Island Surf #2

Stop by the pool on your way or back from the beach! This 1 bedroom, 1 bath unit comes with 2 queen beds and sleeps up to 6 with the pull-out sofa. There simply is no other unit closer to the beach so if you are looking for that perfect quiet getaway, you have found it. No waiting for elevators or fighting crowds, this adorable features all the comforts of home, including a full kitchen with stove and refrigerator. Free use of community laundry room onsite. Get your reservation in early as these units are the most sought after!

Okaloosa Island, located in the heart of Florida's Emerald Coast, is a charming barrier island renowned for its stunning white-sand beaches, crystal-clear turquoise waters, and an array of outdoor activities. This idyllic destination offers a perfect blend of relaxation and adventure, making it an ideal spot for visitors of all ages. Here’s a glimpse of what makes Okaloosa Island a must-visit destination and the top things to do while you're there:

Okaloosa Island Pier
The Okaloosa Island Pier is a favorite spot for both anglers and sightseers. Extending 1,262 feet into the Gulf of Mexico, the pier offers breathtaking views and opportunities to catch a variety of fish, including king mackerel, cobia, and redfish. Even if you’re not into fishing, strolling along the pier at sunset is a memorable experience.

Gulfarium Marine Adventure Park
A visit to the Gulfarium Marine Adventure Park is a must for families. This long-standing attraction offers interactive exhibits and live shows featuring dolphins, sea lions, and other marine animals. It’s a fantastic way to learn about marine life and conservation while enjoying entertaining performances.

Water Sports and Activities
For those seeking adventure, Okaloosa Island is a haven for water sports. Rent a jet ski, paddleboard, or kayak to explore the sparkling waters of the Gulf. Parasailing offers a thrilling bird’s-eye view of the island, while snorkeling and scuba diving excursions provide a glimpse into the vibrant underwater world.

Wild Willy's Adventure Zone
Wild Willy's Adventure Zone is a family-friendly amusement park featuring a range of attractions, including mini-golf, laser tag, a ropes course, and a 4D movie theater. The park also has a variety of arcade games and an inflatable zone for younger children, ensuring fun for visitors of all ages.

Dining and Nightlife
Okaloosa Island offers a variety of dining options, from casual beachfront cafes to upscale restaurants. Enjoy fresh seafood and regional cuisine at popular spots like Angler’s Beachside Grill and The Crab Trap. For nightlife, visit The Boardwalk area, where you’ll find bars and live music venues with a lively, relaxed atmosphere.

Shopping
For those who enjoy shopping, the island and nearby areas offer a range of boutiques, gift shops, and markets. The Boardwalk is home to several shops selling beachwear, souvenirs, and local crafts, providing the perfect opportunity to find unique gifts and mementos.

Outdoor Exploration
Nature enthusiasts can explore the island’s natural beauty through various outdoor activities. Take a scenic bike ride or hike along the island’s trails, or visit nearby state parks such as Henderson Beach State Park and Gulf Islands National Seashore for more extensive exploration and wildlife viewing.

Events and Festivals
Okaloosa Island hosts a variety of events and festivals throughout the year, celebrating everything from local culture to seasonal holidays. The Billy Bowlegs Pirate Festival, held annually in nearby Fort Walton Beach, is a particularly popular event featuring parades, fireworks, and pirate-themed festivities.

Whether you’re looking to relax on the beach, enjoy exciting water sports, or explore local attractions, Okaloosa Island offers a diverse range of activities to make your visit unforgettable. With its natural beauty and welcoming atmosphere, it’s a destination that captures the essence of a perfect coastal getaway.

Vacation Rental Reviews

• Great Condo - Beach is just a few steps out the patio door.

  Stayed 5 days ending in June, 2026

  • Location
    
  • Cleanliness
    
  • Services from rental manager
    
  • Overall satisfaction
    

  Property condition:

  Jenna J from Palestine, TX recommends this vacation rental

  We love this condo. We have stayed here with our family many years. It is always clean and the proximity to the beach can’t be beat.

•  

• We love the Island Surf Condos

  Stayed 9 days ending in May, 2026

  • Location
    
  • Cleanliness
    
  • Services from rental manager
    
  • Overall satisfaction
    

  Property condition:

  a guest from Stone Mountain, GA recommends this vacation rental

  We’ve been coming to the Island Surf condos since 1975. We love it.

  • Manager Responded on 5/16/2026

    51 years!!! See you next year for 52!

