Condo -
5
(44 Reviews)
Island Princess 414
🌴Gulf FRONT!Balcony Views☀️Gulf Front Pool & Hot Tub ~ Fitness Room & Grills🌴
2
bedrooms
2
full
6
guests
Pets Not Allowed
Flexible
- Address: 520 Santa Rosa Boulevard
- Location: Okaloosa Island
- Type: Condo
Description
Top Reasons to Book this Lovely Condo!
* Stunning Gulf Front Views
* Gulf Front Pool; Hot Tub, Fitness Center and Grills!
* Laid back area, only 10 min from Destin's action!
* Just 2 miles from The Boardwalk and Gulfarium!
* Professionally Managed; 24/7 Service
Welcome to Island Princess 414! The Island Princess is a seven-story, family-oriented complex located right on the beach on sunny Okaloosa Island. This spacious 2 bedroom condominium features a balcony that looks directly over the beautiful blue waters of the Gulf of Mexico. There is a king sized bed in the master with beautiful views of the sugar white beaches and emerald waters, two twin size beds in the second bedroom and a sleeper sofa in the living room, so this lovely unit sleeps 6! With a seasonally heated, gulf front pool, hot tub, fitness room, BBQ area and covered parking, you'll have everything you need for the perfect vacation here. Make Island Princess 414 your vacation destination!
*This property is not available to adults Under the age of 25. No Exceptions.*
*We LOVE Snowbirds! Low Monthly Winter Rates*
Snowbird Season runs November thru February, on a monthly basis. To prepare a qualified quote, select your arrival date (must be the 1st day of the month) and the departure date (must be the 1st day of the month). Alternate dates must be pre-approved. All monthly rentals are subject to an additional $150 cleaning fee. Please contact us with your interest and to further assist!"
The Island Princess is a 7 story complex with 136 units featuring gulf front balconies in the heart of Okaloosa Island. Watch dolphins frolic from your own private, gulf front balcony or take a swim in the lovely, gulf front pool (heated seasonally). Soak your cares away in the hot tub or grill up your fresh catch on the provided grills. Need to keep up with your workout? Use the fitness center and don't miss a beat. The covered parking area will keep your vehicle out of the tropical sun.
The Bed Setup:
Master Bedroom: King Bed
Guest Bedroom: Two Twin Beds
Living Room: Sleeper Sofa
Area Attractions:
Welcome to The Boardwalk! We are located directly on The Gulf of Mexico, on the beaches of beautiful Okaloosa Island! The Boardwalk is your one-stop destination for fun, day and night! Relax on the beaches of The Gulf of Mexico while sipping a frozen concoction prepared at our outdoor bar upstairs at The Crab Trap, stroll the boardwalk and visit Islanders Coastal Outfitters for new beach attire or grab a frozen snack from Pino Gelato. When day turns to night, Al’s Beach Club is our premier club and burger bar. Hungry? We've got that covered as well! Grab some fresh from the Gulf seafood from any of our great beachfront restaurants located directly on The Boardwalk!
* Stunning Gulf Front Views
* Gulf Front Pool; Hot Tub, Fitness Center and Grills!
* Laid back area, only 10 min from Destin's action!
* Just 2 miles from The Boardwalk and Gulfarium!
* Professionally Managed; 24/7 Service
Welcome to Island Princess 414! The Island Princess is a seven-story, family-oriented complex located right on the beach on sunny Okaloosa Island. This spacious 2 bedroom condominium features a balcony that looks directly over the beautiful blue waters of the Gulf of Mexico. There is a king sized bed in the master with beautiful views of the sugar white beaches and emerald waters, two twin size beds in the second bedroom and a sleeper sofa in the living room, so this lovely unit sleeps 6! With a seasonally heated, gulf front pool, hot tub, fitness room, BBQ area and covered parking, you'll have everything you need for the perfect vacation here. Make Island Princess 414 your vacation destination!
*This property is not available to adults Under the age of 25. No Exceptions.*
*We LOVE Snowbirds! Low Monthly Winter Rates*
Snowbird Season runs November thru February, on a monthly basis. To prepare a qualified quote, select your arrival date (must be the 1st day of the month) and the departure date (must be the 1st day of the month). Alternate dates must be pre-approved. All monthly rentals are subject to an additional $150 cleaning fee. Please contact us with your interest and to further assist!"
