Holiday Isle Property Search

Search All Holiday Isle Real Estate

Our website features the best Holiday Isle real estate search for homes, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Contact us today to find out how we can be of assistance to you!

Hot Holiday Isle Properties

$3,400,000
6 Beds ⋅ 8 Baths ⋅ 959307 MLS
New construction. Now is the time to buy so you can make your own selections of Cabinets, Paint, and flooring. Needs to be done prior to Sheet rocking.

36 Gulf Breeze Court, Destin
$3,799,999
8 Beds ⋅ 7 Baths ⋅ 957153 MLS
Unique Destin Opportunity. Rent both side ''A'' & ''B'' for an income stream. Or live in side ''A'' of your home and rent side ''B'' to offset your cost.Beach Access is a short walk away. ''Public beach'' access is available through- O'Steen beach access. Sold completely furnished, original oil paintings,furnishings modeled after Restoration Hardware. Two pool side cabanas, 2 Gas BBQ grills, 2 rooftop tubs excellent to watch the sunset and boats.All Dimensions should be confirmed by third party.

34 Gulf Breeze Court, Destin
$995,000
4 Beds ⋅ 3 Baths ⋅ 956675 MLS
New Updates and Major Renovations Just Completed! Must See This Beautifully Furnished, Turnkey waterfront townhome that comes with a 50 Ft. Boat slip & 16K lb. Boat Lift! Rental Ready & Convenient to the Beach! 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 BeachLife 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 of Mexico and Crab Island! Fishermen's Haven as you are minutes to the Areas Best Fishing Spots! In Season, Destin Water Taxi can pick you up at your back dock and deliver you to all of the Harbors Waterfront Restaurants/Bars and HarborWalk Village! Currently being used as a Vacation Rental sleeping 12 and seller is willing to transfer any bookings on the calendar to new owner if desired. The spacious great room is perfect for entertaining with its large windows and harbor views. Large, fully equipped kitchen with lots of new cabinets, quartz counter tops and spacious breakfast area. Sit outside and enjoy watching all the boats go by, weekly firework shows over the harbor in the season, and marvel at some of the most spectacular sunsets from your back deck. The spacious second level balcony offers hours of entertainment and expansive views across the Harbor. This Gem is only a short walk to the Public Beach Access, Norriego Point and 2 Private Deeded Beach Accesses. Have your toes in the Sand and viewing the Most Gorgeous Emerald Waters Destin is known for in minutes! Walking Distance to some of the Best Snorkeling in the area! Fish from your Dock or walk out to the Jetties for more Spectacular Gulf fishing! Kayak, Paddle Board, Jet Ski all from your own private dock, endless fun awaits at your new Beach Retreat! Ask for full list of new upgrades and schedule your private viewing of this beauty today!

415 Gulf Shore Drive Unit #UNIT 23, Destin
$2,099,000
4 Beds ⋅ 4 Baths ⋅ 956435 MLS
Discover this charming 4 bedroom/ 3.5 bath Florida beach-style cottage nestled in the prestigious 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 Drive, Destin
$835,000
3 Beds ⋅ 3 Baths ⋅ 949887 MLS
** Motivated Sellers, New Price and now offering a $5K sellers concession! Boating, fishing, beaching... Here is your opportunity to own on Holiday Isle with private boat dock and deeded beach access! This 3 bedroom 3 bath townhome has enough space for everyone and makes a great vacation rental, full time residence, or summer vacation home. There is plenty of outdoor space with multiple decks overlooking the canal. This beautiful townhome comes fully furnished and ready for Summer! Explore all that the Destin Harbor has to offer right off your back deck.New roof installed in 2023, new electrical panel, and water heater as well!

149 Durango Road, Destin
$5,500,000
6 Beds ⋅ 5 Baths ⋅ 948211 MLS
NEW DEEP-WATER LISTING on HOLIDAY ISLE ~ 620 Magnolia Drive exemplifies the distinctive and timeless Mid-Century Modern style throughout this spectacular waterfront estate, located on the exclusive Holiday Isle of Destin, Florida. This property has been meticulously renovated and expanded into a resort-style compound featuring a phenomenal cabana home alongside the expansive ~18' x 33' heated pool and 8-person hot-tub, multi-tiered pool deck pavilion, poolside lanai, glass balustrades, high quality artificial turf, and enlargeable deep-water dock, slip, and boat lift. The result of this magnificent project is one of Holiday Isle's most elite addresses, oriented in convenient proximity to the deeded beach access afforded to the fortunate owners of this low density, waterfront... community. The fabulously creative hardscaping and landscaping accentuate the stunning elevations of this architectural masterpiece, surrounded by a beautiful white concrete wall. The interior is undeniably one of the most impressive, featuring extraordinary features and finishes throughout, and a fully furnished, accessorized, and electronically equipped opportunity that will enable you to instantaneously enjoy the gorgeous Emerald Green waters and world-class beaches indicative of this most special town in the great State of Florida, where the sensational lifestyle is unrivaled in our Country. The spaciousness of the interior and exterior of both the main home and the cabana home will accommodate large family gatherings and display unforgettable ambiance during the evening hours with all the beautiful accent lighting, all enjoying a very private setting. The extensive natural illumination of sunlight everywhere in both homes will make your mind and body feel so refreshed, especially after spending time in the fitness studio (which overlooks the pool pavilion) working out or meditating. Ownership of this fine, unique estate will replicate the feeling that you experience like that at a 5-star resort. Please inquire for further details and to schedule a private showing.

