Located in Holiday Isle, this vacation home is adjacent to Destin Beaches and within a mile (2 km) of other popular sights like Big Kahuna's Water and Adventure Park. The vacation home includes a private pool, a kitchen, and a balcony.
Summary: Private coastal retreat on exclusive Holiday Isle with deeded beach access just steps away. This 6BR, 6BA luxury home features a private pool, Gulf-view balcony, gourmet kitchen, and an epic game room. Relaxed, upscale, and perfectly located—Captain’s Quarters is where effortless beach days meet laid-back luxury.
*Pet Friendly, fee applies per pet. *Pool Heated by request, fee applies. *Golf Cart (LSV) Rental Partner Discount! * FREE 1.5 hour sunset tiki cruise with a 4+ night stay**
The Space: Captain's Quarters, Home Features: • 6 Bedroom, 6 Bath - Available for up to 24 Guests! • Private Holiday Isle Beach Access (Gated Beach!) • Heated Pool & Panoramic Beach Views • Interactive Game Room: Pool Table, Ping Pong, Arcade • Free WiFi, Smart TVs, Covered Balcony
Book 4 or more nights and receive a FREE 1.5 hour sunset cruise with Tiki Cruise Destin**
*Winter "Snowbird" rates available. Message for priority pricing.
Captain’s Quarters — Elevated Coastal Living on Holiday Isle
Welcome to Captain’s Quarters, your private escape in Destin’s most coveted neighborhood—Holiday Isle. Tucked away on a quiet, upscale stretch between the harbor and the Gulf, this newly renovated coastal home is just one house back from the beach and offers private deeded access to your own quiet patch of sugar-white sand. No crowds, no chaos—just the beach, the breeze, and plenty of space to breathe.
This two-story luxury retreat features 6 bedrooms, 6 baths, and an airy layout designed for ease, comfort, and connection. Whether you're lounging on the oversized balcony with panoramic Gulf views, cooling off in the private pool, or stepping out to the beach in seconds, everything about this home is built for unfussy indulgence.
Inside, the open living space flows seamlessly from a gourmet kitchen with top-of-the-line appliances to a cozy, beach-facing dining area and living room with oversized sofas and a 70” smart TV. It’s the kind of place where the wine is always open, the fridge is always full, and time seems to slow down.
Downstairs, the custom-designed 1,100 sq ft game room brings the fun—think LED lighting, a retro arcade setup, pool and ping pong tables, and a bar-style seating area. It’s perfect for unwinding after a sun-soaked day with kids, cocktails, or both.
The Home at a Glance: Sleeps up to 24 guests 4 king suites with plush pillow-top beds and en suite bathrooms 2 custom bunk rooms for kids or teens Private pool just steps from the sand Expansive balcony with rocking chairs and Gulf views Direct deeded beach access — no roads to cross, no crowds to dodge Fully loaded game room with arcade games, darts, and more Located on Holiday Isle, you’re minutes from Destin Harbor’s dining, shopping, and charter boats, but tucked away in a peaceful neighborhood that feels worlds apart. Park the car (or golf cart), unpack your bags, and relax—Captain’s Quarters is the kind of place that feels like a secret you’ll want to keep. Laid-back luxury. Front-row beach access. A home designed for memory-making. This is Captain’s Quarters. Welcome aboard.
Home layout: Sleeps 24
First floor: Sleeps 16 Industrial strength Ice Maker King master suite 1 with pillow-top mattress & private en suite bathroom (sleeps 2) King master suite 2 with pillow-top mattress & private en suite bathroom (sleeps 2) 1st bunk room with 1 set of queen over queen bunks, 1 twin bunk, 1 twin trundle, (sleeps 7) Full Bathroom 2nd bunk room with 2 sets of twin bunks and a twin trundle (sleeps 5) Full Bathroom Large deck with seating Huge private swimming pool 1,100 sqft Custom Game & Interactive Entertainment Room.
Second Floor: Sleeps 8 King master suite 3 with en suite bathroom (sleeps 2) King master suite 4 with hall bathroom (sleeps 2) Spacious private balcony overlooking the gulf of mexico Living room with Queen and Full sleeper sofas, 70" Flatscreen Smart TV (sleeps 4) Gourmet kitchen with state of the art stainless appliances that overlooks the beach so you can cook and entertain with a stunning view! Dining room with large table and chairs overlooking the beach.
