Holiday Isle Real Estate

Welcome to Holiday Isle, a picturesque subdivision nestled in the heart of Destin, Florida, within the enchanting Okaloosa County. This charming community is a true gem for those seeking the perfect blend of coastal living and vibrant community spirit.

Holiday Isle is renowned for its stunning waterfront properties, offering breathtaking views of the emerald waters of the Gulf of Mexico. Imagine waking up to the sound of gentle waves lapping at the shore and the warm Florida sun casting a golden glow over your home. With a variety of real estate options—from luxurious beachfront condos to cozy single-family homes—there's something for everyone in this idyllic locale.

Residents of Holiday Isle enjoy easy access to some of the finest beaches in the country, where soft sand and crystal-clear waters await. Spend your days basking in the sun, indulging in water sports, or exploring the nearby parks and nature trails. The community is also just a stone's throw away from Destin's vibrant entertainment scene, featuring a plethora of dining options, boutique shops, and local attractions that cater to all ages.

Whether you’re looking for a vacation retreat or a permanent residence, Holiday Isle offers a serene lifestyle infused with the charm of coastal living. With its friendly neighbors, stunning scenery, and a wealth of recreational activities, it’s no wonder that so many choose to call this beautiful subdivision home. Come experience the magic of Holiday Isle, where every day feels like a holiday!

Newest Listings in Holiday Isle

$1,099,000

3 Beds ⋅ 3 Baths ⋅ 1007735 MLS

Waterfront living meets beach lifestyle in this beautifully remodeled townhome featuring a covered boat lift and private beach access just a short walk away. Perfectly positioned on a wide canal, you'll enjoy easy boating with quick access to Destin Pass, the Gulf of Mexico, and Crab Island in under 15 minutes by boat. Designed for entertaining, the expansive waterfront deck offers plenty of space to relax, dine, or unwind by the fire pit while enjoying sunrise views. A hot tub, covered lanai, and private dock create the ultimate outdoor retreat. Inside, the home has been thoughtfully updated with a custom kitchen featuring an 8-foot butcher block island, granite countertops, stainless steel appliances, and a spacious pantry. The lower level includes a custom wet bar with wine cooler, beverage cooler, and live-edge cypress countertop, plus a second living area that could easily serve as a game room to maximize vacation rental appeal. Additional highlights include a fenced maintenance-free side yard, and room to enjoy kayaking, paddle boarding, fishing, or simply stepping onto your boat from your backyard. Offered furnished, this is a rare opportunity to own a turnkey waterfront property that combines boating, beach access, and exceptional outdoor living in the heart of Destin.

129 Durango Rd Unit 1, Destin

Listing courtesy of EXP Realty LLC.

$775,000

2 Beds ⋅ 2 Baths ⋅ 1007344 MLS

Destin/Holiday Isle WATERFRONT TOWNHOME with Great view of the harbor from the newly renovated exterior decks. Use as a Vacation Home or Investment Property with Short- or Long-Term Rentals! Dock your Boat right in your Back Yard! Roof was installed in 2018, Two HVAC's, one was replaced in 2023 and the lower unit in 2017. 38 Gallon Hot Water Heater replaced in 2018. Seller had them recently serviced. Unit has ground floor apartment complete with living room/dining room combo; kitchen with breakfast bar, refrigerator, stove, garbage disposal; bedroom has two closets and full bath. Bedroom also has stairway leading to second floor of upstairs unit Downstairs unit also has its own a/c. Second floor includes large living room with view of harbor, two bedrooms with bathroom between.3rd floor includes bright and airy kitchen (stove, refrigerator w/ice maker, microwave, garbage disposal, dishwasher, breakfast bar, dining area and bathroom (shower only). Third floor has ceramic tile. Ceiling fans throughout and lots of closet space. One car garage that can be accessed from second floor. Property also has 28' boat tie up at Dock/Sea Wall . Come view all the potential this property has and view the Destin Harbor from the Back Deck!

415 Gulf Shore Dr Unit 17, Destin

Listing courtesy of ERA American Real Estate.

$2,299,000

4 Beds ⋅ 4 Baths ⋅ 1005035 MLS

Welcome to the best of both worlds with the beach and boating lifestyle located on Holiday Isle. This fully renovated, 4-bedroom, 3-bathroom coastal retreat is just two blocks from the beach and sits on a deep-water canal, offering the perfect waterfront lifestyle. With spacious living areas on both levels. Stylish finishes, modern appliances, and expansive outdoor spaces create a welcoming atmosphere for relaxing or entertaining. Enjoy beach living, boat access, and luxurious comfort all in one stunning property. Ideal for vacation rentals or personal use!

