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 peninsula brings together Gulf and harbor scenery. Water conditions vary; the East Pass is an active boating channel with currents, not a sheltered children’s swimming area.

Holiday Isle includes private homes and condominium properties, with different beach-access arrangements. Destin Pointe is a gated community within the peninsula; Holiday Isle as a whole is not one gated development. Confirm the access included with your exact rental.

Why Holiday Isle

The case for staying on the peninsula.

Private Neighborhood Beaches

Beach access varies by property. Paradise Found guests have access to two private neighborhood beach areas in Destin Pointe. Do not assume every Holiday Isle accommodation includes the same beach rights.

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.

A Choice of Coastal Settings

Holiday Isle includes homes and condominium communities. Paradise Found is inside gated Destin Pointe, with parking for four vehicles and access to neighborhood amenities.

Harbor Activities & Dining

Plan trips to HarborWalk Village, Destin Commons, grocery stores and charter boats around your own transportation needs. Travel times vary with traffic and your destination.

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 with restaurants and boat excursions. Check current schedules with individual operators.

  • 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 submerged sandbar in Choctawhatchee Bay near the Destin bridge, visited by boat. Check current conditions and operator safety guidance before planning a trip.

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.

  • Enjoy coastal sunsets, but do not assume calm-looking water is safe for swimming. Follow beach flags and local safety guidance and supervise children near water.

  • 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 twin bunk area without a door and sleeper sofa; sleeps up to 10, 2.5 bathrooms
  • Private heated pool & hot tub
  • Access to two private neighborhood beach areas
  • 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 CommonsCheck your route and traffic
  • From HarborWalk VillageCheck your route and traffic
  • From Destin-Fort Walton Beach AirportPlan airport transportation
  • From Pensacola AirportPlan airport transportation

Best Rate

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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.

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Choose your dates for current availability and pricing. Review lodging, fees and taxes in the booking quote; the optional homeowner golf cart is separate.

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

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Stay on Holiday Isle.

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

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