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Snowbird Special Jan-Feb! 🌊Views~Walk2Beach~Pools+Hot Tubs~2BR The Islander 416

Photo gallery for Snowbird Special Jan-Feb! 🌊Views~Walk2Beach~Pools+Hot Tubs~2BR The Islander 416

Beach Walk at Jetty East
Plush furnishings and coastal decor
Beach at Islander
View from Islander 416
Palm Tree Lined Tennis Courts

Reviews

8.6 out of 10
Excellent
2 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Heated Pool
  • Hot tub on site
  • Onsite parking available
  • Kitchen
  • Air conditioning
  • Barbecue grill

Explore the area

View in a map
Destin, FL
  • Place, Destin Beaches
    ‪5 min walk‬
  • Place, Destin Harbor
    ‪9 min walk‬
  • Place, Big Kahuna's Water and Adventure Park
    ‪5 min drive‬
  • Airport, Fort Walton Beach, FL (VPS-Northwest Florida Regional)
    ‪33 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Guest Bedroom

2 Twin Beds

Living Room

1 Double Sofa Bed

Master Bedroom

1 King Bed

2 bathrooms

Guest Bathroom

Bathtub or shower

Master Bathroom

Bathtub or shower

Spaces

Kitchen
Balcony

About this property

Snowbird Special Jan-Feb! 🌊Views~Walk2Beach~Pools+Hot Tubs~2BR The Islander 416

Top Reasons to Book this Condo!

* 128 Yards to the Beach

*  Pool and Gulf Views w/ Balcony

* Walk to the jetties where the Gulf and Harbor meet 

* Two Pools, Two Hot Tubs, Lighted Tennis Courts, Fitness Center 

* Covered grill gazebo, coin operated laundry,and connected private beach

* Hop on the Water Taxi for easy access to restaurants on the harbor

* Professionally managed; 24/7 Service

The Islander 416 is just steps to the beach on exclusive Holiday Isle: a peninsula surrounded by the Gulf of Mexico and Destin Harbor. This beautiful condo has two bedrooms and two baths. With a king bed in the master, two twin beds in the guest room, and a sleeper sofa in the living room, this lovely condo sleeps 6 guests comfortably. Boasting a private balcony with Gulf and Pool Views and flat screen TVs in every room, The Islander 416 is the prime spot for your next Destin vacation!

*This property is not available to adults Under the age of 25. No Exceptions*

*** You will check in at the Front Desk of The Islander upon your arrival. Please note that there is a Nightly Fee of $19 plus tax for the unit fobs, wristbands and amenities fees.***

*We LOVE Snowbirds! Low Monthly Winter Rates*
Snowbird Season runs November thru February. For a quote, select an arrival date (must be the 1st day of the month) and a departure date (must be the 1st day of a subsequent month). Contact us for alternate date requests and further assistance! All monthly rentals are subject to an additional $150 cleaning fee.

The Islander features Two Pools (one seasonally heated), Two Hot Tubs, Lighted Tennis Courts, two elevators, shuffleboard, covered grill gazebo, coin operated laundry, on-site fitness center plus a connected private beach. The Islander is situated on Holiday Isle, which is a peninsula surrounded by the Gulf of Mexico and Destin Harbor! It's a serene little oasis in the middle of Destin, with 2.5 miles of paved trails for walking and biking, surrounded by quiet neighborhoods perfect for exploring. Located just minutes away from restaurants, shopping, boat docks, fishing, golf, and amusements.

The Bed Setup:

Master Bedroom: King Bed
Guest Bedroom: 2 Twin Beds
Living Room: Sleeper Sofa

Area Attractions: 

An easy walk along the beach will take you to the jetties, where the Gulf of Mexico and Destin Harbor meet, a spot well-known for great snorkeling and fishing. Here you can also watch boats going out deep sea fishing and returning from gulf to harbor. 

The Islander is perfectly located next to Destin Harbor, where you have access to and can enjoy a sunset dolphin cruise, snorkeling, parasailing, wave runner and paddle-board rentals.

