Holiday Isle Real Estate, Homes, Condos for Sale in Destin, FL

Boat or beach - you don't have to choose. Set waterfront along the protected canals of the Destin Harbor, 109 Durango Road pairs a private boat slip with a 20,000-lb boat lift, currently accommodating a 35-foot boat, and walking distance to Holiday Isle's private beach access. Completely transformed by a local design team, this three-bedroom, three-bath waterfront townhome feels less like a typical townhouse and more like a curated coastal retreat designed around life on the water. Custom white oak cabinetry and millwork, Venetian plaster, Italian and Moroccan tile, quartz surfaces, designer lighting and fixtures, and rich Ipe decking create an elevated finish rarely found in this location at this price point. The first-floor primary king suite opens to a private waterfront terrace just steps from the boat slip and features a spa-like bath with jetted tub and separate shower. Custom white oak barn doors and fitted built-ins continue throughout all closets in the home, while an additional king suite with ensuite bath completes the first level. Upstairs, the home opens dramatically into a light-filled living, kitchen and dining space with wide-open sightlines and an unexpectedly generous sense of scale. The kitchen is anchored by mitered-edge waterfall quartz countertops, custom-milled white oak cabinetry and a striking marble backsplash, while Venetian plaster adds another layer of texture and refinement. A wall of glass doors extend the living space onto an expansive waterfront terrace that feels like a destination of its own. Multiple conversation and lounge areas create room for entertaining or unwinding, while a full summer kitchen with quartz countertops, built-in grill and refrigerator makes outdoor living effortless. Sleek glass railings preserve the open water views and reinforce the modern coastal aesthetic found throughout the residence. A flexible third bedroom adds a custom queen Murphy bed surrounded by built-in shelving and drawers, allowing the space to transition easily between guest accommodations and additional living space. But perhaps the greatest luxury here is how effortlessly the water becomes part of everyday life. Start the morning with coffee and a quiet cruise through the Destin Harbor. Spend the afternoon anchored at Crab Island, head offshore through East Pass for a day of Gulf fishing, or leave the boat behind and make the short trip to the beach. As the day winds down, take the boat out for a sunset cruise, pour a glass of wine and watch the harbor lights come alive. Few Destin waterfront properties bring together this level of design, private boating access and proximity to a private beach. A special harbor deserves a special residence. This is waterfront Destin living reimagined.

109 Durango Rd, Destin

$2,400,000

4 Beds ⋅ 3 Baths ⋅ 1010860 MLS

Rare Deep-Water Waterfront Estate | Dual Boat Slips | Gulf Access There is truly nothing else quite like this extraordinary Holiday Isle residence! Set on a deep-water canal with dual boat slips, including one with a lift, this one-of-a-kind waterfront home delivers the ultimate boating lifestyle with easy Gulf access and private beaches just steps from your door. Mediterranean-inspired elegance meets resort-style living with a brand-new saltwater pool, expansive waterfront entertaining patio, and breathtaking canal views. Inside, soaring ceilings, new flooring, exquisite Schonbek chandeliers, a dramatic two-story fireplace, and 8 picture windows overlooking the canal create a stunning first impression. The home offers 4 bedrooms, 3 full baths, plus 2 additional downstairs rooms with Murphy beds--ideal for guests, office space, or flexible sleeping accommodations. A productive front-yard vineyard producing Malbec and Sangiovese adds a truly distinctive touch. With deep-water boating, dual slips, Gulf access, private beach proximity, luxury finishes, dedicated entertaining bar and bar area and exceptional indoor-outdoor living, this is a rare Holiday Isle waterfront offering for the discerning buyer seeking an extraordinary coastal lifestyle. Ask for the plans for the extra room addition!

531 Vera Cruz Dr, Destin

$2,599,000

6 Beds ⋅ 6 Baths ⋅ 1010454 MLS

Experience the ultimate Destin lifestyle from this exceptional canal-front beach home in the highly desirable community of Holiday Isle. Spend your mornings enjoying Gulf views, or boating to Crab Island and your evenings relaxing after a day on the water. The property offers 90 ft of deep-water canal frontage and two covered boat slips with lifts, making it easy to enjoy everything Destin's boating lifestyle has to offer. Designed for effortless coastal living, the home features a fully covered and enclosed outdoor entertainment area ideal for gathering with family and friends and enjoying coastal breezes. The property includes two separate living spaces: the second-level main residence and a third-level lockout. Each has its own private entrance and can be enjoyed together or independently, offering flexibility for extended family, guests or vacation-rental opportunities. The main residence features four spacious bedrooms, four full bathrooms, an expansive living area, a gourmet kitchen with breakfast bar and a private office. The third-level lockout offers two additional bedrooms, two full bathrooms, a large living area and fully equipped kitchen with breakfast bar. The lower-level space offers room for storing beach gear, paddleboards, fishing gear and boating supplies, workshop. The private beach access is a very short walk away, while Crab Island and Gulf of Mexico are 15 minutes away by boat. This one-of-a-kind property captures the very best of the Destin lifestyle!