•  

• Fun stay

  Stayed 73 days ending in March, 2026

  • Location
    
  • Cleanliness
    
  • Services from rental manager
    
  • Overall satisfaction
    

  Property condition:

  Palma C from Pendleton, IN recommends this vacation rental

  Can not find even one thing to complain about. Not enough room to cover all the good. Thanks guys

•  

• Happy place

  Stayed 7 days ending in September, 2025

  • Location
    
  • Cleanliness
    
  • Services from rental manager
    
  • Overall satisfaction
    

  Property condition:

  Brenda E from Kingsport, TN recommends this vacation rental

  As always, this was another amazing week on Okaloosa Island at Island Surf.
  The condo was clean and inviting. A 30-40 yard walk and you were at your chairs and umbrella right at the Gulf of America water’s edge. Plan on coming back next year!

  • Manager Responded on 10/4/2025

    Thank you for the kind words, Brenda. See you soon!

•  

• Trevor Kelley

  Stayed 7 days ending in August, 2025

  • Location
    
  • Cleanliness
    
  • Services from rental manager
    
  • Overall satisfaction
    

  Property condition:

  Trevor K from Delta, MO recommends this vacation rental

  Showed up place was very clean, location is perfect and super quite will definitely be back! We enjoyed crab island with captain WAM, we loved eating at crab trap, rockin tacos and high tide!

  • Manager Responded on 8/18/2025

    Sounds like you got the full Okaloosa Island experience, Trevor! Glad you were able to make it home after all. Hope to see you again soon!

•  

• Beautiful Vacation

  Stayed 4 days ending in August, 2025

  • Location
    
  • Cleanliness
    
  • Services from rental manager
    
  • Overall satisfaction
    

  Property condition:

  a guest from Wildwood, MO recommends this vacation rental

  Had a family birthday celebration with 15 of us!! We took over Island Surf !!
  Everyone loved their condo! What a great location on the beach and when I say beach, it’s just beyond the beautiful white sand dunes!! Free complimentary two chairs and umbrella service on the beach was convenient. Condo was clean and perfect! Plan on making it a favorite vacation spot!!����

  • Manager Responded on 8/3/2025

    Happy Birthday! Thank you for the feedback, Susan. Island Surf is a great little spot! So happy it worked well for you and your family. Hope you can bring the entire crew again next year!

•  

• Family Recommended

  Stayed 5 days ending in July, 2025

  • Location
    
  • Cleanliness
    
  • Services from rental manager
    
  • Overall satisfaction
    

  Property condition:

  Tammy J from Junction City, Arkansas recommends this vacation rental

  Clean, as described, great communication, no issues, have stayed several times and will continue

  • Manager Responded on 7/12/2025

    Thank you for the feedback, Tammy! Hope to see you again soon!

•  

• Great!

  Stayed 4 days ending in June, 2025

  • Location
    
  • Cleanliness
    
  • Services from rental manager
    
  • Overall satisfaction
    

  Property condition:

  Destry N from Deport, TX recommends this vacation rental

  Perfect spot. Easy access to the beach. Very nice unit.

  • Manager Responded on 7/12/2025

    Thank you for the feedback, Destry! Hope to see you again soon!

•  

• Exceptional Start to Finish

  Stayed 3 days ending in May, 2025

  • Location
    
  • Cleanliness
    
  • Services from rental manager
    
  • Overall satisfaction
    

  Property condition:

  Mike M from Chatham, IL recommends this vacation rental

  The Legacy Vacations Team and the Island Surf facility were both exceptional. This was the second time within 45 days I stayed in the unit and it was because of the great location and excellent service provided. I will be back soon!

  • Manager Responded on 7/29/2025

    Thank you for the feedback and kind words, Mike. We take a lot of pride in what we do, hearing words like "exceptional" makes it all worth it! Maybe not 45 days, but see you again soon!

•  

• Great Stay

  Stayed 8 days ending in May, 2025

  • Location
    
  • Cleanliness
    
  • Services from rental manager
    
  • Overall satisfaction
    

  Property condition:

  a guest from Stone Mountain, GA recommends this vacation rental

  Everything done correctly and on time. This is our 3rd year using Legacy and they are the best, especially Cullen.

  • Manager Responded on 5/23/2025

    Thanks for the feedback, Don and Pat! We appreciate the kind words...Cullen is a champ! Looking forward to seeing you next year!

•  

• Thoroughly Enjoyed My Stay

  Stayed 19 days ending in April, 2025

  • Location
    
  • Cleanliness
    
  • Services from rental manager
    
  • Overall satisfaction
    

  Property condition:

  Mike M from Chatham, IL recommends this vacation rental

  Island Surf #2 was a great location and is true hidden gem of a facility. It is the absolute closest set of condos to the beach, provides parking right next to the unit, has a restaurant/bar next door, and comes equipped for a comfortable stay. Legacy Vacations was great to work with to book the stay and were extremely prompt to reply to any questions I had during my stay.