Guests are in short walking distance to nearly everything! From big kahuna water park to the newly expanded Destin Commons mall and popular family attractions. It is a brief walk to several restaurants and take the boat water taxi over to many attractions, deep sea fishing charters, Destin Harborwalk Village and more!
It is a 1 mile drive from Indian Bayou golf course and just 5 miles from the premier golf courses of Sandestin and a variety of world renowned courses in the area. 5 minutes from Destin's Harborwalk Village, the home of the largest charter fishing fleet in Florida and a hub for a variety of water sports and fishing activities. There's bowling, movie theaters, shopping, water parks, putt putt, arcades and more all within a 5 mile radius!
**Complimentary Tiki Cruises are weather-dependent and based on availability. While this bonus can’t be redeemed for cash, the value may be applied toward upgrading to a longer trip if you’d like more time on the water.
*Please note: Pool heat is seasonal and only available for request October - May. Nightly fee applies.
Guest Access: We offer convenient door codes for self-check-in. 850 Vacations by Portoro uses convenient keyless entry for self check-in, details provided 2 weeks (or less) prior to arrival by email and text message.
• Early check-ins or late check-outs: If the property happens to be ready earlier than the standard 4 pm check-in time on the day of your arrival, in most cases an early arrival option may be available when confirmed with the main office. Late check-outs must be confirmed with main office staff prior to the date of departure.
Holiday Isle Beach Access: The property is located on Holiday Isle and features private beach access to the community beach in Destin that lays between the Gulf of Mexico and the Destin harbor. Holiday Isle in Destin, Florida is known for its gated beachfront access with limited access to our Holiday Isle homeowners and guests. Miles of relaxing white-sand beaches to walk, some great shore fishing, deep-sea fishing right in the harbor, and some of the most authentic waterside experiences this little slice of Northwest Florida paradise has to offer. -- This gated beach is accessed by key cards, which are provided in the home.*
Golf Cart Rental Discount - Portoro has partnered with Destin Florida Golf Cart Rentals, LLC to offer our guests 15% Off their golf cart rental! Contact details and pricing for Destin Florida Golf Cart Rentals, LLC will be listed at the property and in your check-in details.
The Neighborhood: Known for its Gulf of Mexico beaches and many golf courses, as well as the Destin Harbor Boardwalk, Destin is located in northwest Florida, or the Panhandle. Destin is known as the "World's Luckiest Fishing Village." From fishing, beaches and water sports to golf, theme parks and aquariums. There's something for everyone to have an amazing vacation experience!
Things to See: • Local Experiences: Destin History & Fishing Museum, Gator Beach - The World's Greatest Alligator Park, IntraCoastal Experience, Mobile Sports Banana Boat Rides • Local Restaurants & Shopping - Restaurants: Boshamps Seafood and Oyster House, Boathouse Oyster Bar, The Harbor Tavern, The Back Porch, Bric à Brac - Shops: Destin Commons, Shoreline Village Mall, Shoppes at Paradise Isle, Crystal Beach Plaza & more!
Annual Festivals & Events: • Destin Fishing Rodeo • Destin Seafood Festival • Baytowne Beer Festival (Known as the "Best Beer Fest on the Emerald Coast") • Harbor Destin Boat Parade • 30A Songwriters Festival • Sandestin Gumbo Festival • Mardi Gras Dog Parade • Fat Tuesday Baytowne Bash Parade • Sandestin Triathlon • Baytowne Wharf Art Walk • Bloody Mary Festival at The Market Shops at Sandestin
We provide a full list of Things to Do & See and local Restaurants & Shops to experience for our guests including in a personalized Guest Manual in your check-in details provided prior to your stay!
Okaloosa County (Destin, FL) Short-Term Rental Registration No. #STR-018557-2024
Getting Around: You'll find that Downtown Destin is easily walkable with access to dining, shopping, and nightlife entertainment. Guests have access to 13 beaches in the region! Bikes/Cycling or taking public transportation are alternate options. While you may be traveling by your/rental vehicle, if you need additional transportation or nearest airport information, we have you covered!
