Holiday Isle Homes for Sale

Welcome to Holiday Isle, a picturesque subdivision nestled in the heart of Destin, Florida, within the beautiful Okaloosa County. This charming coastal community is renowned for its stunning waterfront views, vibrant atmosphere, and proximity to the pristine beaches of the Emerald Coast. Whether you’re seeking a relaxing retreat or an exciting lifestyle filled with outdoor adventures, Holiday Isle has something for everyone.

The homes for sale in Holiday Isle offer a delightful blend of architectural styles, from elegant beachfront properties to cozy cottages tucked away in lush surroundings. Many of these residences boast breathtaking views of the Gulf of Mexico, providing a serene backdrop for your daily life. With spacious layouts and modern amenities, these homes are designed for both comfort and luxury, making them perfect for families, retirees, or anyone looking to embrace the coastal lifestyle.

Living in Holiday Isle means you’re just minutes away from Destin’s world-class dining, shopping, and entertainment options. Enjoy a leisurely day at the beach, indulge in fresh seafood at local restaurants, or take advantage of the nearby water sports and recreational activities. The community is also conveniently located near top-rated schools, parks, and healthcare facilities, ensuring a well-rounded lifestyle for all residents.

Explore the available homes for sale in Holiday Isle today and take the first step toward your dream coastal living experience. This enchanting subdivision is not just a place to live; it’s a vibrant community where you can create lasting memories and enjoy the best that Florida has to offer. Your slice of paradise awaits!

Newest Holiday Isle Homes for Sale

$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.

$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.

$2,950,000

6 Beds ⋅ 8 Baths ⋅ 982229 MLS

Gross Rental Income of $195,000 in the First Year! Fully Furnished & Rental Ready / Unobstructed Gulf & Destin Pass Views / Private Rooftop Deck. Experience an extraordinary blend of luxury, breathtaking coastal beauty, and proven investment performance in this spectacular home overlooking the Destin Pass and the emerald waters of the Gulf of Mexico. Perfectly positioned on prestigious Holiday Isle, this fully furnished masterpiece offers more than 3,000 square feet of thoughtfully designed living space featuring 6 bedrooms, 6 full baths, and 2 half baths. Every detail has been carefully curated--from designer furnishings and premium finishes to expansive indoor and outdoor living spaces that capture breathtaking coastal vistas. Designed to impress both owners and vacation guests alike, the open-concept floor plan seamlessly blends elegant interiors with unforgettable views. Whether entertaining family and friends or welcoming guests, this home delivers a lifestyle every bit as remarkable as its location. Escape to your private rooftop oasis featuring comfortable lounge seating and panoramic views stretching across the Gulf and Destin Pass. Spend your days soaking up the Florida sunshine, watch boats navigate one of the Emerald Coast's most iconic waterways, and end each evening with breathtaking sunsets that paint the sky in spectacular color. Click for Beyond its stunning beauty, this property has already proven itself as an exceptional investment. The home generated a documented $195,000 in gross rental income during its first year, offering buyers the rare opportunity to own a luxury coastal retreat with an established history of outstanding rental performance. Whether you're searching for a premier primary residence, an extraordinary second home, or a proven vacation rental investment, this remarkable property offers an exceptional combination of new construction, panoramic water views, turnkey luxury, and documented income performance in one of Destin's most coveted beachside neighborhoods.

36 Gulf Breeze Ct, Destin

Listing courtesy of RE/MAX Coastal Properties.

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