Condo - Rating 5 (31 Reviews)

The Islander 416


Bedroom 2 bedrooms
Bathroom 2 full
Guests 6 guests
Pets Not Allowed Pets Not Allowed
Flexible Dates Flexible

  • Address: 502 Gulf Shore Drive
  • Location: Destin
  • Type: Condo
  • View: Holiday Isle

Description Description
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.

Availability Calendar Availability Calendar
Clear Dates

Bedding Bedding
User User
Living Room
Sleeps: 2
1 Sleeper Sofa
User User
Guest Bedroom
Sleeps: 2
2 Twin
User User
Master Bedroom
Sleeps: 2
1 King

Attached Bathroom


Amenities 33 Amenities
Community Facilities
  • Gym/Fitness Room
Entertainment
  • Satellite or Cable
  • Television
Facility Amenities
  • Community Pool
Featured Amenities
  • Ocean View
  • Snowbird Friendly
Inside Amenities
  • Air Conditioning
  • Bathroom Essentials
  • Ceiling Fan
  • Central Air Conditioning
  • Free Wifi
  • Heating
  • Hot Water
  • Iron & Ironing Board
  • Laptop Friendly Work Space
  • Linens Provided
  • Living Room
  • Shampoo
  • Shower
  • Smoke Detector
Must Haves
  • Beach View
  • Elevator
  • Hot Tub
  • Pool
Outside Amenities
  • Balcony
  • Free Parking
  • Outdoor Furniture
  • Private Entrance
Pool and Spa
  • Heated Pool
  • Outdoor Pool
View and Location
  • Gulf View
  • Walk to Beach
  • Water View

Location Fall Savings 15% off 4+ Nights

Escape to the Emerald Coast this fall and enjoy 15% off when you stay 4 nights or more. Book between now and September 30, 2026 for travel from August 1 through October 31, 2026. Use promo code FALLFORFUN15 to plan your perfect autumn getaway.


*Offer is valid on new online bookings when you book by September 30, 2026 for 4+ night stays from August 1 to October 31, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties. 

Location Fall Savings 10% off 3+ Nights

Celebrate the season with our Fall for Fun getaway. Enjoy 10% off when you stay 3 nights or more. Book between now September 30, 2026 for travel from August 1 through October 31, 2026. Use promo code FALLFORFUN10 and start planning your perfect fall escape.


*Offer is valid on new online bookings when you book by September 30, 2026 for 3+ night stays from August 1 to October 31, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties. 

Location Mini Snowbirds

☀️ Mini Snowbirds, This One’s for You! 🏖️ Dreaming of a longer beach escape without committing to the entire season? Book a 14–27-night stay and enjoy 20% off your getaway with promo code MiniBirdy.


Book between August 21 and December 23, 2026, for stays from October 26, 2026, through February 28, 2027. Blackout dates, home exclusions, and other restrictions may apply.


*Offer is valid on new online bookings made by December 23, 2026, for 14–27-night stays from October 26, 2026, through February 28, 2027. Blackout dates apply November 24–28, 2026, and December 24, 2026–January 30, 2027. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.