  • Manager Responded on 5/4/2025

    Thank you for your feedback, Mike. Island Surf is definitely that, a hidden gem. Hope to see you again soon!

•  

• October trip

  Stayed 9 days ending in October, 2024

  • Location
    
  • Cleanliness
    
  • Services from rental manager
    
  • Overall satisfaction
    

  Property condition:

  Carl D from Vandalia, MO recommends this vacation rental

  Light bulb in microwave for stove was out, grill did not work, next door neighbor, unit 1, kids were invasive, looking in our window. However these were minor issues. We will be going back.

•  

• Happy place

  Stayed 7 days ending in September, 2024

  • Location
    
  • Cleanliness
    
  • Services from rental manager
    
  • Overall satisfaction
    

  Property condition:

  Brenda E from Kingsport, TN recommends this vacation rental

  This is year 36 of coming to Island Surf. It NEVER disappoints! From the remodeled kitchen and bathroom to the beautiful beach and water to the umbrella and chairs service, this trip was fabulous. This is a hidden jewel on Okaloosa Island.

•  

• Anniversary Weekend

  Stayed 4 days ending in July, 2024

  • Location
    
  • Cleanliness
    
  • Services from rental manager
    
  • Overall satisfaction
    

  Property condition:

  a guest from Pascagoula, MS recommends this vacation rental

  Great stay!

•  

• yearly vacation

  Stayed 7 days ending in June, 2024

  • Location
    
  • Cleanliness
    
  • Services from rental manager
    
  • Overall satisfaction
    

  Property condition:

  Andy W from Piperton, TN recommends this vacation rental

  Fitted sheets on bed will not stay on mattress. Wrong size aggravating

•  

• Fun Family Getaway

  Stayed 2 days ending in May, 2024

  • Location
    
  • Cleanliness
    
  • Services from rental manager
    
  • Overall satisfaction
    

  Property condition:

  Donna S from Roxie, MS recommends this vacation rental

  Overall nice place to stay. My 1yr old twins were able to play in the little backyard. Only thing that worried me was the sand leading to the wash off area outside the pool had fire ants in it and the babies wanted to keep going to play in it. Plenty of towels and rags. Nice dishes love the beach service just didn’t like the walk to where we had to set up( too far to walk holding babies) Wish the tables outside were updated with the other apartments. My babies hurt theirselves on the concrete table. Another complaint was it was confusing on how to get ahold of someone there about issues arising with people parking there with no apartment rented.

•  

• Best Place to Stay

  Stayed 7 days ending in May, 2024

  • Location
    
  • Cleanliness
    
  • Services from rental manager
    
  • Overall satisfaction
    

  Property condition:

  Josh L from Water Valley, MS recommends this vacation rental

  We absolutely love coming and staying every year! It's become something my little family looks forward to. Can't wait to come back next year!

•  

• Every Octobert

  Stayed 8 days ending in October, 2023

  • Location
    
  • Cleanliness
    
  • Overall satisfaction
    

  Property condition:

  Carl D from Vandalia, MO recommends this vacation rental

  My only complaint is the ‘thin walls’. You can hear the shower, talking, etc. from the room next door. Not enough of a problem to cancel our annual October trip.

•  

• Beautiful condo. So close to the ocean!!

  Stayed 6 days ending in August, 2023

  • Location
    
  • Cleanliness
    
  • Services from rental manager
    
  • Overall satisfaction
    

  Property condition:

  Donna R from Conway, AR recommends this vacation rental

  We had a great time. Condo is beautiful, clean and so convenient to pool and ocean. We loved it.!!

•  

• AMAZING-Closest to the beach!

  Stayed 4 days ending in August, 2023

  • Location
    
  • Cleanliness
    
  • Services from rental manager
    
  • Overall satisfaction
    

  Property condition:

  a guest from Pierce City, MO recommends this vacation rental

  Everything was great with our rental, we were literally steps from the beach and we have never stayed closer. The umbrella and chair rental that came with our condo rental was a huge perk, we used them every day of our vacation. It’s a small condo but with all the amenities, we loved it so much and we will be back over and over again!! A true hidden treasure.

•  

• Loved it!

