Holiday Isle Vacation Rentals

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Are you searching for balance on your next visit to Destin, the jewel of the Gulf of Mexico? Suppose your beach vacation needs to be the perfect blend of relaxation and exhilaration. In that case, Holiday Isle has exactly what you are looking for! Miles of relaxing white-sand beaches to walk, some great shore fishing, deep-sea fishing right in the harbor, and some of the most authentic waterside experience this little slice of Northwest Florida paradise has to offer.

Holiday Isle is comprised of several "finger" canals and offering renters the option to dock their boats right outside their doors. Ocean Reef's Holiday Isle home rentals range from a private three-bedroom condo to a large waterfront estate with a boat dock and enough room to accommodate up to sixteen lucky guests. Every property comes replete with a wealth of amenities, private & community pools, grilling areas, and best of all, Gulf-front views. Book your vacation in the "World's Luckiest Fishing Village" for a one-of-a-kind experience. Call 800.782.8736, so we can introduce you to all of our Holiday Isle rentals!

This location puts you on top of everything Destin has to offer. Greatest of all of these is the bustling harbor and marina – home to one of the largest private charter fishing fleets in all of North America. A walk along the Destin Harbor is never the same, fishing boat cleaning their hauls, visitors from around the world, and more places to drink, eat and watch live-music than anywhere for miles! Deep-sea fishing adventures, dolphin sightseeing excursions, sunset dinner cruises, and private pontoon boat rentals await those vacationers looking to add some action to their stay. Many of our Holiday Isle rentals sit along the vibrant canals here and feature docks, allowing you to cruise out into the glistening Gulf, either with your own vessel or simply rent one. Just a short stroll away are the Destin Jetties – hands down the most popular snorkeling spot in all of Northwest Florida. HarborWalk Village hosts fun festivals and free open-air concerts throughout the year. Vibrant firework displays light up the warm summer night skies—Holiday Isle, the most definitively Destin place in Destin.

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Holiday Isle
7 BR
5 BA
16 Guests
Holiday Isle
4 BR
3 BA
10 Guests
What time of year is the best time to visit Holiday Isle?

The most popular times for Holiday Isle is during the Summer months, Spring Break and Fall Break. Consider visiting during the Spring and Fall months, with milder temperatures and fewer crowds, and it gives you additional space at the beach and in town. Winter is Holiday Isle's slow season, so expect to find value-priced rates for your stay.

Where is Holiday Isle located in Destin, Florida?

Holiday Isle is a coveted, three-mile-long peninsula nestled between the Gulf of Mexico and the Destin Harbor. It is one of the Destin area's most private retreats, with low-traffic roads and peaceful sidewalks. Boaters, especially, can enjoy the many "finger" canals and human-made canals that offer many homeowners the ability to dock their boats right outside their doors. The Holiday Isle is only minutes away from just about everything Destin has to offer, but there's a certain charm found right here on the Isle.

Are there vacation rentals with a pool on Holiday Isle?

Ocean Reef represents a collection of beachfront and Gulf-view homes and condos on Holiday Isle. Many of our homes and condos have access to a private and community pool. These vacation rentals can accommodate up to 16 guests, and are some of the most sought-after available properties.

Do you have pet-friendly Holiday Isle rentals?

We offer a selection of pet-friendly vacation rentals on Holiday Isle with rare beach views and Gulf-front. At Ocean Reef, we have a large selection of pet-friendly rentals in Destin and Miramar Beach, from condos to beachfront houses.

What activities are there to do on Holiday Isle?

Homes and condos here are only minutes away from just about everything Destin has to offer, such as shopping, delightful dining at Harborwalk Village, drinks at friendly dock front bars, and recreational water sports. Enjoy boating, fishing, and parasailing only a few minutes from your door. Many rental homes on Holiday Isle sit on the canal, and a dock beside the house is available to allow you to cruise out into the glistening gulf.