The Island Princess is a 7 story complex with 136 units featuring gulf front balconies in the heart of Okaloosa Island. Watch dolphins frolic from your own private, gulf front balcony or take a swim in the lovely, gulf front pool (heated seasonally). Soak your cares away in the hot tub or grill up your fresh catch on the provided grills. Need to keep up with your workout? Use the fitness center and don't miss a beat. The covered parking area will keep your vehicle out of the tropical sun.
The Bed Setup:
Master Bedroom: King Bed
Guest Bedroom: Two Twin Beds
Living Room: Sleeper Sofa
Area Attractions:
Welcome to The Boardwalk! We are located directly on The Gulf of Mexico, on the beaches of beautiful Okaloosa Island! The Boardwalk is your one-stop destination for fun, day and night! Relax on the beaches of The Gulf of Mexico while sipping a frozen concoction prepared at our outdoor bar upstairs at The Crab Trap, stroll the boardwalk and visit Islanders Coastal Outfitters for new beach attire or grab a frozen snack from Pino Gelato. When day turns to night, Al’s Beach Club is our premier club and burger bar. Hungry? We've got that covered as well! Grab some fresh from the Gulf seafood from any of our great beachfront restaurants located directly on The Boardwalk!
Availability Calendar
Clear Dates
Bedding
Master Bedroom
Sleeps: 2
1 King
Attached Bathroom
Guest Bedroom
Sleeps: 2
2 Twin
Attached Bathroom
Living Room
Sleeps: 2
1 Sleeper Sofa
Amenities 39
- Black Friday
Community Facilities
- Gym/Fitness Room
Entertainment
- Satellite or Cable
- Television
Facility Amenites
- Community Pool
Featured Amenities
- Ocean Front
- Ocean View
- Snowbird Friendly
Inside Amenities
- Air Conditioning
- Bathroom Essentials
- Carbon Monoxide Detector
- Ceiling Fan
- Central Air Conditioning
- Dryer
- Free Wifi
- Heating
- Hot Water
- Iron & Ironing Board
- Laptop Friendly Work Space
- Linens Provided
- Living Room
- Shampoo
- Shower
- Smoke Detector
- Washer
Must Haves
- Beach Front
- Beach View
- Elevator
- Hot Tub
- Pool
Outside Amenities
- Balcony
- Free Parking
- Outdoor Furniture
Pool and Spa
- Heated Pool
- Outdoor Pool
View and Location
- Gulf Front
- Gulf View
- Walk to Beach
- Water View
Location
Reviews
5
(44)
5
Had a wonderful time. The condo was clean and had plenty of amenities. We have stayed in Destin/Ft Walton Beach many times. There’s plenty of restaurants and activities nearby and the beaches are beautiful.- Reviewed On: 10/17/2025
- Check Out On: 10/17/2025
Thank you, Tim. We’re glad you had a wonderful time and that the condo was clean and well-equipped with plenty of amenities. It’s great to hear the nearby restaurants, activities, and beautiful beaches lived up to your expectations from previous Destin/Ft. Walton visits. We’d love to welcome you back! RealJoy VacationsReal Joy staff
5
Exceptional
There are no comments available for this review- Reviewed On: 10/7/2025
5
Exceptional
The bed was extremely comfortable!! Parking was confusing at first. I didn't know that it was numbered and someone threatened to have my car towed.- Reviewed On: 9/28/2025
- Check Out On: 9/27/2025
5
I had a great stay loved the space it was nice and the view was awesome!!! Definitely coming back and I definitely recom
How nice and quiet it was the parking was good and I loved how close it was to the beach …- Reviewed On: 9/22/2025
- Check Out On: 9/22/2025
Thank you so much for your kind words! We’re thrilled you enjoyed the space, the view, and the peaceful location. It’s great to hear the parking and proximity to the beach added to your experience. We look forward to welcoming you back soon!Real Joy staff
5
Second time staying at Island princess in Fort Walton. Hosted by real joy. Very responsive. We had a cleaner come back with some concerns we had. Devin was so helpful and responsive within 20 minutes and had someone come back to clean within a couple hours. They were really amazing hosts. We will definitely be back!- Reviewed On: 9/19/2025
- Check Out On: 9/19/2025
Hi Alyssa,
Thanks for the wonderful review and for choosing Island Princess again. I’m glad Devin and the team were responsive and able to address the cleaning concerns quickly. We look forward to hosting you again!