522 Osceola Dr, Destin

Listing courtesy of Mainsail Realty Company.

$8,799,000

4 Beds ⋅ 5 Baths ⋅ 999201 MLS

Welcome to 609 Lagoon Drive, a yachtsman's dream, this harbor-front luxury legacy home offers an exceptional opportunity to own on prestigious Holiday Isle.Positioned on deep water with a private boat slip accommodating a 70+ foot yacht, this property encompasses 90 feet of waterfront footage ideal for those who embrace the boating and fishing lifestyle. For the beach enthusiast you are a quick 5 minute walk or short golf cart ride to the beautiful, pristine, white sand beaches. Spanning 5,192 square feet, this estate has been cherished as a family vacation home for almost two decades, designed for gathering, entertaining, and creating lasting memories. This home boasts beautiful hand selected white pine floors throughout, exposed hand hewn beams, chefs kitchen with commercial grade appliances, custom cabinetry and stunning harbor views from every floor. The master suite situated on the third floor offers his and hers walk in cedar closets, separate vanities, garden tub and a walk in shower. The french doors off of the master suite open directly to the luxurious covered balcony with panoramic views of the Destin Harbor to enjoy the beautiful sunsets over the water. A private study with fireplace directly off of the master suite and an elevator are just a few of the many amazing details that encompass 609 Lagoon Drive. Enjoy the convenience of the Destin Water Taxi right off your dock for evenings out, and waterside dining. Contact Catherine Williams to find out more details or for a private showing. Buyer to verify all dimensions

609 Lagoon Dr, Destin

Listing courtesy of The Premier Property Group.

$1,875,000

3 Beds ⋅ 3 Baths ⋅ 998328 MLS

Waterfront luxury meets effortless coastal living--this is the Emerald Coast dream, fully realized. 90 feet of prime waterfront, private boat slips, jet ski lifts, a resort-style pool, and deeded beach access within a short bike or golf cart ride. This is where boating days, beach sunsets, and effortless entertaining become your everyday reality. Launch from your private dock and be at Crab Island or in the Gulf in under 10 minutes. Whether it's boating, fishing, or dock-to-dinner nights via water taxi, this location delivers the ultimate coastal lifestyle. Offered turnkey and fully furnished, this home is ready to generate income or unforgettable memories from day one.Start your mornings with coffee and sunrise views from expansive wraparound balconies. Spend your days entertaining by the heated pool and spa, grilling on the deck, or unwinding fireside while casting a line from your private dockFirst level features two large garages, a bedroom, full bath, laundry, and a massive bonus space perfect for a game room, bunk room, or office. Second level showcases two spacious waterfront primary suites, each with private balcony access, en-suite baths, and walk-in closets The heart of the home is a generous open-concept kitchen and living area centered around a cozy fireplace--ideal for gathering after a day on the water. Whether you're building your investment portfolio, searching for a second home, or ready for full-time coastal living,The only thing missing is you. Schedule your private viewing now and experience it firsthand.

517 Osceola Dr, Destin

Listing courtesy of The Ketchersid Group LLC.

$2,245,000

4 Beds ⋅ 2 Baths ⋅ 997269 MLS

This spacious waterfront home enjoys a stunning location right on a deepwater mooring with two boat lifts and easy access to the harbor and gulf. Even when you're not out on the water, the private pool and hot tub provide canal views while the party-sized observation deck is the ultimate place to view seasonal fireworks and breathtaking sunsets. Inside, the home continues to maximize those waterfront views with an open concept living space and chef's kitchen finished to a high standard of luxury. Gleaming tile floors flow through each beautifully furnished space while the cathedral ceiling provides a sense of airy spaciousness.

524 Vera Cruz Dr, Destin

Listing courtesy of Scenic Sotheby's International Realty.

