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CaptJack's

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Book Your Stay

To search availability for a specific unit at this property please click on one of the units below or search multiple units by clicking on Vacation Rentals at the top of this page.

You can also call

(800) 781-4570

to speak with a reservationist about booking this property

Property Description

Captain Jack's is an amazing 3,200 square foot, Canal-front home located on exclusive “Holiday Isle” in the heart of Destin, Florida.  During your stay you will have reached the pinnacle of waterfront living with something to do for everyone! From daily boating excursions, fishing from your own private dock to simply enjoying meals, beautiful sunsets or the Thursday evening fireworks show  by the pool or deck overlooking the Canal, this home has something for guests of all ages to enjoy! A short walk to the beach from your home will be enjoyed by the entire family. Captain Jack's is located 2 blocks from the beach and offers easy access to the harbor, bay or Gulf by boat. With accommodations for 18 in six bedrooms and four bathrooms, there is room for the whole crew at Captain Jacks!  
It is an honor and an exciting opportunity for Dale Peterson Vacations to partner with and represent Captain Jack's as we feel this is a unique property that will offer you a vacation of a lifetime!  The owners of Captain Jack's consider themselves stewards of this property and while they have the opportunity to enjoy summer vacations want to share it with others!  If you are looking for space for a large family or several families Captain Jack's is your perfect destination.

This vacation get-a-way was completely re-designed, remodeled, and landscaped between 2014 and 2015. Captain Jack's was a concept and a vision of the owners who have vacationed in Destin for years and never thought they could afford a vacation home or share it with others. In reality Captain Jack's is a new home decorated to an upscale tropical-themed décor. The remodel includes a newly designed floor plan for guest comfort, new plumbing, new appliances, flooring, electrical, roof, siding, large heated swimming pool with dazzling lights, patio furniture  and much more! Both levels of this spacious home have large living rooms with beautiful views of the Canal as well as full kitchens with dining tables and full sized laundry rooms!  The addition of high definition smart televisions, Directv, Netflix access as well as high speed internet throughout will make every guest feel at home. Captain Jacks' furnishings are fun and eclectic with custom art, bunk beds, and furniture commissioned with Destin's premiere artist, artesian, and visionary John Fogarty throughout!   

The first floor of Captain Jacks boasts a full kitchen, living room/den, a large oversized sleeper chair, 60" smart TV and a dining room with seating for eight.  Two bathrooms include  one full bath with shower/tub combination and a second with tiled walk-in shower. Accommodating eleven guests the first floor consists of three bedrooms; two of which are furnished with custom built bunk beds and bunks bed sets. You will find the third bedroom very relaxing as you rest in a comfortable king sized bed enjoying a view of the pool and Canal just outside your own private patio door.  

On the upper level you'll find three tastefully decorated bedrooms, accommodating a total of seven.  The first king suite overlooking the Canal and pool allows access to the second floor deck through a private patio door.  The second and third upstairs bedrooms are beautifully decorated and furnished with a king and queen size bed respectively. The upper level also includes a full kitchen, dining for eight at two custom made bar-top tables with stools, a second full sized laundry room, two bathrooms with tiled walk-in showers, living room/den, a large oversized sleeper chair and 60" smart TV.  

**Pool heat is available for $300 per stay up to one week**  

You will make memories to treasure at Captain Jacks!  


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Vacation Rentals

Captain Jack's

6 BR4 BAHouse

Captain Jack's is an amazing 3,200 square foot, Canal-front home located on exclusive “Holiday Isle” in the heart of Destin, Florida...

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Guest Reviews

Captain Jack's - Captain Jack's is a great house!

Reviewed on Saturday, December 31, 2016

Captain Jack's is a great house with lots of room. Great location. Beautiful heated pool with colorful lights at night. Lots of room. Lisa was awesome and took care of a couple of minor issues that came up quickly. So responsive and pleasant. Kids enjoyed fishing the canal . Short walk to a beautiful beach. Not too crowded this time of year. Only complaint is the furniture is not comfortable for lounging. Otherwise everything was great.

Captain Jack's - We had a blast!

Reviewed on Thursday, September 15, 2016

We had a blast even though it rained for most of our stay. The House was nice and clean and had plenty of room- nice decor as well. Lisa the property mgr was very helpful answering questions! Beware- If you bring a boat the canal area right behind this home is not dredged and only 18" deep at low tide and covered in oysters shells and old pilings below the surface. My boat rested on the sand at low tide- not the best feeling in the world. I left a metal rake to remove the shells if you need to use it. The pool is great and so nice to have rather than fight the crowd at a resort. We'll be back

Captain Jack's - Thanks for the AMAZING memories!!

Reviewed on Sunday, June 26, 2016

Destin Florida is AMAZING!! We could've asked for a better place to stay. Captain Jacks meet all of our expectations and more!! From the moment we walked in, cleanliness to the decor to the pool and back water way. Love, love, loved it!!!! The pictures of the house don't do the house justice. Lisa is absolutely AMAZING. She was soooo incredibly helpful and accommodating!! Thanks for the AMAZING memories!! Counting down for our 2017 trip to Destin.

Excellent - Captain Jack's

Reviewed on Monday, March 28, 2016

Our family really enjoyed our stay at Captain Jack's!! Location was perfect,house was amazing!! Having our own pool was nice.. Thank you Lisa for all your help. You were awesome as well!! Our experience was nothing but positive!!