Boat Parade. In the afternoon leading up, attendees enjoy lights from waterfront restaurants before watching boats drift by, with a festive fireworks display capping off the evening. In addition to the holidays, fireworks and live music over the harbor are enjoyed throughout the summer from Memorial Day weekend through August. Musical performances usually kick off at 7:00, with fireworks starting at 9:00.

Children on Holiday Isle attend school within Okaloosa County School District. OCSD has been rated as the third-best school district within the state of Florida by, with graduating seniors scoring higher than average on college entrance exams.

Work With Us

We will put our knowledge and experience to work to help you make your move a pleasant one. The agent you choose will help you make many important decisions.