Aerial view of Holiday Isle and the Destin Pointe community along the Emerald Coast

Destin, Florida

Holiday Isle, Destin

A Local Guide to Private Beaches, the East Pass & Quiet Luxury

The Peninsula

A narrow strip of land between harbor and Gulf.

Holiday Isle is a residential peninsula at the western end of Destin, Florida — a slender bridge of land with the Gulf of Mexico on one side and Destin Harbor on the other. Unlike the busier corridors along Highway 98, the neighborhood feels deliberately private: gated drives, low-density homes, and streets that end at the water.

At the very tip of the peninsula sits Destin Pointe, a gated community where the Gulf meets the East Pass — the channel that connects Choctawhatchee Bay to the open Gulf. The result is a rare mix of calm, bay-side water and dramatic Gulf-front sunsets, all within a few minutes’ walk.

For travelers, Holiday Isle is best known for what it does not have: high-rise condos, heavy through-traffic, or crowded public beach access. It is a place where families rent homes, not hotel rooms, and where the beach is reached by foot rather than by car.

Why Holiday Isle

The case for staying on the peninsula.

Private Neighborhood Beaches

Holiday Isle’s beaches are reserved for residents and guests. Many homes, including those in Destin Pointe, are a two-minute walk from two small private beaches — one on the Gulf, one on the bay.

The East Pass

Where Choctawhatchee Bay meets the Gulf, the East Pass creates some of the area’s best boating, fishing, and dolphin-watching. It also gives the peninsula a breezy, open feel you do not find farther inland.

Gated, Low-Density Living

Most of the peninsula is made up of single-family homes and small communities rather than large condo towers. Streets are quiet, parking is private, and the pace is slower than central Destin.

Minutes to HarborWalk Village

Despite the seclusion, Holiday Isle is only a short drive from HarborWalk Village, the Destin Commons, grocery stores, charter boats, and the area’s best seafood restaurants.

Around the Isle

Landmarks & traveler tips.

  • Destin Pointe

    A gated community at the tip of Holiday Isle with private beaches, resort pools, tennis, and beachfront homes.

  • East Pass

    The waterway connecting Choctawhatchee Bay to the Gulf — popular for boating, fishing charters, and sunset cruises.

  • HarborWalk Village

    A waterfront dining and entertainment district just minutes from Holiday Isle, with restaurants, fireworks, and boat rentals.

  • Destin Commons

    An outdoor shopping and dining center a short drive away, with boutiques, restaurants, and a movie theater.

  • Henderson Beach State Park

    A nearby public preserve with sugar-white sand, dunes, and boardwalks over natural scrub.

  • Crab Island

    A shallow sandbar in the harbor accessible by boat or water taxi — a favorite summer gathering spot.

Traveler Tips

Make the most of your stay.

  • Bring or rent a bike — Holiday Isle is flat, quiet, and easy to explore on two wheels.

  • Plan grocery runs before you arrive; the neighborhood is residential, so stores are a short drive away.

  • Beach chairs and wagons are often provided by rental homes, but check your listing before packing extra gear.

  • Sunset views from the Gulf side are exceptional; the bay side is calmer for young children.

  • Book fishing charters and dolphin cruises early in peak season — the harbor is busy, and the best trips fill up.

Have a question?

We are happy to share local recommendations, from the best beach access to the quietest dinner spots near Holiday Isle.

Email Us

Where to Stay

Paradise Found at Destin Pointe.

Our home sits inside the gates of Destin Pointe on the tip of Holiday Isle — a private beach house with three king bedrooms, an open bunk room, a heated pool, a hot tub, and access to two private neighborhood beaches.

  • 3 private king bedrooms + open bunk room, sleeps 10
  • Private heated pool & hot tub
  • Two private beaches a two-minute walk away
  • Gated community with resort pools & tennis
Explore the Home
Paradise Found at Destin Pointe, a Holiday Isle vacation rental beach housePrivate heated pool at Paradise Found, a Destin Pointe vacation rentalBeachfront pool overlooking the Gulf at Destin Pointe on Holiday Isle

Location

Find your way to Holiday Isle.

Holiday Isle sits at the western end of Destin, just past the HarborWalk Village turnoff. Destin Pointe occupies the southern tip of the peninsula, where the Gulf and the East Pass converge.

  • From Destin CommonsAbout 5 minutes by car
  • From HarborWalk VillageAbout 5 minutes by car
  • From Destin-Fort Walton Beach AirportAbout 35 minutes by car
  • From Pensacola AirportAbout 90 minutes by car

Best Rate

Book Direct & Save

Book directly with us for our best available rate. Your reservation is securely processed through our booking system and automatically synced with our Airbnb and Vrbo calendars.

Private heated pool at sunset at Paradise Found, a Destin Pointe vacation rental

Reserve

Stay on Holiday Isle.

3 King Bedrooms + Open Bunk Room · Sleeps 10 · Gated Destin Pointe

Book Direct & Save

Best rate when you book directly

Prefer a booking platform?