514 Vera Cruz Dr, Destin

$1,100,000

5 Beds ⋅ 3 Baths ⋅ 1009921 MLS

Offered for the first time by its original owners, this cherished Holiday Isle beach house has been a beloved family retreat since 1983. Situated directly across from the sugar-white sands and emerald waters of the Gulf, the property presents a rare opportunity to own in one of Destin's most sought-after beachside neighborhoods. Spanning nearly 3,500 square feet, the home offers 5 bedrooms and 3 baths, including a first-floor guest suite with ensuite bath and four additional bedrooms upstairs. Warm wood-paneled walls, a striking two-way stone fireplace, and inviting gathering spaces create a cozy, nostalgic atmosphere reminiscent of a mountain lodge by the sea. Outdoor living is equally appealing with a newly added covered deck (2025) overlooking the private in-ground pool, providing the perfect setting for entertaining and relaxing after a day at the beach. Additional updates include a roof replacement in 2020. The enclosed garage currently serves as a game room and hangout space but could easily be converted back to a traditional garage. Whether you're dreaming of restoring its original charm, creating a custom coastal retreat, or building new in an exceptional location, this property offers endless possibilities. Homes on Holiday Isle with this combination of size, location, and beach access are increasingly rare. Bring your vision and make this iconic family beach house the foundation for its next chapter.

4 Magnolia Dr, Destin

$1,875,000

5 Beds ⋅ 3 Baths ⋅ 1009704 MLS

OPEN HOUSE! FRIDAY, 9/11 FROM 9AM-12PM & SATURDAY 9/12 FROM 1PM-4PM. Welcome to Holiday Isle! This 5-bedroom, 3-bath waterfront home comfortably sleeps 14 guests and offers an incredible opportunity as a primary residence, second home, or established vacation rental. The spacious open-concept living area is designed for entertaining and opens to one of the largest waterfront decks on Holiday Isle, providing plenty of room for outdoor dining, gatherings, and enjoying the water views. The deck has even been used to host weddings, offering endless possibilities for entertaining. Boating enthusiasts will appreciate the private dock with two boat lifts and a dedicated fish cleaning station. Cruise to Crab Island, spend the day fishing in the World's Luckiest Fishing Village, or explore Destin's waterways right from your backyard. The home also features a large second-floor front balcony, perfect for morning coffee or relaxing in the evening after a day on the water. Located just across the street from the Gulf of America, you'll enjoy a short walk to the private gated beach access where you can spend the day on Destin's sugar-white sand and emerald waters. With spacious accommodations, exceptional outdoor living, premier boating amenities, and an unbeatable Holiday Isle location, this property offers outstanding rental potential and the coastal lifestyle buyers are looking for.

521 Gulf Shore Dr, Destin

$1,855,000

4 Beds ⋅ 4 Baths ⋅ 1009415 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

$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

$690,000

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

$1,310,000

1006346 MLS

This Is One Of Those Legacy Lots You Rarely See For Sale. HUGE 0.6 Acre Lot At Corner of Lagoon Dr and Moreno Point Rd. Situated On The Curve Of Moreno Point Rd. Possibly You Could Look South Towards The Gulf From A Potential Upper Story You Could See The Beach Access For Holiday Isle. Yes You Are So Close To The Gulf. But There Is More, As This Lot Has 46 ft On The Canal. With A Lot Of This Size There Is Plenty Of Lot For A Home, Guest House, & Potential Slips For All Your Nautical Wants & Needs. Your Annual HOA Dues Allows Use Of Beach Access Plus They Maintain The Palm Trees & Shrubs Along The Eastern Boundary Of This Lot on Moreno Point Rd. Become One Of The Owners On Holiday Isle & Build Your Dream House In Destin. This Is A Must See This Location & The SIZE Affords Many Possibilities. An Incredible Opportunity Awaits.