Traveling to/around Destin, Florida: • Fort Walton Beach Greyhound Station (8 miles west of Destin) • Emerald Coast Rider (EC Rider) • Taxi Cabs [i.e., Destin Sunrise Taxi, City Cab Destin, 654Taxi] • Uber, Lyft • Bike/Cycling [Rentals: Coastal Cruisers, Fun Pug Bike Rentals, Rent Gear Here, Sweet Escape Rentals, Telluride Sports]
Airports: • Destin-Fort Walton Beach Airport (VPS) [8 miles north-northwest of downtown Destin] • Pensacola International Airport (PNS) [60 miles west of Destin] • Northwest Florida Beaches International Airport (ECP) [50 miles east of Destin]
Popular Landmarks: • Destin Harbor Boardwalk • Indian Temple Mound Museum • The Wesley House at Eden Gardens State Park • Civil War Exhibits
Interaction with Guests: Our goal is that your vacation exceed your expectations. 850 Vacations by Portoro communicates via email and phone. After a booking is confirmed, rental agreement will be emailed to the guest for e-signature. Check-in instructions are sent by email and text message 14 days (or less) prior to arrival date. We offer convenient keyless entry for self-check in. We do typically check in with guests by text 1-2 times during their stays to ensure a 5-star experience and remain available for any questions. We are available to guests 24/7 for any inquiries.
The vacation home is air-conditioned and features a kitchen, 6 bathrooms, and a balcony, and there's space to spread out with 6 bedrooms. Other standard amenities include a private pool, a washing machine, and a coffee maker.
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
Fire extinguisher
General
Property located in a resort
Unit size: 4,500 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age: 25
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Rules
Please pay close attention to following the house rules. Non compliance could result in sizable fines.
- All guests staying at an 850 Vacation Rent...
Pets
This property welcomes pets
Service animals exempt from fees
Note from host: Charge may apply
Children and extra beds
Children allowed: ages 0-17
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Check-in: 4:00 PM
Check-out: 10:00 AM
Minimum check-in age: 25
We should mention
Details about charges, deposits, or other important information:
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Onsite parties or group events are strictly prohibited.
Onsite safety features include a carbon monoxide detector, a fire extinguisher, and a smoke detector.
Property is also known as
66f55d85a2bfff00108c4399
Frequently asked questions
What's there to do within easy reach of this vacation home?
This vacation home is situated in Holiday Isle, just steps from Destin Beaches and Destin Harbor, and within a short walk of Choctawhatchee Bay. You'll also find Big Kahuna's Water and Adventure Park and Destin Harbor Boardwalk within a short drive.
Is parking available on site at this vacation home?
No, there isn't parking at this vacation home.
Is this vacation home associated with a casino?
No, this vacation home is not connected to a casino.
Is there an indoor pool at this vacation home?
No, there is no indoor pool at this vacation home; however, the accommodation features a private pool.
Is Beach View, Free Sunset Cruise | Captains Quarters a good place to stay for couples?
Amenities that appeal to couples at this historic vacation home include a private pool and a kitchen along with concierge services.
Are there hot tubs at Beach View, Free Sunset Cruise | Captains Quarters?
No, there isn't a spa tub at this vacation home.
Does this vacation home provide breakfast?
No, this vacation home doesn't offer breakfast.
Does this vacation home allow pets to stay for free?
Although pets can't stay for free, they are welcome at this vacation home.
Are there connecting rooms at this vacation home?
No, there aren't connecting rooms at this vacation home.
How far is the airport from this vacation home?
The closest major airport to this vacation home is Northwest Florida Regional Airport (VPS), which is 17.4 mi away (29 minutes by car).
Can I book a room with a balcony at Beach View, Free Sunset Cruise | Captains Quarters?
Yes, every accommodation at Beach View, Free Sunset Cruise | Captains Quarters comes with a balcony with some featuring water views.
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
9.2/10
Cleanliness
Rating 10 - Excellent. 89 out of 106 reviews
10 - Excellent
89
Rating 8 - Good. 15 out of 106 reviews
8 - Good
15
Rating 6 - Okay. 2 out of 106 reviews
6 - Okay
2
Rating 4 - Poor. 0 out of 106 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 106 reviews
2 - Terrible
0
Reviews
10/10 Excellent
Regina C.
Oct 17, 2025
Liked: Cleanliness
We were very pleased with our stay at Captains Quarters. They were very accommodating and allowed us to check-in early after a long drive due to having trouble finding a hotel mid-way (we didn't realize there was a big game that weekend and all hotels were booked). They also allowed me to remove the rugs to accommodate my elderly mother who trips easily. Everyone loved the house, it was a very short walk to the beach, and the game room was a big hit!