  Stayed 1 day ending in July, 2023

  • Location
    
  • Cleanliness
    
  • Services from rental manager
    
  • Overall satisfaction
    

  Property condition:

  LaDiyah A from Montgomery, AL recommends this vacation rental

  I booked this rental without even realizing that it was a beachfront unit until we arrived. I was just so Please that I was able to find a unit the night before arrival. Approval was quick. Response from the host was quick when we were unsure of the actual unit we booked for. The pool was great and the beach was literally right outside the back door. The space was very clean and accommodated my party of guest Comfortably. We absolutely loved it here!

•  

• Happy place

  Stayed 7 days ending in June, 2023

  • Location
    
  • Cleanliness
    
  • Services from rental manager
    
  • Overall satisfaction
    

  Property condition:

  Brenda E from Kingsport, TN recommends this vacation rental

  As always, it was a wonderful week at Island Surf and the beach. New paint, cabinets, counters, etc was a very nice surprise. It was time. I’ve been coming to Island Surf for over 35 years.

•  

• Lovely Place for a Family Vacation

  Stayed 7 days ending in June, 2023

  • Location
    
  • Cleanliness
    
  • Services from rental manager
    
  • Overall satisfaction
    

  Property condition:

  Lindy S from Douglasville, unknown recommends this vacation rental

  The condo was very clean and homey. Very nice and quiet place for a family vacation getaway!

•  

• Our favorite place to stay

  Stayed 7 days ending in May, 2023

  • Location
    
  • Cleanliness
    
  • Services from rental manager
    
  • Overall satisfaction
    

  Property condition:

  Josh L from Water Valley, MS recommends this vacation rental

  We have been staying here for years for our little family vacations and absolutely love it. The condo is always clean as well as the outside and the pool area. It’s private and cozy and we have never had any issues! I wouldn’t want to stay anywhere else.

•  

• Great spot

  Stayed 4 days ending in May, 2023

  • Location
    
  • Cleanliness
    
  • Services from rental manager
    
  • Overall satisfaction
    

  Property condition:

  Lucas K recommends this vacation rental

  Great spot, very clean, close to the beach

•  

• Update complete

  Stayed 7 days ending in May, 2023

  • Location
    
  • Cleanliness
    
  • Services from rental manager
    
  • Overall satisfaction
    

  Property condition:

  a guest from Stone Mountain, GA recommends this vacation rental

  Great place to stay. We’ve been coming to the Island Surf since 1973! It needed updating, and they did. New granite countertops, new appliances and new laminate floors. We will be going back for many years to come!

•  

• Loved this place

  Stayed 3 days ending in May, 2023

  • Location
    
  • Cleanliness
    
  • Services from rental manager
    
  • Overall satisfaction
    

  Property condition:

  Cherre J from Monticello, KY recommends this vacation rental

  A best little place to come and enjoy the beach and the condo was awesome. Was very clean and bed comfy will definitely be back

•  

• Island Surf

  Stayed 7 days ending in September, 2022

  • Location
    
  • Cleanliness
    
  • Services from rental manager
    
  • Overall satisfaction
    

  Property condition:

  Pat M recommends this vacation rental

  Great place to stay. We have been guest there for many years

•  

• Fantastic location

  Stayed 4 days ending in September, 2022

  • Location
    
  • Cleanliness
    
  • Services from rental manager
    
  • Overall satisfaction
    

  Property condition:

  Emily C recommends this vacation rental

  It was amazing. The location right on the beach. Secluded enough with just a few neighbors. Only minutes away from multiple restaurants and attractions.

•  

• Incredible

  Stayed 8 days ending in July, 2022

  • Location
    
  • Cleanliness
    
  • Services from rental manager
    
  • Overall satisfaction
    

  Property condition:

  a guest recommends this vacation rental

  Everything was amazing!! House was very well maintained. Stores and restaurants were very close to the house.

•  

• Great Experience!

  Stayed 3 days ending in May, 2022

  • Location
    
  • Cleanliness
    
  • Services from rental manager
    
  • Overall satisfaction
    

  Property condition:

  Callie W recommends this vacation rental

  We had a last minute trip to Destin, this location was PERFECT. Few steps to the beach and a few steps to the pool. Everything was clean, stocked well and easy code access! Great location near some great food! Our new favorite place to stay in the area! Also loved I could park right outside my room. Didn’t waste a second with the hassle of walking far distances.

•  

• Perfect stay, except door lock on beach side sticks every time.

  Stayed 9 days ending in May, 2022

  • Location
    
  • Cleanliness
    
  • Services from rental manager
    
  • Overall satisfaction
    

  Property condition:

  a guest from Stone Mountain, GA recommends this vacation rental

  Good stay as usual.

•