626 Lagoon Dr Unit (Lot 71 Blk E), Destin

$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

$1,375,000

3 Beds ⋅ 3 Baths ⋅ 1000442 MLS

Amazing opportunity to own one of the largest lots on sought after Holiday Isle in Destin. This exceptional property boasts over 170 ft of canal frontage, nearly double most lots on The Isle. With 2 true deep water boat slips, one lift, a jet ski slip, plus additional day boat docking area, and still room to add a pool (permitting required). The sizable lot offers a rare canvas in one of Destin's most coveted waterfront neighborhoods, where lots of this scale and frontage almost never come to market. The existing 3-bedroom home with 2 bonus rooms and over 2,700 sq ft of decking overlooking the canal is a classic coastal cottage ready for your vision. Update it, reimagine it, or start from scratch. The bones are here but the real value is the land, the water, and the location.

500 Vera Cruz Dr, Destin

$7,850,000

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

$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

$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

$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

$1,050,000

996966 MLS

Calling all boaters and builders! Here is your opportunity to own one of the last remaining vacant lots in Holiday Isle. Enjoy nearly 90 feet of canal frontage in the heart of Destin, offering quick access to Destin's ''East Pass'' and the Gulf of America. Destin is known as the ''World's Luckiest Fishing Village.'' Schedule your showing today.

506 Vera Cruz Dr, Destin

$795,000

3 Beds ⋅ 3 Baths ⋅ 996465 MLS

Along the protected canals of Destin Harbor, this fully renovated waterfront townhome captures the essence of elevated coastal living with the rare advantage of a deeded 40-foot boat slip complete with a lift. Set on Holiday Isle, moments from private beach access, the residence pairs boating convenience with refined interiors designed for effortless days on the water. Spanning 1,576 square feet across two thoughtfully designed levels, this three-bedroom, three-bath custom townhouse has been meticulously updated from top to bottom. The main living area welcomes with vaulted ceilings and exposed beam detailing, creating an airy architectural statement that frames the open-concept design. Hardwood and tile flooring run throughout, complemented by curated coastal décor and custom furnishings that convey polish without pretense. The renovated kitchen is both stylish and functional, outfitted with stainless steel appliances, ample cabinetry, a generous breakfast bar, and modern lighting that enhances the clean lines of the space. It flows seamlessly into the dining and living areas, making everyday living and entertaining feel equally inviting. Outdoor living unfolds on two distinct levels. At water level, a covered patio offers a shaded retreat just steps from your private slip, ideal for morning coffee before a cruise through the harbor. Above, an expansive upper deck with a built-in grill station creates a natural gathering place for sunset dinners and relaxed evenings carried by harbor breezes. The first-floor primary suite serves as a tranquil escape with direct access to the outdoor living space. A custom closet system maximizes organization, while the beautifully updated bath features a soaking tub, glass-enclosed shower, and designer tile work that lends a spa-inspired feel. A split-bedroom floor plan ensures privacy for family and guests, with two additional bedrooms and two full baths offering comfort and flexibility. With direct water access, a deeded boat slip, refined finishes, and proximity to Holiday Isle beach access, this turnkey residence presents an exceptional opportunity for full-time waterfront living or a sophisticated harbor retreat designed around life on the water.

109 Durango Rd, Destin

$4,195,000

3 Beds ⋅ 3 Baths ⋅ 995202 MLS

Extraordinary Harbor-Front Estate in Destin, Florida!

611 Lagoon Dr, Destin

$2,225,000

4 Beds ⋅ 3 Baths ⋅ 995126 MLS

Experience the ultimate in coastal luxury living in this exceptional 3,000 sq. ft.. waterfront residence located in the prestigious Holiday Isle community of Destin, Florida. Perfectly positioned on a tranquil canal just three blocks from the sugar-white sands of the Gulf, this property truly offers the best of both worlds — beach and boating. Boating enthusiasts will appreciate the impressive private dock, accommodating up to a 70-foot vessel or configured as two slips with a 30,000-lb lift and a 15,000-lb lift — a rare and valuable feature in Holiday Isle. Featuring four spacious bedrooms and thoughtfully designed indoor-outdoor living on both levels, this home is ideal for entertaining, relaxing, or maximizing rental potential. Each floor offers its own kitchen and living room, creating a flexible layout perfect for multi-generational living or a high-performing investment property. Expansive outdoor living areas on both levels capture coastal breezes and water views, while the newly added pool provides a private oasis after a day at the beach or out on the water. Whether you're seeking a primary residence, vacation retreat, or income-producing rental, this canal-front home delivers unmatched versatility, location, and waterfront convenience in one of Destin's most sought-after neighborhoods.