Regina C.
Stayed 7 nights in Oct 2025
10/10 Excellent
Ellie W.
Sep 22, 2025
Liked: Cleanliness
Awesome property! We enjoyed the pool table, ping pong, and the pool itself. Quick and convenient location to beach access and all of the restaurants and bars. Would book again 10/10 times!
Ellie W.
Stayed 3 nights in Sep 2025
10/10 Excellent
Emily E.
Jul 27, 2025
Emily E.
Stayed 8 nights in Jun 2025
10/10 Excellent
Nathan S.
Jul 16, 2025
Liked: Cleanliness
Beautiful
Great home and location! Easy access to the beach and all of the amenities! Game room was awesome for the kids, teens and adults! Plenty of outdoor space, and the interior decor downstairs felt like a ship and dock!
Nathan S.
Stayed 7 nights in Jul 2025
10/10 Excellent
Jackie K.
Jun 15, 2025
Liked: Cleanliness
This was perfect for our family of eight adults and nine kids ranging from 2-13. The beach was close, the pool gave another water option that was used every day, and the game room was great for all ages. If we had a question, Daniel answered immediately. Everyone loved it!
Jackie K.
Stayed 7 nights in Jun 2025
10/10 Excellent
Jeanne K.
Apr 26, 2025
Liked: Cleanliness
Spring Break
Great location. Lots for kids to do both inside and outside of the house.
Jeanne K.
Stayed 5 nights in Apr 2025
10/10 Excellent
Susan T.
Apr 16, 2025
Liked: Cleanliness
Retirement vacation
The house was beautiful! Partial ocean view. A little bust crossing the road. Busier than I usually like.. Difficult to cross the street. Beach was beautiful. White sands snd crystal clear water! The property manager responded quickly to all our concerns. Lots to do in the area. Good start with house supplies..
Susan T.
Stayed 7 nights in Apr 2025
10/10 Excellent
Rusty T.
Dec 25, 2024
Liked: Cleanliness
Rusty T.
Stayed 7 nights in Nov 2024
10/10 Excellent
Tameria C.
Sep 25, 2024
Liked: Cleanliness
50th BDAY Celebration
I came with my best friends and two of my sisters to celebrate those of us that turned 50 this year. The house was beautiful, very clean and a very small walk to the beach. We loved the game room and really enjoyed that we each had our own bathrooms in our rooms and let's not forget the huge king beds. The house was worth the price we paid as we had more than enough space, a pool, huge living room and open kitchen. Absolutely loved our time here!!
Tameria C.
Stayed 6 nights in Sep 2024
10/10 Excellent
Michael M.
Sep 9, 2024
Liked: Cleanliness
Michael M.
Stayed 3 nights in Aug 2024
10/10 Excellent
Ashley W.
Aug 16, 2024
Liked: Cleanliness
Family Vacation
This was one of the best houses we have rented! The entry process was easy and so simple. We came into a clean, fully stocked with towels and linens! There was enough space for everyone to have fun together and then able to have alone time when needed! Pool was the right size for everyone to enjoy!
-can't wait to book this place again!!
Ashley W.
Stayed 4 nights in Aug 2024
10/10 Excellent
Rebekah C.
Jul 31, 2024
Liked: Cleanliness
Great Beach House
This was a well appointed beach house. Great location- close to beach, stores, and restaurants. The game room was a highlight. The house provided starter essentials, so bring extra trash bags, dishwasher & laundry soap
Rebekah C.
Stayed 5 nights in Jul 2024
10/10 Excellent
Chris L.
May 3, 2024
Liked: Cleanliness
Great Florida House
This house had everything we wanted and was in a great location. Awesome kitchen, bedrooms, bar/entertainment in the garage, pool, and location. Would recommend to anyone interested in going to Destin
Chris L.
Stayed 4 nights in Apr 2024
10/10 Excellent
Kim R.
Apr 18, 2024
Liked: Cleanliness
Nice trip
The place is very nice. The pool heat is awesome. Location is close to the beach. They have a wagon and some chairs. There was a pack and play and box fans. I would recommend staying there. The pool area could use a few more chairs for such a large home. Over all great place.
Kim R.
Stayed 6 nights in Apr 2024
8/10 Good
Patricia H.