$2,299,000

4 Beds ⋅ 5 Baths ⋅ 997240 MLS

Located in the highly sought-after Holiday Isle area of Destin, this beautifu 4-bedroom, 4-bath waterfront home offers the perfect blend of coastal living and boating convenience. Just two blocks from the white sandy beaches of the Gulf of Mexico, this property provides easy beach access while enjoying the privacy and exclusivity of Holiday Isle. Designed with boaters in mind, the property features two covered boat slips and a 50-foot dock, providing ample space to accommodate a large vessel and additional watercraft. Also features a new seawall. With direct water access, it is ideal for boating, fishing, or simply enjoying life on the water. The home offers four spacious bedrooms and four full bathrooms, providing comfortable accommodations for family and guests. A private pool creates the perfect outdoor retreat for relaxing or entertaining after a day on the water or at the beach. The property has been recently painted, giving it a fresh and well-maintained appearance. Whether you are searching for a primary residence, second home, or investment opportunity, this exceptional Holiday Isle property combines a prime Destin location with desirable waterfront amenities and close proximity to the beach.

621 Choctaw Dr, Destin

Listing courtesy of Mainsail Realty Company.

$499,000

2 Beds ⋅ 2 Baths ⋅ 992428 MLS

Turnkey short-term rental opportunity in Destin's sought-after Holiday Isle. This updated 2-bed, 1.5-bath townhome is steps from the Gulf and minutes to HarborWalk Village, beaches, dining, and boating—driving strong year-round rental demand. Guest-friendly features include an open living layout, modern finishes, private patio with outdoor shower, in-unit laundry, and an upstairs balcony with peek-a-boo Gulf and harbor views that support premium nightly rates. Low HOA fees and a low-maintenance design enhance operating efficiency. Ideal for investors seeking immediate STR income in one of Destin's top vacation rental corridors. New HVAC 2022 and New Roof 2023. *All listing information is deemed reliable but not guaranteed. Buyer and buyer's agent to verify all details, including dimensions, square footage, HOA fees, and property information to their own satisfaction. *Video/Audio Recording Disclosure: For the safety and security of the property, the seller may utilize active video and/or audio surveillance devices on the premises. By entering the property, visitors acknowledge and consent to potential recording. Please do not touch personal belongings.

115 Gulf Winds Court, Unit 2, Destin

Listing courtesy of The Hutchison Group Inc.

$3,950,000

5 Beds ⋅ 6 Baths ⋅ 914155 MLS

Welcome to 24 Norriego Road of the prestigious Holiday Isle waterfront community in Destin, Florida! This trophy property, a yachtsman's deep-water dream estate, was constructed new in 2014 and contains 5,000+ square foot of meticulous design and craftsmanship, 5 bedrooms with ensuite bathrooms, an elevator, a powder room serving guests located between the expansive kitchen and primary living room, and a full bath on the first floor adjacent to an area that could be flexible for the addition of an additional bedroom, bunk room, secondary media room, and/or game room, all oriented on a superior lot that offers sensational view corridors to the scenic bodies of water that surround this exclusive family compound. Spaciousness throughout the home, including the oversized garages, will.. comfortably and privately accommodate extended family to enjoy the irreplaceable lifestyle this property offers. There is such uniqueness of enjoying this spectacular estate and its private, waterfront pool, then boating to 'Crab Island', or perhaps the sensational fishing offshore in the Gulf of Mexico only minutes away from the oversized, deep-water dock, currently fitted with a 20,000lb boat lift; meanwhile others in your family can enjoy exclusive community beach access to one of the world's greatest beaches within approximately 1000' of this home's front door, which also accommodates golf carts. The finishes and features throughout are extraordinary, as the owner spared no expense whatsoever. Please inquire for further details and to schedule your private showing.

24 Norriego Rd, Destin

Listing courtesy of Somers & Company.