Close by is Destin Commons, a beautifully landscaped, pedestrian-friendly area and a great family venue where children will love to play in the interactive water fountains. Also, for the younger guests, a nautically/pirate themed outdoor playground features a 1,750 square foot soft play area with various creatures from the sea, slides, and a treasure chest!  Destin Commons also has a mini-train for the kids. Destin Commons features over 75 shops and restaurants, including Godiva Chocolates, AMC Movie Theaters and Bass Pro Shop.
Our prices include all fees. No hidden fees.

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About the neighborhood

Destin

Located in Holiday Isle, a neighborhood in Destin, this condo is near theme parks and near a water park. HarborWalk Village and Baytowne Wharf are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Destin Beaches and Miramar Beach. Looking to enjoy an event or a game while in town? See what's happening at Preston Hood Athletic Complex or Fort Walton Beach Tennis Center. With jet skiing, kayaking, and scuba diving nearby, you'll find plenty of adventures in the water.
Map
Destin, FL

What's nearby

  • Destin Beaches - 5 min walk - 0.4 km
  • Destin Harbor - 9 min walk - 0.8 km
  • Big Kahuna's Water and Adventure Park - 5 min drive - 4.2 km
  • Destin Harbor Boardwalk - 7 min drive - 6.3 km
  • Miramar Beach - 10 min drive - 9.4 km

Getting around

  • Northwest Florida Regional Airport (VPS) - 31 min drive

Restaurants

  • ‪Cj’s Hangout - ‬6 min drive
  • ‪Circle K - ‬5 min drive
  • ‪Donut Hole - ‬5 min drive
  • ‪Red Door Saloon - ‬7 min drive
  • ‪Margaritaville - ‬5 min drive

Reviews

8.6

Excellent

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 16 out of 34 reviews
Rating 8 - Good. 13 out of 34 reviews
Rating 6 - Okay. 3 out of 34 reviews
Rating 4 - Poor. 1 out of 34 reviews
Rating 2 - Terrible. 1 out of 34 reviews

8.4/10

Cleanliness

8.0/10

Amenities

8.0/10

Property conditions & facilities

8.0/10

Check-in

9.0/10

Communication

9.6/10

Location

8.4/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Kayla M.

Liked: Cleanliness, communication, location, listing accuracy
Disliked: Check-in
Great place for a great price. So many amenities and the private beach access was great. Beautiful sunset views. The place was very clean and spacious
Stayed 4 nights in May 2025
Verified

10/10 Excellent

Melody D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great experience

We stayed 4 nights and it was a very comfortable stay. We enjoyed the views, pools, cooking area, and of course the beaches!
Stayed 4 nights in May 2025
Response from VrboOwner on Jun 29, 2025
Melody, thank you for your lovely review! It’s great to hear that you had a comfortable stay and enjoyed the beautiful views, pools, cooking area, and nearby beaches. We appreciate your feedback and hope to welcome you back for another wonderful getaway! Thank you for choosing RealJoy.
Verified

8/10 Good

Marquis

Liked: Cleanliness, amenities, property conditions & facilities, communication
The property was very clean and great for what we needed
Stayed 2 nights in Jul 2022
Verified

8/10 Good

Choon

Liked: Cleanliness, amenities, property conditions & facilities, communication
It is good to reach beach by walking distance.
Stayed 2 nights in Jul 2023
Verified

8/10 Good

christian e.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Safe family environment the property does look like the pictures but add about 6-7 years of wear and tear. Upgrades are needed but still a nice stay and friendly staff
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Jessica H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Condo by the Beach

The condo was nicely decorated and well stocked. It was a short walk to the beach and the pools were great. This was a great place for a short trip with great amenities.
Stayed 3 nights in Jul 2020
Response from VrboOwner on Jul 12, 2023
Thanks for the feedback. We're so happy you loved this condo and its pool.
Verified

10/10 Excellent

Matthew G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

Everything was great the location,the front desk workers were really nice the condo was nice the view from the condo only thing i would have to change would be the beds they were really worn an not to comfortable and house keeping came the very last day we were there and there was a dirty blanket in the closet when we got there over all i would stay again that’s just simple issues that can easily be fixed
Stayed 4 nights in Aug 2024
Response from VrboOwner on Aug 26, 2024
Matthew, Thank you for the 5-star review. We're glad to hear you enjoyed the location, staff, and condo. We appreciate you taking the time to provide feedback about the beds and housekeeping. We will be sure to address these areas to provide an even better experience for our future guests. We hope you'll join us again soon. Thank you for choosing RealJoy.
Verified

8/10 Good

Teresa D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

We enjoyed our stay.