620 Magnolia Drive, Destin
$1,795,000
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 Drive, Destin
$3,595,000
5 Beds ⋅ 6 Baths ⋅ 946490 MLS
A waterfront lifestyle like no other with this captivating residence, conveniently access the beach with amazing gulf views, get a water taxi or park your own boat. Entertainment, and shopping is just across the harbor. Inspired by the owner's cherished memories of Mexico and Costa Rica, the architectural marvel of this home showcases authentic Spanish tiles adorning the main living spaces, each tile a unique piece of art. Constructed with resilience in mind, this home is unparalleled with peace of mind against the elements. Its open-air floor plan effortlessly transitions between indoor and outdoor living, perfect for entertaining. The upstairs sanctuary boasts luxurious bedrooms and baths for moments of quiet retreat with convenient elevator access to every floor. Positioned as the sole residence on Holiday Isle with unobstructed vistas of both the Gulf and the harbor, every glance offers a breathtaking panoramic view. This home exudes warmth and hospitality, welcoming guests with open arms and ample space for entertaining. Ascend effortlessly from ground to master suite via the convenience of a private elevator, epitomizing the pinnacle of luxury living. Welcome to your waterfront oasis with a private outdoor kitchen, gas firepit, sunken seating area, private pool, dock and boat slip. The best of both beach and boat access. --

603 Gulf Shore Drive, Destin
$1,998,000
3 Beds ⋅ 3 Baths ⋅ 945267 MLS
90 ft. of Waterfrontage, 2 Boat Lifts, 2 Jet Ski Lifts, Private Pool AND Deeded Beach Access just a short walk or golf cart ride away! The LOCATION can't be beat! Less than 10 Min. to East Pass, The Gulf of Mexico, Crab Island and the Bay by Boat makes for an avid water enthusiasts dream come true! New roof in 2020, and freshly painted in 2023 are just a few of the recent updates. Turnkey & Fully Furnished this home is ready to start making you money or memories immediately, whether it's to be part of your investment portfolio, 2nd vacation home, or full-time residence this beauty is sure to gratify! Your mornings can be spent watching the sunrise & sipping coffee on the expansive wrap around waterfront balconies. Entertain family & friends in the heated pool & spa, grill on the deck, or chill by the fire pit and fish from the dock all in your own backyard. Don't want to take your own boat to the many waterfront bars/restaurants? Call up the water taxi and they will pick you up right from your dock and deliver you to any Harborfront establishment, they even run late to get you home safe! Enjoy all the comforts this unique floorplan offers. The first level boasts 2 Large garages, 1 bedroom with 2 Twins, full bath, laundry room, and a huge extra bonus room that could be used for a game room, extra bedroom/bunkroom, or office. The second floor encompasses 2 spacious private master suites overlooking the water each with their own balcony access, in suite full baths & walk in closets. The 2 bedrooms are separated by a vast kitchen & living space surrounding a cozy fireplace that you must see! Existing survey and additional information is located in the document tab. Walkthrough video available to share upon request. Home is currently a vacation rental with several bookings for 2024. Inquire for more information and to schedule your private showing today! Make this Emerald Coast Beach Home yours today & start living the life you deserve!

517 Osceola Drive, Destin
$3,295,000
3 Beds ⋅ 5 Baths ⋅ 943115 MLS
JUST REDUCED! TURNKEY! FULLY FURNISHED! 217' of navigable deep-water on the exclusive Holiday Isle of Destin, Florida, offering the best of both interests, dedicated beach access and boating. This sprawling estate was designed to beautifully entertain you and your guests while enjoying the ambiance projected from its rare waterfront expanse, and in proximity to the scenic harbor and its array of waterfront restaurants & commercial amenities, East Pass, Crab Island, Choctawhatchee Bay and the Gulf of Mexico. The superior orientation of its magnificent, nearly half acre cul-de-sac lot enjoys a radius engulfing approximately 217' along its deep-water canal, also containing inset boat slips and a sundeck... The home enjoys views of the gorgeous Caribbean-like, Emerald Green water of the Gulf of Mexico. The stunning waterfront pool deck, pool cabana, and summer kitchen will offer you, your family, and guests' unforgettable memories. The existing survey, floorplan, and upgrade & exclusion list are located under the Documents Tab. Fully furnished, some exclusions shall apply. Please inquire for further details and to schedule your private showing. The VRBO Listing is contained in the following link https://www.vrbo.com/3578999

602 Magnolia Drive, Destin
Start Your Search

Vendor Member Number : 28166