Best,
RealJoy VacationsReal Joy staff
5
The best! We loved it there! No complaints!- Reviewed On: 9/12/2025
- Check Out On: 9/5/2025
Thank you, Cayla! Happy to hear you loved it — no complaints is the best review. We hope to host you again soon!Real Joy staff
5
We loved the location! Everything was easy to get to. View was breathtaking! My only regret was that I didn’t book for longer.- Reviewed On: 9/12/2025
- Check Out On: 9/12/2025
Hi Nancy,
Thank you for your review. Glad you loved the location and the breathtaking view. Sorry you didn't book longer — we’d love to host you again for an extended stay!
Best,
Tammy
RealJoy VacationsReal Joy staff
5
We loved our stay here! It was clean and spacious! Will definitely book again!- Reviewed On: 9/5/2025
- Check Out On: 9/5/2025
Hello Cayla,
Thank you for your kind words. We're happy to hear you enjoyed the cleanliness and spaciousness of the property. We look forward to welcoming you back again!
RealJoy VacationsReal Joy staff
5
We loved our stay here! It was clean and spacious! Will definitely book again!- Reviewed On: 9/5/2025
- Check Out On: 9/5/2025
5
Great family spot.- Reviewed On: 8/23/2025
- Check Out On: 8/23/2025
5
Exceptional
I liked being beachfront. The condo was perfect There isn't anything I didn't like- Reviewed On: 8/19/2025
Thank you so much for your kind words! We're thrilled to hear you enjoyed the beachfront location and found the condo perfect. We hope to welcome you back again soon!Real Joy staff
5
We truly enjoyed our stay at the Island Princess! We had the most amazing view of the ocean! The room was very clean and comfortable. If I had to choose anything at all that I would want to improve I would have to say the bedspread on the king bed. It was so small it didn't even reach side to side. But there were plenty of extra blankets which was nice! Still a five star from me!- Reviewed On: 8/12/2025
- Check Out On: 8/5/2025
Thank you for your wonderful review, Kimber! We're glad you enjoyed the ocean view and found the room clean and comfortable. We appreciate your feedback about the bedspread and will keep it in mind. We look forward to hosting you again!Real Joy staff
5
Beautiful stay on the beach in FWB. It was a great location not far from good restaurants and things to do. Will definitely go back!- Reviewed On: 6/17/2025
- Check Out On: 6/15/2025
5
Great place, great location, definitely will be going back- Reviewed On: 6/9/2025
- Check Out On: 6/9/2025
Thank you for your great review, Casi! We're pleased to hear that you enjoyed the place and its location. We look forward to welcoming you back for your next stay!Real Joy staff
5
Exceptional
There are no comments available for this review- Reviewed On: 6/1/2025
- Check Out On: 5/21/2025
5
I loved it and hope to stay again! Thank you for your hospitality!- Reviewed On: 5/19/2025
- Check Out On: 5/12/2025
5
Enjoyed our stay. However, this condo is so dated. The rugs and carpet are dirty and stained. Bed in master is very comfy and pillows are nice! Kitchen is well stocked with the basics. The staff from RealJoy are professional and helpful! Their response time is quick! Some of the permanent tenants of the building are a bit territorial and can be quite rude! Overall, a good experience! Make sure you check out Crab Island Jimmy’s Charters..it was worth the trip!- Reviewed On: 5/18/2025
- Check Out On: 5/18/2025
5
Exceptional
There are no comments available for this review- Reviewed On: 5/16/2025
- Check Out On: 5/12/2025
5
excellent and super personnel support. i m recommending it to everyone as a perfect vacation spot- Reviewed On: 5/2/2025
- Check Out On: 4/25/2025
5
Can't beat this location, always a pleasure to stay at this unit!- Reviewed On: 4/20/2025
- Check Out On: 4/20/2025
Kathy, thank you for your 5-star review! We're glad you enjoyed the unbeatable location and had a pleasurable stay in the unit. We appreciate your loyalty and look forward to welcoming you back soon! Kindly, Real Joy Vacations Guest Relations Agent!Real Joy staff
5
Great location, right on the beach. So many things to do. Would definitely book through them again!- Reviewed On: 4/8/2025
- Check Out On: 4/8/2025
Sue, thank you for your 5-star review! It's wonderful to hear you enjoyed the great location and all the activities nearby. We look forward to hosting you again!Real Joy staff
5
Absolutely gorgeous view!! The room was very clean and cozy. There were six of us in total including 4 children. We enjoyed our stay and felt right at home! There was plenty of space for a big family. We loved sitting on the balcony, watching, and hearing the waves-and the access right off of our bedroom was great! The washer & dryer is perfect so you don’t have laundry to do when you get home.