610 Lagoon Dr, Destin

$4,879,900

3 Beds ⋅ 5 Baths ⋅ 994798 MLS

The wait is over! Majestic Harbor located in Destin, Florida is officially for sale. This incredible waterfront home overlooks Destin's famous Harbor. Expansive balconies on every level of the home offer panoramic views of the Harbor and unforgettable sunrise and sunset views. Custom-built by Regal Stephens and designed by Gregory D. Jazayeri, this one-of-a-kind property captures the best of coastal luxury living. Inside, you'll find three spacious bedrooms, four beautiful full baths, and a stylish powder room. Step outside level 1 to enjoy the heated and cooled infinity-edge pool overlooking the harbor—perfect for relaxing or entertaining. Dine al fresco alongside the private pool house, complete with its own bathroom. The oversized two-car garage offers plenty of space for cars, a MOKE, golf cart, storage, and boat gear. Speaking of boats...this property is a boater's dream come true. It features three boat slipstwo with lifts and one large enough to accommodate a sport-fishing boat.

619 Lagoon Dr, Destin

$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

$2,575,000

4 Beds ⋅ 6 Baths ⋅ 965441 MLS

Prime waterfront with convenient access to the beach literally across the street..This location has amazing gulf & harbor views unlike any on Holiday Isle. Inspired by the architecture in Costa Rica, this very custom home show cases authentic Spanish tiles adorning the main living spaces, each tile a unique piece of art. The concrete construction adds to peace of mind against the elements. The open-air floor plan effortlessly transitions between indoor and outdoor living space. Perfect for entertaining with ample parking and bedrooms are all ensuite.The upstairs living area can be accessed by stairs or an elevator. The Primary bedroom on the top floor has a large private balcony as well as a large walk in closet and a separate office space. This is the spot!

603 Gulf Shore Dr, Destin

$777,000

4 Beds ⋅ 3 Baths ⋅ 977564 MLS

Beautifully Renovated Townhome, Every Detail Carefully Curated! Listed Under Recent Appraised Value! 50' Boat Slip & 16k lb. lift! Must See This Fully Furnished, Updated, Turnkey Waterfront Townhome with Amazing Views of the Destin Harbor! Rental Ready & Easy Convenience to 3 Beach Accesses! This 4 Bedroom 3 bath is located on the Exclusive Destin Harbor, Ready to Start Making you Money & Memories Immediately! This Multi-Level Townhome is Perfect for Living your Beach Life Dream on the Water! Use as a Second Home, Full Time Residence, Vacation Home, or a phenomenal addition to your investment portfolio with short- or long-term rentals! Dock your boat right in your backyard in your own private 50' boat slip. You are less than 10 min. to Destin's East Pass, the Gulf and Crab Island! This

415 Gulf Shore Dr Unit UNIT 23, Destin

$1,250,000

970575 MLS

Calling all boaters and builders! Here is your opportunity to own one of the last remaining vacant lots in Holiday Isle. Enjoy 90 feet of canal frontage in the heart of Destin, offering quick access to Destin's ''East Pass'' and the Gulf of America. Destin is known as the ''World's Luckiest Fishing Village.'' Schedule your showing today.

605 Choctaw Dr, Destin

$1,725,000

2 Beds ⋅ 2 Baths ⋅ 947405 MLS

RENOVATED HOME on DEEP-WATER with TWO BOAT SLIPS ~ Holiday Isle of Destin, Florida! Exceptional opportunity to acquire one of the most price-effective, single-family homes on a canal offering two newly renovated deep-water boat slips, each measuring approximately 20' x 45', located across from private, Association-maintained neighborhood beach walkovers in the exclusive community of Holiday Isle in Destin, Florida. A new roof was installed recently, in addition to a scope of other renovations, including but not limited to new appliances, new concrete driveway and walkways, new floors, new bathrooms, freshly painted, and more. Quite a rarity to find legitimate deep-water mooring capability for your watercraft within such a short walk to enjoy the famously white quartz sand and... to enjoy the famously white quartz sand and Emerald green water indicative of the Emerald Coast of Florida! Please inquire for further details and to schedule a private showing.