We enjoyed our stay. The condo needs some updating. One of the twin beds was broken, fridge didn't cool well and no kitchen sink stopper. Over all though it was a nice place to stay.
Stayed 3 nights in Jun 2024
Verified

10/10 Excellent

Sandy A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cozy, convenient and with great amenities

We loved this property—especially the amenities! Tennis and pickleball courts were amazing. Two pools, two hot tubs; they were clean and easily accessible. The grilling/picnic area was large, with tables and grills to accommodate several families at once. Office staff was helpful and friendly. We would recommend this to all and will probably come back again.
Stayed 4 nights in Aug 2024
Response from VrboOwner on Oct 13, 2024
Sandy, Thank you for the 5-star review! We're so glad you loved the property and its fantastic amenities, especially the tennis and pickleball courts. We look forward to welcoming you again soon. Thank you for choosing RealJoy.
Verified

10/10 Excellent

Tina M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location for family vacation

This condo could use a little updating, especially the beds, they were all pretty uncomfortable however everything else was great! The amenities were all clean and in working order, pools were well taken care of and not overcrowded. The short walk to the beach was perfect! All kitchen utensils needed are provided but you must supply your own toilet paper/paper towels/dishwasher detergent/ect. Overall, we had a wonderful experience here and would stay again!
Stayed 7 nights in Jul 2024
Response from VrboOwner on Oct 4, 2024
Tina, Thank you for the 5-star review. We’re glad to hear you enjoyed the great location and amenities! We look forward to welcoming you back soon. Thank you for choosing RealJoy.
Verified

10/10 Excellent

Kyla R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great communication

Our overall experience was GREAT! Communication waa amazing. We had one little issue with the refridgerator (we were informed before we arrived and we opted to try to wait, but it completely stopped working). I text the PM and within 24 hours we had a new fridge. They even reimbursed us for the cost of our ice to keep our groceries cold in coolers. Our unit was a bit dated, but clean. My only suggestion would be that the mattresses need upgraded. Other than that. Was a great stay!
Stayed 7 nights in Jul 2025
Response from VrboOwner on Aug 18, 2025
Kyla, thank you for your detailed feedback and 5-star rating. We're glad we could quickly resolve the refrigerator issue and appreciate your understanding. We also value your suggestions regarding the mattresses. We’re happy you had a great stay overall and hope to host you again.
Verified

10/10 Excellent

Jennifer H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fun

The condo was perfect walking distance to the beach. My teenagers were safe and able to walk around the property alone. The air was out the first day but once I reported it they fixed it after hours while we were at dinner. The owners need a new comforter in the main bedroom. I didn’t use it. But it didn’t affect our stay. I would stay here again.
Stayed 4 nights in Jun 2024
Verified

8/10 Good

Natalie E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Satisfied

Overall we were satisfied with this location. The view was amazing. Very short walk to the beach. The condo seemed a little out-dated. One of the beds was broken as was the toilet seat in the master bathroom. When we reported, they were very good to get both fixed. I was surprised this was not reported by the cleaning people. Communication with property manager was prompt and accommodating.
Stayed 3 nights in Jun 2019
Response from VrboOwner on Jul 12, 2023
Hi Natalie, thank you for your review. We're so happy you enjoyed this prime location and the amazing views! We hope you loved the community pools and other onsite amenities as well. We're sorry for the maintenance issues you experienced but are glad we could get them remedied immediately. Thanks again for your feedback and for staying with RealJoy!
Verified

10/10 Excellent

Emma T.

Liked: Check-in, communication, location, listing accuracy
Disliked: Cleanliness

Beautiful getaway

The Islander was a great location! However our unit was not updated. The beds were the most uncomfortable beds I slept in. We were all aching.I would compare them to (prison beds) The beach was amazing. The location was great but our unit was not as clean as I expected it to be. That was the only down fall and upset of our trip. We didn't feel good in our unit.
Stayed 5 nights in May 2023
Verified

6/10 Okay

Audrey C.

