Holiday Isle Real Estate

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

$499,000

2 Beds ⋅ 2 Baths ⋅ 1009820 MLS

Destin Harbor Waterfront Townhome - Bring Your Boat, Flip Flops Required! Rare opportunity to own the lowest-priced waterfront townhome on Destin Harbor! Nestled on sought-after Holiday Isle and positioned at the end of the first canal off the harbor, this 2-bedroom, 1.5-bath townhome offers 13 feet of waterfront frontage, a private beach, and direct access to the ultimate Destin boating lifestyle. Both bedrooms are located upstairs and share a full hallway bath, while a convenient half bath is located on the main level. The waterfront primary bedroom features a private balcony where you can enjoy spectacular sunsets, holiday fireworks, and peaceful views of the canal filled with jumping fish, birds, and local wildlife. Bring your boat and beach it right in your backyard! Fish from your dock, hop aboard the Water Taxi to your favorite harbor restaurants and entertainment spots, or take a short boat ride to Crab Island, the Destin Pass, and the Gulf of Mexico. A small private beach area behind the home adds even more waterfront enjoyment. This beloved family beach retreat has been enjoyed for years and is ready for its next chapter. The home is being sold AS-IS and offers incredible potential for buyers looking to renovate and create their dream coastal getaway. Bring your Pinterest boards and HGTV ideas! There may be opportunities to enhance the outdoor living space with a larger deck, sunroom, outdoor shower, hot tub, and more. One of the biggest advantages? No HOA fees for the townhome. Owners only pay a low annual Holiday Isle Improvement Association fee of approximately $445, which provides access to two gated private beach access points just a short walk or golf cart ride away. Holiday Isle is one of Destin's most desirable neighborhoods, known for its golf-cart-friendly streets, walkability, pet-friendly atmosphere, and unbeatable access to both the harbor and the Gulf. Just minutes away, enjoy the beautifully renovated Norriego Point Park featuring boardwalks, beaches, restrooms, showers, and some of the area's most stunning water views. Publix, Target, restaurants, and everyday conveniences are also just around the corner. Short-term rentals are allowed, making this a fantastic opportunity for investors, boaters, second-home buyers, or anyone seeking the ultimate Destin Harbor and beach lifestyle. Owners currently do not carry flood insurance, and a recent quote was reportedly under $2,000 annually. Whether you're dreaming of a waterfront vacation home, investment property, or personal boating retreat, this fixer-upper offers endless possibilities in one of Destin's most coveted waterfront locations. Live the Destin Harbor lifestyle. Bring your boat, your vision, and your flip flops.

144 Durango Rd Unit ,, Destin

$1,900,000

5 Beds ⋅ 3 Baths ⋅ 1009704 MLS

OPEN HOUSE! FRIDAY, AUG.14TH FROM 10AM-1PM. 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

$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

$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

$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

$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

$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

Holiday Isle Real Estate

Newest Listings in Holiday Isle