515 Gulf Shore Dr, Destin

$5,750,000

4 Beds ⋅ 4 Baths ⋅ 936413 MLS

You will be swept up by the Mediterranean styling of this beautiful Gulf front home. Proudly situated on just over one acre, with a 110' expanse of gulf frontage, this property provides plenty of space for family fun! The expansive entry carries you to the next level with sweeping views of the Gulf of Mexico. The second floor offers an open great room, dining area and designer kitchen perfect for entertaining. The enormous master suite features Gulf views, a separate living area, en-suite bathroom with walk in shower, & tray ceiling. Downstairs includes 2 large bedrooms with en-suite baths, plus 2 additional bunk rooms. Outdoors you will find a large in-ground pool with kiddie pool, and expansive lush lawns in front and back. The over sized balconies offer magnificent views of the white sandy beaches and emerald water. Parking is no problem, with 4 garage spaces, plus plenty of driveway space. One acre/110 ft. of prime water front real estate, situated on Destin's beautiful Holiday Isle, is a rare find indeed. The shopping, fine dining, entertainment, and world-class fishing of the Destin harbor district is only steps away. Don't miss this one!

632 Gulf Shore Dr, Destin

$4,700,000

5 Beds ⋅ 6 Baths ⋅ 923031 MLS

Premier Waterfront gem on Holiday Isle! This harbor canal front home truly is a boater' s delight. It boasts over 217 ft on the water, with 3 different deep water slips and dockage. It will accommodate very large boats and even jet skis. This newer custom home estate was meticulously built and designed with all the best upgrades and attention to detail. The estate is located on a quiet cul-de-sac, perfect for a person who wants privacy, peace and quiet. With gorgeous exterior and interior detail, finishes compliment the richness of the residence that offers amazing amenities, magnificent waterfront views and breath taking sunsets. Luxury appointments one would expect to come with this private enclave include: 3 large boat deepwater slips, Jetski lifts, elevator, Generac generator, play room, tv media room, 3 car garage, golf cart garage, large sundeck, second floor kitchen area, 2000 sq ft of covered porches, every bedroom is a master bedroom, rollup pool screens for open views and air flow, Amazing pool with fountains, rain curtain and lighting that changes color. Private beach area with fire pit. Security system with cameras and so much more. come see it, you will be blown away!

601 Magnolia Dr, Destin

$8,795,000

5 Beds ⋅ 6 Baths ⋅ 915603 MLS

Spectacular New Construction on the Scenic Harbor of Destin, Florida! 531 Norriego Road epitomizes perfection, aligning the superiority of not only one of the finest lots on deep-water in the exclusive beach and yachtsman's enclave known as Holiday Isle, but impeccable new design and construction providing immense structural integrity, innovative and updated building technologies, and magnificent windows and doors providing the most stunning view corridors in every direction and from every room! The new dock will accommodate massive yachts, while the inset slip will accommodate a companion vessel of impressive beam and length as well. While the moorings in your backyard secure your marine vessels, your four-car garage will protect your coveted car collection! The floorplan was... carefully planned to optimize not only the breathtaking views, but to also integrate practicality of functional living. Every interior and exterior square foot of this impressive waterfront estate will be thoroughly enjoyed. The outdoor experience, especially while on the two expansive covered balconies will be accentuated by the ambience of the gorgeous pool and hot tub, all strategically oriented to enjoy your 162' of pristine waterfrontage and beach. Please inquire for further details and the latest construction updates. Showings are by appointment only as this listing involves an active worksite. There shall be no trespassing on the subject worksite at any time without the listing broker accompanying all showings. Showing requests require a minimum of (48)-hours of advanced notice. All prospective buyers and attendees must wear hard-hats throughout the duration of every showing while on property, which the listing broker will provide before entering onto the property.