Liked: Cleanliness, check-in, communication, location

Okay stay

Some positives - The condo was a bit outdated but overall it was clean. The view was really nice and our kids loved playing in the pool. Now for some negatives - The refrigerator barely worked. A maintenance person came in at one point and replaced some part in the freezer and it seemed like it made it even worse. We lost several food items because of it. Also the beds were very uncomfortable and the ceiling fan in the bedroom had two partially broken blades that would occasionally clank until we got up there to adjust them. Finally, if you want to use the private beach and need shade, you are not allowed to bring your own umbrella/canopy, you have to rent it daily for 55. For the money we paid for this, we were overall pretty disappointed.
Stayed 5 nights in Jun 2025
Response from VrboOwner on Jul 17, 2025
Hi Audrey, thank you for sharing your detailed feedback. We're glad your family enjoyed the pool and the view. We apologize for the refrigerator issues and the discomfort caused by the beds and ceiling fan; these concerns are not typical and will be addressed with our maintenance team. We also understand the frustration regarding the beach umbrella policy, which is set by the property management. We appreciate your insights and will share them with the team to improve future guest experiences. -RealJoy
Verified

8/10 Good

Heather G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family vacation

The condo was plenty large enough for our family of 5. The balcony overlooked the pool/shuffleboard area & had ocean view. Couch is comfortable, beds pretty firm. The pull out mattress was very thin, our 9 year old is 58 pounds and said she felt the springs, so I would not recommend for adults. I do wish there were more hooks to hang sweatshirts, swimsuits or towels, as well as bowls and spoons in the kitchen as there was a shortage among the 5 of us! The condo is much closer to the stairs than elevator so we chose to mainly walk up and down the 4 flights, which brought us out closer to the pickleball & shuffleboard. The pool and hot tub were clean and never seemed overcrowded, with plenty of seating and umbrellas around the pool, bathrooms next to the pool as well. The beach was beautiful and very short walk from the condo. Be warned you are asked not to bring umbrellas and must rent one if you wish to use those provided on beach. Unfortunately there were red flag/rip tide warnings most of the days we stayed so we didn’t swim in the ocean much. We did see dolphins playing in the waves though! We enjoyed the shuffleboard and pickleball on site, equipment provided was in good condition. It is a short drive to numerous shopping and dining locations. Overall a good stay and we recommend!
Stayed 6 nights in Mar 2023
Response from VrboOwner on Jul 12, 2023
Heather, we appreciate you taking the time to provide us with some feedback regarding your rental experience. We are very pleased to know that you thought this two-bedroom, two-bath condo offered plenty of space for your family and you enjoyed a good stay. Thank you for choosing RealJoy.
Verified

10/10 Excellent

Brandi F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay!

The property was beautiful and we enjoyed our stay!
Stayed 3 nights in Apr 2022
Verified

2/10 Terrible

Artie K.

Liked: Communication
Disliked: Cleanliness, check-in, location, listing accuracy

Not great

Location is an easy walk to the beach and the beach is very nice. The checkin process was bumpy. The room was not fully cleaned and had stains on the walls, mold on the bathroom ceiling, broken bedroom door knob, stains on the frayed carpet, and stained bedding. Reached out to the property manger. They were quick and helpful and did their best to get the place put together better. We ended up leaving a day early. Wasn’t impressed.
Stayed 3 nights in Jul 2021
Response from VrboOwner on Jul 12, 2023
Artie, we appreciate you taking the time to provide us with some feedback regarding your stay in this two-bed, two-bath Islander condo on Holiday Isle. We are very happy to know that you enjoyed this unit's proximity to the very nice beach. Please accept our apology for the cleanliness of this rental upon your arrival. We would never knowingly rent an uninhabitable unit to someone. When we are made aware of any issues, we try to resolve them in a timely manner, if possible. Our records show that we were made aware of the shower and door. We would have been more than happy to remedy any other issues that were brought to our attention during your stay, bringing more bedding, sending someone to come reclean, etc. Thank you for choosing Real Joy.
Verified

8/10 Good

Stephanie P.