$9,495,000

5 Beds ⋅ 7 Baths ⋅ 979851 MLS

A Modern Waterfront Masterpiece in Destin's Crown Jewel - Holiday Isle An extraordinary coastal estate reimagining luxury living on the Gulf. Positioned along 260 feet of private shoreline in Destin's most exclusive enclave—Holiday Isle—this newly completed architectural triumph is the epitome of refined waterfront living. Designed with sophistication, scale, and serenity in mind, this 10,082-square-foot custom-built residence merges cutting-edge design with timeless coastal elegance. Upon entry, you are greeted by soaring ceilings, gallery-style open spaces, and walls of glass that dissolve the boundary between indoor luxury and the natural beauty of the harbor beyond. The interiors are flooded with natural light, offering panoramic vistas that shift with the sun— Each moment more breathtaking than the last. At the heart of the home lies a bespoke chef's kitchen, fitted with subtly integrated luxury appliances, artisan cabinetry, and dual waterfall-edge islandsdesigned equally for intimate dinners and grand-scale entertaining. The primary suite is a private sanctuary, featuring a spa-level bath, expansive dressing rooms, and a secluded terrace for morning coffee or sunset reflections over the water. Each additional bedroom is ensuite and equally curated for comfort, privacy, and tranquility. Exquisite amenities include: " A private cinema for elevated in-home viewing " State-of-the-art fitness studio " Infinity-edge pool and elevated spa overlooking the harbor " Seamlessly integrated indoor/outdoor living spaces This estate is also a boater's dreamanchored by a newly constructed seawall and an engineered deep-water dock capable of harboring vessels up to 120 feet in length, with a 7- to 8-foot draft. The configuration allows mooring for an additional 40- and 60-foot yachts, with generous clearances to ensure ease of navigation. The deep-water access and protected harbor position place this home among the finest yacht accommodations in the region. This is not just a residenceit is a statement of life at its most elevated. For the discerning buyer seeking unparalleled craftsmanship, waterfront serenity, and architectural distinction, this is Holiday Isle's finest offering. Inquire privately for pricing, floor plans, and a confidential tour. *** Exceptional Opportunity for Discerning Buyers *** Beyond its architectural beauty and coveted location, this residence presents a truly unique path to ownership. The seller is open to creative terms, including the possibility of a property trade combined with cash consideration. This level of flexibility is seldom offered in today's luxury market, creating an extraordinary chance for the right buyer to secure this home while maximizing their own portfolio.

602 Lagoon Dr Dr, Destin

Listing courtesy of Compass.

$1,850,000

4 Beds ⋅ 4 Baths ⋅ 956435 MLS

Discover this charming 4 bedroom/ 3.5 bath Florida beach-style cottage nestled in the beautiful neighborhood of Holiday Isle. This property boasts not only a private pool, but also an impressive 90 feet of dock space, perfect for boating enthusiasts. It is a short walk to the pristine white sands and Emerald waters of the Holiday Isle private beaches. Enjoy entertaining on the second level with an open floor plan, the kitchen opens to the large living room space. The second level features a separate formal dining room with french doors that opens to the wrap around balconies. This home features a master bedroom on the third level with an office and a private sunroom to enjoy gulf views.The survey is located under the Documents Tab. Inquire for more information and to schedule a showing

604 Magnolia Dr, Destin

Listing courtesy of Mainsail Realty Company.

$4,500,000

4 Beds ⋅ 5 Baths ⋅ 987848 MLS

NEW LISTING! Welcome to 612 Magnolia Drive, an exceptional waterfront estate oriented on the deep waters of the scenic harbor of Holiday Isle, an exclusive, and very rare, beach and boating enclave in Destin, Florida. This furnished deep-water residence on the canal yields ±6,000 square feet of luxuriously renovated living space, containing 4 bedrooms and 4.5 bathrooms, and an extraordinary combination of design, quality, craftsmanship, and functionality throughout. The expansive layout is enhanced by soaring ceilings and floor-to-ceiling windows that naturally illuminate the home while offering breathtaking waterfront vistas. Interior features include an elevator, dual laundry rooms, quartz countertops, custom cabinetry, Viking appliances, automated window treatments, Kinetico water softener, reverse osmosis drinking system, and tankless water heaters. The outdoor living area offers expansive entertaining spaces, a dock with 16,000-pound boat lift, and a heated saltwater pool that seamlessly integrates its indoor comforts with Destin's quintessential waterfront lifestyle. The rooftop deck, accessible by both elevator and spiral staircase, captures breathtaking 360° panoramic views of the Gulf of America, the Destin Harbor, Intracoastal Waterway, and Choctawhatchee Bay; the perfect vantage point for year-round sunrises and sunsets. The residents of Holiday Isle enjoy two private, gated points of access to the world-class beach, extremely reasonable annual Association dues of only $593.00 [currently] for 2025, and a lifestyle defined by convenience and proximity and access to sugar white sand beaches, world-class boating, fishing, dining, and shopping along the Emerald Coast of Northwest Florida. Destin's newest Publix just opened, within a 5-minute drive from Holiday Isle on Main Street. Please note documents available under the "Documents" tab. Private showings are by scheduled appointment only with a minimum (24)-hours of required advanced notice. The listing broker(s) must accompany all showings.

612 Magnolia Dr, Destin

Listing courtesy of Somers & Company.

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