531 Norriego Rd, Destin

$2,130,000

4 Beds ⋅ 5 Baths ⋅ 937113 MLS

This home is located on Holiday Isle and offers the unique advantage of two private access points to the beach. Notably, Holiday Isle is one of only two areas in Destin that allow vacation rentals. Additionally, it's just minutes by boat to the Destin Pass, Choctaw Bay, Crab Island, and the Gulf of Mexico, making it an ideal location for those who enjoy coastal living and boating. This home boasts bright and spacious living areas, along with outdoor decks that provide the perfect setting for casual living and entertaining. An expansive 4-bedroom, 5-bath canal-front coastal villa which features a spacious kitchen and living room on the main living level, adorned with granite countertops, stainless steel appliances, and beautifully sculpted ceilings. The rear porches and entertainment deck all have a southern exposure, providing an ideal setting for hosting gatherings and entertaining. The ground level is equipped with a canal-front game room that includes a wet bar, as well as an independent studio apartment featuring a full bath, kitchenette, and a tackle room. The dock offers ample space to accommodate four vessels, including two upland slips and bulkhead docking for your water toys. One slip has a boat lift, partially covered by the second-level deck. Dockage is capable of accommodating deep draft vessels. There is also a jet ski davit on the bulkhead dock, along with a convenient fish cleaning station. The spacious open carport accommodates multiple vehicles and offers a refreshing breeze year-round. This property is undeniably an attractive choice for either a vacation retreat or a permanent residence. A truly a stunning home for a vacation retreat or permanent residence.

518 Vera Cruz Dr, Destin

$698,000

3 Beds ⋅ 2 Baths ⋅ 964947 MLS

UNDER CONTRACT WITH CONTINGENCIES; SELLER ACCEPTING BACKUP OFFERS. DEEP WATER, GULF ACCESS! PARK A 36+ FOOT BOAT ON YOUR PERSONAL DOCK! IF YOU PURCHASED A SIMILAR SLIP IN DESTIN, YOU WOULD PAY $200,000+. COMPLETELY REMODELED AND RENOVATED FROM THE STUDS TO THE FLOORS. You can be at Crab Island for an afternoon with friends in less than 10 minutes. Imagine waking up to amazing sunrises on your back porch, take a boat ride to Shell Island, meet with friends, and then take your boat back to your personal dock to enjoy a sunset! You can even take your fishing boat to the Gulf offshore for a day of snapper fishing. This is life on your terms in your new home! This 3 bedroom / 2 bathroom townhome has never been rented, but would be an awesome rental investment opportunity (the neighbor makes over $50,000 annually in rental income). This townhome is expansive and each floor feels like it's own lockout with supreme privacy. New countertops, new floors, new paint, new trim, everything is new - so expect to feel like you are in a newly constructed home. There is NO HOA except for a very small Holiday Isle annual assessment. There is gated beach access, the neighborhood is golf cart friendly, and Holiday Isle is quaint with a friendly, neighborly vibe. The downstairs bunk room closet could be converted back to a bathroom (plumbing in walls), and the attic space could be converted to loft space. The top deck could be extended to the seawall. A really unique feature of this property is that you can utilize a water taxi to take you and your family and friends to all the local harbor restaurants. Holiday Isle entertainment and amenities are world-class. World-class restaurants, shopping, and access to the best beaches, you are sure to be pleased with your new home! Get ready to experience life to the fullest with this deep water townhome located in prestigious Holiday Isle. Schedule your showing today.

455 Gulf Shore Dr Unit UNIT 7, Destin

$2,200,000

4 Beds ⋅ 4 Baths ⋅ 973083 MLS

CALLING ALL BOAT LOVERS!! Come see this wonderfully renovated home, or rental investment, located in the highly sought out Holiday Isle of Destin. With an added 1000 sqft this 4 bedroom 4 bath home, has double master bedrooms with balconies overlooking the canal and harbor. Brand NEW 45ft. 23k lbs. boat lift with 85 ft along the deep water canal that can dock another 60 ft boat. Yes, 2 boats! Brand new salt water pool, new roof, HVAC & hot water heater. Marble Kitchen with all new cabinets and stainless steel appliances, Sub-zero fridge, Wolf Stovetop & Oven and state of the art microwave. The double masters upstairs overlook the Destin Harbor for incredible sunrise views and canal activity. Office upstairs could be perfect for bunk room. Private Beach access.

20 Norriego Rd, Destin

$1,730,000

4 Beds ⋅ 4 Baths ⋅ 951655 MLS

Recently Updated home on Holiday Isle! Best of both worlds, steps from the beach or boat to the Gulf in minutes.This 4 bedroom/ 3.5 bath house features a separate living area on the first level with it's own bedroom, living area and kitchen. The master bedroom is located on 2nd level with a walk in closet and bath has large linen closet. The beautiful kitchen has a large island with granite countertops perfect for entertaining and lots of cabinet space, including in the island. The living room has a new custom built fireplace. This house also has a private pool, 2 boat slips with lifts, wave runner lift and a 48 ft.seawall. Outdoor living space has large covered porches upstairs and downstairs. Many exterior improvements to include all new decking and fencing, exterior lights. The home has many new updates to include new hot water heater, new paint throughout.

