Holiday Isle Vacation Home Rentals in Destin

Holiday Isle is one of Destin’s most coveted addresses, a slender peninsula where Destin Harbor meets the emerald-green Gulf, and our vacation homes here put you right in the middle of it all. These are private, standalone houses rather than units in a complex, offering families and groups the space and privacy of a whole home in a true boater’s and beach-lover’s paradise. Spend your mornings on the sugar-white sand at Norriego Point, where the harbor and the Gulf come together, then wander over to Destin HarborWalk Village for waterfront dining, live music, and charter boats heading out for the day. With Crab Island, fishing, shopping, and nightlife all close by, plus the beach a short stroll away, Holiday Isle packs the best of Destin into one walkable, water-wrapped neighborhood. Settle into your own home here and enjoy the harbor life.

Amenities:

Peninsula Between Destin Harbor & the Gulf | Norriego Point Sandbar & Beach | HarborWalk Village Dining & Nightlife | Crab Island Excursions | Boating & Fishing Charters | Water Taxi Access Along the Harbor | Private Homes With Space & Privacy | Walk to Beach, Shopping & Dining


Properties Available 12 properties available
Canal Place Unit 8 is a beautiful 3 bed/2.5 bath townhome on Holiday Isle in Destin. This spacious townhome comfortably sleeps 6 with its King bed, and 2 Queens bed. Enjoy stunning harbor views from the private decked area, dock your boat at the guest accessible private boat slip, or take a short walk to the nearby private beach access.Walk to
Canal Place 8
Townhomes
Bedrooms 3 bedrooms
Bathrooms 2 Full, 1 Half
Guests 6 guests
Rating 5 (28 Reviews)
Standout Amenities of this Stunning Waterfront Townhome:* Private patio with breathtaking views of the Destin Harbor.* Dock space for a boat up to 23 feet.* Three-level layout with ample living space and storage.* Located within walking distance to the white sandy beaches of Destin.* Conveniently close to HarborWalk Village and top-rated restaurant
Salty Tide
Townhomes
Bedrooms 3 bedrooms
Bathrooms 2 Full, 1 Half
Guests 8 guests
Rating 5 (25 Reviews)
Red Hot Retreat is a beautifully remodeled 2 bedroom/1.5 bath townhome right on the Destin Harbor that sleeps 6. The spacious master bedroom features a king bed with impeccable views of the Harbor, work space and 60” TV. The bathroom has a walk-in shower. The guest bedroom features 2 queen-size bunk beds. The fully stocked kitchen featur
Hot HOT 18
Red Hot Retreat
Townhomes Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 1 Full, 1 Half
Guests 6 guests
Rating 5 (94 Reviews)
Southern Sunset is a beautiful 2 bed/2 bath townhome located right on the world-famous Destin Harbor. This townhome comfortably sleeps 8 with its King, Queen, Twin/Twin bunkbeds and sofa sleeper in the Florida room. Enjoy stunning sunsets from the private back patio or walk down to the nearby beach access. There is also access to a 10ft boat dock.
Southern Sunset
Townhomes
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 8 guests
Rating 5 (2 Reviews)
Harbor Dreams is a beautiful pet friendly 4 bed/3 bath townhome on Holiday Isle in Destin. This spacious townhome comfortably sleeps 10 with its King bed, 2 Queens bed, Full bed, Twin over Twin bunkbeds, 1 sleeper sofa, and an Air Mattress. Enjoy stunning harbor views from the private decked area, dock your boat at the guest accessible private
Harbor Dreams
Townhomes Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 Full
Guests 10 guests
Rating 5 (13 Reviews)
The Back Porch is a relaxing 4 bedroom / 3 bathroom house off the canals of Holiday Isle. Located at 508 Vera Cruz Drive, it offers up to 30' of docking space for you to enjoy. Totally rebuilt front and back porches allow for a great place to view the canal or just hangout. An amazing full wood back patio area, which connects to the docking are
The Back Porch
Homes
Bedrooms 4 bedrooms
Bathrooms 3 Full
Guests 12 guests
Rating 5 (23 Reviews)
Canal Place Unit 6 is a beautiful 3 bed/2.5 bath townhome on Holiday Isle in Destin. This spacious townhome comfortably sleeps 6 with its King bed, Full bed, and Twin over Twin bunkbed setup. Enjoy stunning harbor views from the private decked area, dock your boat at the guest accessible private boat dock (18'), or take a short walk to the
Hot HOT 10
Canal Place 6
Townhomes Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 Full, 1 Half
Guests 6 guests
Rating 5 (9 Reviews)
Welcome to Destin Harbor Haven! Located on iconic Holiday Isle, this fully renovated 3-bedroom, 2.5-bath townhome is the perfect getaway for families, friends, or anyone looking to soak up the best of Destin. Comfortably sleeping 8, you’ll find two king bedrooms plus a bunk room featuring a Full XL over Queen - ideal for kids or extra guests.
Hot HOT 12
Destin Harbor Haven
Townhomes Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 Full, 1 Half
Guests 8 guests
Rating 5 (14 Reviews)
Beautiful, completely renovated 4 bedroom/4 bath on Holiday Isle sleeps 14! Enjoy 2 enormous decks with a private pool overlooking the canal and your private boat dock! Can't get more convenient for kayaking, boating, jet boating, or just enjoying looking out over the water. Even a table with running water to clean your fish. Slip away to the b
Palm Breeze
Homes Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 Full
Guests 14 guests
Rating 5 (96 Reviews)
BOATERS DELIGHT -- ''Aqua Bella'' is the quintessence of waterfront living and boating, with approximately 217 feet of deep water (with a 160 ft boardwalk). This NEWLY RENOVATED (internally) 3 bd / 4.5 ba home offers all the features you would expect in a coastal home with beautiful water views. The home has plenty of outdoor space
Aqua Bella
Homes
Bedrooms 3 bedrooms
Bathrooms 4 Full, 1 Half
Guests 12 guests
Rating 5 (22 Reviews)
Escape to the heart of Destin Harbor and make Durango 121 your home for the perfect coastal getaway. With comfortable sleeping for 9, the home offers 3 full bedrooms with a 3 Queens and a twin over double bed setup. Whether your ideal vacation involves fishing at sunrise, lounging on sugar white sands, or simply soaking in the peaceful waterfront a
Durango 121
Townhomes Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 Full
Guests 9 guests
Rating 5 (3 Reviews)
Joy by the Sea is a beautiful 4 bed/3 bath home located off the harbors of Destin, Florida. This stunning home sleeps 10 with 1 King, 2 Queens, twin/twin bunkbed and a day bed with a twin trundle underneath. Enjoy serene views from balconies or the private boat dock. Prime waterfront with convenient access to the beach across the street. This
Joy by the Sea
Homes Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 Full
Guests 10 guests
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