The kitchen was clean and had everything we needed.
The location is great, very short walk right behind the unit to the beach & pool. There are several restaurants within a decent walk or quick car trip.
No complaints…We would highly recommend and plan on coming back for sure!!- Reviewed On: 3/29/2025
- Check Out On: 3/29/2025
Michelle, thank you for your fantastic 5-star review! We're pleased to hear that you loved the gorgeous view and found the room clean and cozy for your family. It’s great that the space was perfect for your group, and that you enjoyed the convenience of the balcony access and washer & dryer. We look forward to welcoming you back for another memorable stay!
RealJoy Vacations Guest Relations Team!Real Joy staff
5
My family and I had a great time in Destin. The condo had easy access from the parking lot. The beach was amazing. The view from the sitting room and bedroom was spectacular!!- Reviewed On: 3/25/2025
- Check Out On: 3/25/2025
Jeromy, thank you for your wonderful 5-star review! We're glad to hear that you and your family enjoyed your time in Destin and appreciated the easy access to the condo. We hope to see you back at RealJoy for another memorable stay!Real Joy staff
5
We absolutely enjoyed our stay. The condo was exactly as described and the host was very responsive. Any questions we had was answered quickly. We will definitely book here again in the future.- Reviewed On: 3/20/2025
- Check Out On: 3/20/2025
April, thank you for your 5-star review! We're glad to hear that the condo met your expectations and that our team was responsive to your questions. We look forward to welcoming you back for your future stays with RealJoy!Real Joy staff
5
Good views, nice condo. Easy entry and Real joy personnel were very helpful.- Reviewed On: 10/28/2024
- Check Out On: 10/27/2024
5
Exceptional
There are no comments available for this review- Reviewed On: 10/23/2024
- Check Out On: 10/19/2024
5
Had a wonderful time. Great location. The only suggestion would be get some new skillets for the kitchen. Would definitely stay again- Reviewed On: 10/19/2024
- Check Out On: 10/19/2024
5
Excellent
Great place, would stay again- Reviewed On: 9/28/2024
- Check Out On: 9/28/2024
Daniel, Thank you for the 5-star review. We're thrilled to hear you had a wonderful experience and that you would stay with us again. Thank you for choosing RealJoy.Real Joy staff
5
Perfect location and condo was just what we needed for a weekend getaway. Would stay here again for future visits.- Reviewed On: 6/23/2024
- Check Out On: 6/23/2024
Kayla, Thank you for the 5-star review. We're delighted to hear that the location and condo met your needs for your weekend getaway. We hope you'll join us again soon for another relaxing stay. Thank you for choosing RealJoy.Real Joy staff
5
Great Stay
We loved this place! Great location and tidy apartment with everything we needed. Highly recommend!- Reviewed On: 5/28/2024
- Check Out On: 5/24/2024
Rebecca, Thank you for the 5-star review! We're glad you enjoyed your stay and found the location convenient. We hope to welcome you back again soon. Thank you for choosing RealJoy.Real Joy staff
5
The view did not disappoint. We saw more dolphins from the balcony than we did on the dolphin cruise. The condo felt peaceful and made us feel at home. Highly recommend.- Reviewed On: 4/21/2024
- Check Out On: 4/21/2024
Christina, Thank you for taking the time to let us know about your stay. It's fantastic to hear that you enjoyed the beautiful views and felt at home in the condo. We hope you'll join us again soon for another peaceful getaway. Thank you for choosing RealJoy.Real Joy staff
5
We had a great stay! Location is perfect- Reviewed On: 4/14/2024
- Check Out On: 4/14/2024
Hannah, Thank you for taking the time to let us know about your stay. We're delighted to hear that you had a great time and enjoyed the location! We look forward to welcoming you back for another wonderful visit soon. Thank you for choosing RealJoy.Real Joy staff
5
The Best Way to Relax
Such a beautiful location and truly the most relaxing vacation. We could enjoy seeing ocean views for miles both directions and enjoying the sounds of the ocean and dolphins swimming by while relaxing on the deck. Everything was absolutely perfect with one exception. Please take note the beach service is a completely separate cost for chairs & umbrellas for this property. The cost on average for 2 chairs and an umbrella were $50 per day. We assumed all the condos came with 2 chairs and an umbrella, but that is not the case anymore. Unfortunately, this was an extra cost we didn’t anticipate. Other than this missing detail, we were very happy with everything else. The team was very responsive to any questions were immediate and everything was clean and well kept. We will definitely be back!- Reviewed On: 4/11/2024