510 Osceola Dr, Destin

$3,836,000

4 Beds ⋅ 5 Baths ⋅ 923389 MLS

PRICE REDUCTION ! Nothing spared in this completely renovated concrete and steel constructed gorgeous 6,000 + sq foot home on Holiday Isle. Completely furnished by Risa with designer pieces and luxury lighting, this stunning home will dazzle you with natural lighting from tall windows and high ceilings. With 80 feet of dock on a deep water canal that leads to the bay and the Gulf of Mexico, plus a boat slip that will host a midsize boat, this modern paradise beckons the avid boater. Framed by the new dock on 2 sides, the pool suggests a refreshing plunge after a wonderful day of deep sea fishing. All 3 stories have a master bedroom with the ground floor offering a ''captain's quarters' that includes a master bedroom, kitchen area and living space with a pool table. In addition to it's spectacular visual appeal, this home provides the most convenient living circumstances which include oversized closets in the bedrooms, a workroom between the 2 garage spaces, a central vacuum system, instant circulating tankless water heaters, a storage room on the roof top deck for your outdoor furniture during inclimate weater, and two laundry rooms, one on the first floor and one on the 3rd floor. Enjoy wonderful weather out on your roof top deck that expands across the whole house and is accessible by the spiral staircase or the elevator. With expansive 360 degree views that include the beautiful emerald green waters of the Gulf of Mexico, friends and family will seek out this incredible refuge to relax and mingle. Water and gas hookups on this roof deck offer the potential for a really fabulous outdoor kitchen to enhance your entertaining. Holiday Isle association provides private deeded beach access to all homeowners and guests. The photos of the 74 foot Viking parked out back references the docking capabilities of this home. Following is a list of new or replace items: showers, tubs cabinetry, entry doors, outdoor pavers, pool pump and filter, stucco done by Christian Perry, quartz countertops, sinks, Delta faucets and hardware, tile floors that look like hardwood, Viking appliances, A/C condensors, elevator, landscaping, sprinklers, exterior lighting, instant circulating tankless water heaters, liquid applied urethane roof deck, wired for wireless access points on all 4 floors, new dock with synthetic decking.

612 Magnolia Dr, Destin

$4,750,000

3 Beds ⋅ 4 Baths ⋅ 938422 MLS

Entered for Comp Purposes Only.

519 Norriego Rd, Destin

$647,000

3 Beds ⋅ 3 Baths ⋅ 926022 MLS

Canal Front 3 bedroom 3 bath townhouse with private boat slip on Holiday Isle. Large deck with beautiful views of the canal, short walk to private beach access, take water taxi to harbor attractions, restaurants, & bars, quick access by boat to Gulf of Mexico. Metal roof (2005), HVAC (2015), hot water heater (2020). Total annual association fees are only $355 per year! Great for permanent resident, 2nd home, or as a vacation rental.

115 Durango Rd, Destin

$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

$2,060,000

3 Beds ⋅ 3 Baths ⋅ 986414 MLS

***Under contract with a 72-hour kick-out clause*** Located in the exclusive and highly sought-after community of Holiday Isle, 620 Lagoon Drive offers the ultimate coastal lifestyle. This beautifully maintained two-story home sits on a serene waterfront lot with immaculate landscaping and an oversized driveway, perfect for guests. The large two-car garage offers ample storage, a work area, and hurricane-resistant garage doors. Inside, the first floor offers a spacious bedroom with an ensuite bath and a walk-in closet. Upstairs, the heart of the home unfolds with an open-concept living, dining, and eat-in kitchen--perfect for gathering and entertaining. The kitchen has been recently renovated with modern finishes and high-end design, while the master bath has been reimagined as a spa-like retreat. Step outside to enjoy sweeping water views from the newly redone upper deck. The backyard has been completely transformed with a new heated pool, all-new upper and lower decking, fresh stonework, fencing, landscaping, and an outdoor grill. Boaters will appreciate the fully redone sea walls and pilons, along with all-new docks and three boat slips (two equipped with lifts) for effortless access to the water. Notable upgrades include new doors and sliders throughout, new exterior lighting, two new tankless water heaters, a whole-house water filtration system, a new roof, and new storm force shutters. Adding to its appeal, the property includes deeded beach access just a short .24-mile walk to the Gulf, making it easy to enjoy sugar-white sand and emerald waters whenever you please. Holiday Isle is a private three-mile peninsula nestled between the Gulf of Mexico and Destin Harbor, celebrated for its pristine beaches, scenic walking and biking trails, and tranquil neighborhoods. Residents enjoy convenient access to dining, shopping, golf, fishing, and all the entertainment Destin has to offer while still living in a quiet, resort-style community. Whether you're seeking a primary residence, second home, or investment property, 620 Lagoon is a rare opportunity to experience the best of Destin living. Schedule your private showing today and discover why Holiday Isle is one of Destin's most treasured communities.