Liked: Cleanliness, location
Disliked: Check-in, listing accuracy

Third Party Property Management

This condo is managed through a third party management company. We had some hiccups in our check-in procedure and thankfully they were accommodating. However, the property details the beach access is not the beach access in front of the condo. RealJoy vacations tells you to go to the beach a mile away. Luckily the condo complex was gracious and allowed us on their beach access. Something to be aware of that RealJoy needs to arrange their customers.
Stayed 7 nights in Jul 2021
Verified

8/10 Good

Jarold S.

Liked: Cleanliness, location
Disliked: Check-in

The place was under stocked. It had hardly any toilet paper and nothing like salt and pepper.

The place also didn’t have enough garbage bags. The bed that I sept on needs replaced. The bathroom toilet runs and is loose. I think the owners need to stay in it for a week and see for themselves. I did love the location but the view has been blocked. I would not stay in the unit again for $500.00 a night. I believe it’s a 3 star value with a 4 star price. My kids loved it but I’ve stayed in several condos is Destin and they were all better.
Stayed 7 nights in Jul 2021
Verified

6/10 Okay

Heather R.

Liked: Communication, location
Disliked: Listing accuracy

Romick Florida vacation

The check in was complicated had to go to one location for the key cards then go to the actual condo. The condo itself was pretty nice but there was black mildew/mold in the bathroom on the ceiling. In the other bathroom the shower didn't work correctly either cold or molten lava with no in between. And zero water pressure! Listing said centrally located but had to drive to do anything other than the beach. It rained alot ( can't control the weather) but we had to do a lot of Ubers! We made it work but feel like we could have been more prepared if we would have known. Also thought there was a washer and dryer in the condo but it was a common room on a different floor. Would absolutely use Vrbo again but not Real Joy Vactions..
Stayed 4 nights in Jul 2021
Response from VrboOwner on Jul 12, 2023
Heather, we appreciate you taking the time to provide us with some feedback regarding your vacation rental experience while staying in The Islander 416, a two-bed, two-bath condo on Holiday Isle. We are happy to know that you thought this condo was pretty nice. We would like to apologize for the issues that occurred during your stay. We would have been more than happy to have someone come and try to resolve the issues related to the mildew/mold and shower temperature had we been made aware during your stay. A washer and dryer is not listed as being an amenity in this unit on Real Joy or Vrbo websites, but coin operated laundry is. Thank you for your patience and for choosing Real Joy.
Verified

10/10 Excellent

Mandy H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay!

The condo was spacious with a great view. I few "fixer upper" items that I had read from 2019 and 2020 were still issues, but they were minor and did not effect stay. Location wise, you had to drive to store, resturants, and boardwalk. Not a big deal except for traffic. Would definitely stay here again.
Stayed 4 nights in Jun 2021
Verified

8/10 Good

Amanda S.

Liked: Cleanliness, communication, location, listing accuracy

Would stay again

Check in process was a rough, after picking keys up at another location, they were not activated. Condo as a whole we enjoyed and would stay again.
Stayed 4 nights in Jun 2021
Response from VrboOwner on Jul 12, 2023
Amanda, we appreciate you taking the time to provide us with some feedback regarding your stay in the two-bed, two-bath Islander 416. We are happy to know that you enjoyed this condo as a whole and would stay here again. We apologize for any frustration caused while trying to check in. An email is sent on the day of arrival which provides gate codes, door codes, parking information, etc. We would have been more than happy to help with the check-in process had we been made aware of any difficulties. Thank you for your patience and for choosing Real Joy.
Verified

8/10 Good

laquinta g.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Enjoyed it

We had minor issues with access to our unit and the icebox was leaking but they did offer to come out and fix it. Over all we had a great time beds comfortable we had access to everything. The only downside for us was the hot water ran out fast. Would I stay again yes.
Stayed 3 nights in Jun 2021
Verified

10/10 Excellent

Ashley W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Clean

Very clean. Perfect for a girls getaway
Stayed 3 nights in May 2021
Response from VrboOwner on Jul 12, 2023
Ashley, we are very happy to know that you thought this Islander condo was very clean and perfect for a girls getaway. Thank you for choosing Real Joy.
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