Mar 30, 2024
Liked: Cleanliness
Family 2024
Overall a wonderful experience. A lot more stairs than expected. It’s actually 3 levels due to the game room. It’s an older home but decorated wonderfully. The game room is great. The kids really enjoyed it. There are trundle beds in both bunk rooms but one can’t be used due to the ladder on another bunk. The bunk rooms share a bathroom and one of the king suites bathroom is actually a hall bath. For our group this wasn’t a problem but would be if you need 4 king suites with en-suite baths My only real negative is that you can’t see or get to the pool from inside the house, You have to go outside and through a gate to access the pool. Overall a great house and great location!!
Patricia H.
Stayed 7 nights in Mar 2024
10/10 Excellent
Kimberly D.
Mar 21, 2024
Liked: Cleanliness
Captain’s Quarters
Awesome location and at home feel made relaxing easy!
Kimberly D.
Stayed 4 nights in Mar 2024
10/10 Excellent
Cathy K.
Jan 1, 2024
Liked: Cleanliness
Great game room!!
Plenty of room for 3 families. Perfect getaway with a really fun game room.
Cathy K.
Stayed 7 nights in Dec 2023
10/10 Excellent
Eric S.
Nov 28, 2023
Liked: Cleanliness
Great Spot for a Big Group
We had an amazing time with our family. 16 People, Ages ranged from 70 to 9! Very nice set-up. Game room/Bar was great! We never felt like there was never enough room for all of us! Short walk to beach and short drive to all other surrounding beach towns. Highly Recommended!
Eric S.
Stayed 7 nights in Nov 2023
10/10 Excellent
Mai B.
Oct 10, 2023
Liked: Cleanliness
Great Experience
Spacious with a great bonus game room to entertain the whole family.
Mai B.
Stayed 3 nights in Oct 2023
10/10 Excellent
Will H.
Sep 20, 2023
Liked: Cleanliness
Great experience at Captain's Quarters
We all thoroughly enjoyed our stay this past weekend at Captain's Quarters. The game room in particular was a great spot to watch college football and enjoy some pool + ping pong. Highly recommend to anyone vacationing to Destin.
Will H.
Stayed 4 nights in Sep 2023
10/10 Excellent
Latosha C., Miami, FL
Aug 30, 2023
Liked: Cleanliness
Everything it claims to be, and more!
I stayed here with 7 of my adult nieces. The house had everything we needed - including coffee if we needed it. (I bought pods for the Keurig but to my surprise, there was a tub of ground coffee in the cupboard.) The bedrooms were clean and spacious, and so were the common areas. The rooms with the bunkbeds were warmer than the rest of the house. Otherwise, no complaints. Would definitely stay again!
Latosha C.
Stayed 3 nights in Aug 2023
10/10 Excellent
Sarah P.
Aug 21, 2023
Liked: Cleanliness
Fabulous House
Clean, roomy, beachy....everything we wanted for our vacation. Convenient to the beach with an easy walk. We LOVED the game room, which was soundproof from the rest of the house and a perfect evening retreat after putting the babies to bed. Clean pool, lots of beach stuff, big yard for games and dogs. Bring some of your own big skillets or pans (there was only one 9x13) if you intend to cook big meals. They only had big pots. The appliances were all very nice in the kitchen and the laundry room. If you have babies that need their own dark rooms, a small pack 'n play will just fit in some of the bathrooms. Definitely recommend this house!
Sarah P.
Stayed 7 nights in Aug 2023
8/10 Good
Susan G.
Aug 16, 2023
Great house
Everything you need minus beach towels and a proper beach wagon. Commercial ice maker was a bonus x1000. Lawn furniture needs attention as a few are inoperable but we simply moved them out of the way.
Susan G.
Stayed 7 nights in Aug 2023
10/10 Excellent
Donna S.
Jul 25, 2023
Liked: Cleanliness
Captains Quarters
We loved the house. The nautical theme was cute. The rooms were large. The game room was exceptional. The neighborhood was nice and fairly quiet. Loved the private beach!
Would recommend to friends and family.
Donna S.
Stayed 7 nights in Jul 2023
8/10 Good
Ernest R.
Jul 15, 2023
Liked: Cleanliness
This was perfect for our family, 20 total!
Property was well kept and had everything we need, some extras. We hope to be back, wonderful memories we’re made❤️