620 Lagoon Dr, Destin

$4,195,000

3 Beds ⋅ 4 Baths ⋅ 967375 MLS

LIST PRICE REDUCTION! EXTRAORDINARY, DEEP-WATER, YACHTSMAN'S & SPORTSFISHERMAN'S WATER-FRONT ESTATE oriented on Destin, Florida's Scenic Harbor. Located within the legendary enclave of Holiday Isle, this exclusive address is the only harbor-front estate currently offered for sale and rarely do like-kind opportunities arise on the South side of the gorgeous Harbor due to such a limited density of lots fronting the harbor. Holiday Isle is unique in that it offers dedicated beach access for its ownership and their guests, which is afforded through very reasonable dues, currently $495.00/annually. An estate of this caliber and distinction should be viewed as a generational ownership opportunity, as the phenomenal lifestyle it offers is unrivaled anywhere along the Emerald Coast on the Gulf of America. This property has been beautifully renovated and newly decorated and is being offered turnkey; fully furnished and accessorized with all audio and video. The dock structure and its features are irreplaceable; "grandfathered" specifications, thus providing an instant solution to moor and lift your boats, yachts, skid for jet skis, paddleboards, tackle/storage room, motorized catch lift and guided aluminum rails to the fish cleaning station, and a magnificent rooftop sunbathing and stargazing terrace atop two of the covered slips; all accessible directly from your private backyard, which includes an expansive heated pool. The hardscaping, landscaping, and ambient exterior and dock lighting accentuate the distinctive roof and dock elevations. Quite a scope of improvements have recently been completed, including but not limited to the following: (2) natural gas Rinnai tankless hot water heaters that supply the entire house; all recessed lights throughout were replaced with efficient LED technology; entire interior repainted including all new moldings; exterior deck painted and sealed; all exterior railings painted; new insulated, modernized garage doors and openers; AquaLink technology that allows for control of the pool functions via smartphone app; Control 4 home automation app also interfaces with the TV's. (2) new Trane A/C units installed; while all four units have new Trane thermostats controlled remotely via app; oversized double floating jet dock installed; (7) high resolution digital home surveillance cameras with cloud-based NVR; (4) boat dock Luma surveillance cameras. Wi-Fi module added to the Generac whole house generator allowing for interface with a smartphone app as well. The most extraordinary dock, slips, boathouse, and boathouse rooftop terrace on Holiday Isle with spectacular view corridor of the scenic harbor and fabulous sunsets. Please inquire for further details and to schedule a private showing.

519 Norriego Rd, Destin

$2,000,000

5 Beds ⋅ 4 Baths ⋅ 986428 MLS

Set along the deep, protected waters of Holiday Isle, this five-bedroom coastal retreat is designed for those who live life on the water. With direct access to Destin Harbor, East Pass, and the Gulf of Mexico, the property features two private boat slips, one with a 20,000-pound lift for a large vessel and the other offering additional wet slip space. Expansive balconies, outdoor terraces, and a sun deck capture sweeping canal, harbor, and gulf views, creating the perfect backdrop for entertaining or unwinding after a day at sea. Inside, the open air living space strikes a balance between comfort and versatility. The main living area is located upstairs, while the first floor offers flexible quarters ideal for guests, a captain's retreat, or a mother-in-law suite A spacious game room, bright kitchen, and inviting dining areas make gathering effortless, while large windows throughout fill the home with natural light and frame tranquil water scenes. Just one block from public beach access, this residence offers the best of both boating and beach living. With excellent rental potential and a coveted location on one of Destin's most iconic stretches of waterfront, this property presents a rare opportunity to own a true coastal haven.

615 Magnolia Dr, Destin

$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

$3,400,000

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

Browse All Holiday Isle Properties for Sale