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Holiday Isle Homes, Destin

Nestled between the Gulf of Mexico and the picturesque harbor, Holiday Isle homes offer owners the most diverse lifestyle along the. Located along Gulf Shore Drive in Destin, FL, Holiday Isle features beach and harbor front homes and condominiums, all with easy access to boating and beach activities. The exciting HarborWalk Village with its fresh seafood restaurants, marina and entertainment is also closeby.

View listings for Holiday Isle homes, below, or read more about this popular Destin resort area and view aerial videos of canal lots and harbor. Browse only Holiday Isle condos, or recently sold listings in Holiday Isle.

Holiday Isle Real Estate for Sale

All Listings Over $1,000,000
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Photo of Listing #889114

102 Sandprint Cir, DESTIN, FL - $3,100,000

Detached Single Family
  • 7 Beds
  • 5 Baths
  • 4,500 SQFT
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Location, Location, Location....102 Sandprint Cir Is Located In The Gulf Front Gated Community Dunes Of Destin. This 4,500 Sqft Beach Home With Garage & Private Heated Pool Comes Fully Furnished, Rental Ready And Is A Short Stroll To The Private B...

Photo of Listing #889130

3596 Waverly Cir, DESTIN, FL - $1,275,000

Detached Single Family
  • 3 Beds
  • 3 Baths
  • 2,679 SQFT
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Destin Pointe Is A Gated Community Located On Tropical Holiday Isle In The Heart Of Destin. The Community Has Multiple Beach Accesses, 2 Pools, Hot Tub, Tennis Courts, And Three Coastal Lakes That Serve As A Bird Sanctuary. 3596 Waverly Circle Has...

Photo of Listing #889054

355 Gulf Shore Dr, DESTIN, FL - $4,150,000

Detached Single Family
  • 10 Beds
  • 13 Baths
  • 5,458 SQFT
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Completely Remodel & Upgraded 10 Bedroom, 13.5 Bath, 5,458sf Harbor Front Home With Harbor View From Almost Every Room & A Roof Top Terrace With Gulf Views. The First Floor Features A Large Great Room With Full Bath And Access To The Pool, Outdoor...

601 Magnolia Dr, DESTIN, FL - $6,000,000

Detached Single Family
  • 5 Beds
  • 6 Baths
  • 5,384 SQFT
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Boaters Dream And Absolutely Stunning Waterfront Estate Located On Holiday Isle. This Mediterranean Influenced Gem Was Meticulously Built And Designed. Gorgeous Exterior And Interior Detail Finishes Compliment The Richness Of This Private Residenc...

627 Gulf Shore Dr, DESTIN, FL - $8,495,000

Detached Single Family
  • 11 Beds
  • 12 Baths
  • 11.9k SQFT
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Imagine A Place Where You Can Cruise From Your Backyard To The Sparkling Emerald Green Waters Of The Gulf Of Mexico In Just Minutes. Later, When It's Time To Relax, A 90-second Walk Takes You To A White Sandy Beach Where The Views Are Incomparable...

620 Lagoon Dr, DESTIN, FL - $1,799,000

Detached Single Family
  • 3 Beds
  • 3 Baths
  • 2,211 SQFT
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Open House 9/17 10am - 2 Pm Open House 9/18 11am - 3 Pm620 Lagoon Is Located In The Exclusive And Sought After Area Of Destin Known As Holiday Isle. As You Pull Up To This Beautiful Two Story Home, You Will Notice The Immaculate Landscaping And O...

Photo of Listing #866094

611 Lagoon Dr, DESTIN, FL - $2,950,000

Detached Single Family
  • 3 Beds
  • 2 Baths
  • 1,986 SQFT
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This Property Is Directly Located On The Destin Harbor. The House Has An Open Floor Plan With A Kitchen Open To The Living Room.this Home Has Recently Been Remodeled. The 3 Bed Rooms And 2 Baths Are All Located On The Main Floor. The Property Has ...

Holiday Isle Boating & Recreation

Holiday Isle canal front homes with deep water dockage and boat slips are very popular with Destin boat owners, allowing access to the Intracoastal Waterway and the Gulf of Mexico.

For those looking to buy real estate or just come for a vacation, Holiday Isle homes are the perfect choice. Not surprisingly, Destin beach homes are hugely popular and Holiday Isle has some of the largest beachfront lots available. The Destin Harbor is renowned for its fishing fleet. Fisherman routinely catch grouper, amberjack, cobia, and snapper from charters that originate from the harbor. For those that just want to relax, the Destin Commons offers upscale shopping and is just a short drive away.

Crab Island is a popular getaway: an easily accessible islet which is the local spot to swim, snorkel, have a rousing game of football or beach volleyball, or just relax on the sugar sand. Fine dining can be found at Harbor Docks and the Louisiana Lagniappe.

Holiday Isle Property Stats

  # Listings Avg. DOM Avg. Price Avg. Price/SqFt Median Price Median Price/SqFt Avg. % Reduced Highest
Active 7 103 $3,967,000 $865 $2,950,000 $1,485 11% $8,495,000
Sold (Last Year) 66 124 $1,332,803 $470 $1,322,500 $472 4% $6,025,000

Biggest Sales by Month

Jan. 2022 - 3609 Waverly Circle, Destin, FL - $1,075,000

Photo of Listing #877698
Detached Single Family
  • 4 Beds
  • 3 Baths
  • 1,780 SQFT
View details

Turnkey, Top Producing Rental Investment In The Highly Sought After Community Of Destin Pointe! Great Option For Families In Need Of A Separate Guest Suite. Rental Income On Track To Produce Over 133k This Year! This Home Boasts Upgrades Galore In...

Holiday Isle Canal Video

See gorgeous homes overlooking canal in this Holiday Isle video. Search canal front homes here.



Aerial Beach Footage

View aerial footage of the beach, waterfront homes, the harbor, canal and surrounding area. Holiday Isle is truly a boaters dream.


Please don't hesitate to contact the team at Destin Real Estate, or call (850) 325-0004 for more information about homes and condos in Holiday Isle.

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DISCLAIMER: Information Deemed Reliable but not guaranteed. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
All listings are provided courtesy of the Emerald Coast Association of Realtors, Copyright2022, All rights reserved.

Listing information last updated on January 17th, 2022 at 9:45am CST.