Location Location

Reviews Rating 5 (31)
Rating 5
Beautiful views, private beach access and Alan was so helpful getting our chairs and things to the beach for us!
- Reviewed On: 5/31/2026
Rating 5
The condo was as described
- Reviewed On: 4/4/2026
Rating 5
Had a great time exploring Destin
- Reviewed On: 3/28/2026
Hello Brian, thank you for the lovely review. I’m glad you had a great time exploring Destin. We’d love to host you again! RealJoy Vacations
Real Joy staff
Rating 5
Everything was great. The unit was very nice & a great view. Very clean & plenty of room
- Reviewed On: 3/2/2026
Rating 5
Devin was the best
- Reviewed On: 3/2/2026
Rating 5
Devin was excellent. Above & beyond
- Reviewed On: 2/23/2026
Rating 5
Everything about our stay was absolutely perfect! This property is probably the biggest bang for buck in Destin. Beautiful resort with lots of activities for us to do as a family, easy beach access, and wonderful heated pools. And an incredible view from the balcony and living room! Would highly recommend staying here. Real Joy makes it easy to check in and out and communication was breeze.
- Reviewed On: 10/21/2025
Thank you, Beverly. We’re so glad everything about your stay was perfect — happy the resort amenities, easy beach access, heated pools, and balcony view worked well for your family. Glad check‑in/check‑out and communication were a breeze. We’d love to welcome you back soon! Tammy RealJoy Vacations
Real Joy staff
Rating 5
Excellent Host , Clean , definitely 5 star. ⭐️ very responsive and Informative
- Reviewed On: 8/22/2025
Thank you, Sharon! We appreciate your kind words about our cleanliness and responsiveness. It was a pleasure hosting you, and we look forward to welcoming you back!
Real Joy staff
Rating 5
Exceptional
- Reviewed On: 8/20/2025
Rating 5
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!
- Reviewed On: 8/3/2025
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.
Real Joy staff
Rating 5
My family and I enjoyed staying here. It was clean, beautiful, and only a walk to the beach. We absolutely loved it and will definitely book again!
- Reviewed On: 7/24/2025
Thank you for your review, Ashley! We're glad your family enjoyed the clean and beautiful space and the convenience of being within walking distance to the beach. We look forward to hosting you again!
Real Joy staff
Rating 5
We had a wonderful stay! The beach is a 2 min walk without leaving the resort, other than to cross the road. It is a private access beach, so not too crowded. The apartment was very well maintained, and the property had plenty activities with equipment to rent.
- Reviewed On: 7/9/2025
Thank you for your kind words, Michael! We're pleased you enjoyed the private beach access and well-maintained apartment. It's great to hear you took advantage of the activities and equipment available. We hope to welcome you back soon.
Real Joy staff
Rating 5
The stay was relaxing.
Peaceful with outdoor activities for family to do. Washer and dryer not in room.
- Reviewed On: 6/18/2025
Hello Tim! We're so thrilled to hear that you loved the serene atmosphere and the exciting outdoor activities for the whole family! We do apologize for the fact that the washer and dryer aren't situated in your room. We can't wait to welcome you back soon!
Real Joy staff
Rating 5
Will 100% be back!
- Reviewed On: 6/13/2025
Thank you for your brief but fantastic review, Taylor! We're glad to hear that you're planning to return, and we look forward to welcoming you back for another great stay.
Real Joy staff
Rating 5
We stayed 4 nights and it was a very comfortable stay. We enjoyed the views, pools, cooking area, and of course the beaches!
- Reviewed On: 6/3/2025
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.
Real Joy staff
Rating 5
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
- Reviewed On: 5/11/2025
Rating 5
- Reviewed On: 3/29/2025
Hi Jessica! Thanks for your review and we look forward to welcoming you back!
Real Joy staff
Rating 5
The Condo was nice. Loved that the pools were heated. Had a really nice time
- Reviewed On: 10/19/2024
Rating 5
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
- Reviewed On: 8/23/2024
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.
Real Joy staff
Rating 5
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.
- Reviewed On: 8/12/2024
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.
Real Joy staff
Rating 5
We enjoyed our stay !!! Excellent location and family friendly atmosphere !
- Reviewed On: 8/2/2024
Ai, Thank you for taking the time to let us know about your vacation. We're glad to hear you enjoyed the excellent location and family-friendly atmosphere. We hope you'll join us again soon. Thank you for choosing RealJoy.
Real Joy staff
Rating 5
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!
- Reviewed On: 7/20/2024
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.
Real Joy staff
Rating 5
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.
- Reviewed On: 6/21/2024
Rating 5
Everything went perfectly!! The Condo was absolutely adorable and so close to the beach!! Pools were clean and close by too!! Kids toys by the beach to borrow for the day and $20 beach chair rentals available!!
- Reviewed On: 5/29/2024
Rating 5
We absolutely enjoyed this vacation and the room and location made it so wonderful! Two pools to choose from and the Beach was so close!! Plus a nice area to grill and eat with your family that was clean and had plenty of grills! Plus by the beach entrance a whole box of beach toys esc to use and put back which was so nice for our toddler!
- Reviewed On: 5/29/2024
Aleyx, Thank you for the 5-star review. We're thrilled to hear that you and your family had such a wonderful time during your vacation with us. It's great to know that the room, location, pools, and beach access all met your expectations and made your stay even more enjoyable. We're also glad that the grilling area and the availability of beach toys were appreciated, especially for your toddler. We hope you'll join us again soon. Thank you for choosing RealJoy.
Real Joy staff
Rating 5
It was a great week we will definitely be back
- Reviewed On: 3/23/2024
Lance, Thank you for taking the time to review your stay. We're thrilled you had a great week and are already thinking about coming back! We can't wait to welcome you again for another memorable getaway. Thank you for choosing RealJoy.
Real Joy staff
Rating 5
We enjoyed our visit
- Reviewed On: 10/9/2023
Iveta, We're glad to hear that you enjoyed your visit. Thank you for choosing RealJoy, and we hope to host you again in the future.
Real Joy staff
Rating 5
Great location, nice pools, nice beach access
- Reviewed On: 8/20/2023
Melissa, We're pleased to hear that you enjoyed the great location, pools, and beach access. Thank you for choosing RealJoy!
Real Joy staff
Rating 5
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.
- Reviewed On: 5/26/2023
Rating 5
Location and view were exceptional. pools and beach were perfect. Condo could use some updates but clean and comfortable for sure. enjoyed our stay very much.
- Reviewed On: 3/31/2023
Jill, Thank you for taking the time to let us know that you were comfortable and enjoyed your stay. We'll pass along your comments regarding updating to the owner for their consideration. We're thrilled to hear the view was exceptional and the beach was perfect. Thank you for choosing RealJoy.
Real Joy staff
Rating 5
Exceptional
There are no comments available for this review
- Reviewed On: 6/21/2020
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