- Check Out On: 4/10/2024
Marie, Thank you for the 5-star review. We're thrilled you had such a relaxing vacation and enjoyed the stunning ocean views and dolphins from the deck. We appreciate your feedback about the beach service and will keep it in mind. We look forward to welcoming you back soon! Thank you for choosing RealJoy.Real Joy staff
5
Loved the views!- Reviewed On: 4/6/2024
- Check Out On: 4/6/2024
Corinne, Thank you for taking the time to review your stay. We're so glad you loved the views! We hope you return to enjoy them again soon. Thank you for choosing RealJoy.Real Joy staff
5
Exceptional
There are no comments available for this review- Reviewed On: 4/1/2024
- Check Out On: 3/5/2024
5
Everything was wonderful.- Reviewed On: 3/17/2024
- Check Out On: 3/17/2024
Denice, Thank you for taking the time to let us know about your vacation. We're thrilled to hear everything was wonderful for you! We'd love for you to come back and experience more wonderful moments with us. Thank you for choosing RealJoy.Real Joy staff
5
Beautiful place- Reviewed On: 3/14/2024
- Check Out On: 3/14/2024
Matt, Thank you for taking the time to let us know about your experience. We're glad you found the place beautiful and hope it made your stay memorable. We'd love to have you back anytime. Thank you for choosing RealJoy.Real Joy staff
5
It was wonderful .
Some construction- Reviewed On: 3/13/2024
- Check Out On: 3/9/2024
5
Great location and perfect condo for our family. Kitchen was equipped with everything we needed to prepare meals. Both bathrooms were well stocked with towels and wash cloths. RealJoy was very responsive to any questions we had before arrival and even checked in with us after we arrived to make sure we were good.
Thank you RealJoy for a relaxing week.- Reviewed On: 10/9/2023
- Check Out On: 10/9/2023
Suzanne, We're delighted to hear that you had a great experience. We're glad you had everything you needed in the kitchen and that our team was responsive to your needs. We hope to welcome you back again soon. Thank you for choosing RealJoy.Real Joy staff
5
Can’t wait to book with them again!- Reviewed On: 9/29/2023
- Check Out On: 9/29/2023
Alyssa, We're excited to hear that you can't wait to book with us again. Thank you for choosing RealJoy!Real Joy staff
5
Our stay was great! The condo was perfectly clean and had tons of space. Yes, the appliances are slightly dated (as stated in previous reviews), but everything works fine and the kitchen had everything we needed. The outlets in the bedroom are switch operated, so as long as you have the fan switched on, they do work. And the master door to the patio DOES open. The views from the condo were absolutely breathtaking, and the beach and pool were super easy to access. Chairs and umbrellas were set up each morning and were first come first serve so that was super convenient. They also are currently doing construction on the building, but it did not affect our beach view or sleep. My only negative is that RealJoy does not communicate through Airbnb at all, so a lot of my questions went unanswered until they directly emailed me with their contact info, then I was able to reach them easily with any questions. Overall, we loved our time here and would absolutely stay again!- Reviewed On: 9/19/2023
- Check Out On: 9/19/2023
Lauren, We're delighted to hear that your stay was great. It's wonderful that you found the condo clean and spacious, and that the appliances worked fine. Thank you for sharing your insights about the outlets and the master door to the patio. We're glad that you enjoyed the breathtaking views and easy beach access. We apologize for any communication issues you experienced. You should have gotten an email prior to your stay with an invitation to our guest portal which allows us to communicate more efficiently with our guests. We're glad you loved your time here and we look forward to seeing you again soon. Thank you for choosing RealJoy.Real Joy staff
5
This condo was so beautiful and the people around was so nice!- Reviewed On: 9/11/2023
- Check Out On: 9/11/2023
Ashley, We're thrilled to hear that you found the condo beautiful and encountered friendly people during your stay. Thank you for choosing RealJoy, and we hope you had a wonderful time.Real Joy staff
5
Really loved it will highly stay again- Reviewed On: 8/27/2023
- Check Out On: 8/27/2023
Larry, We're delighted to hear that you loved your stay and look forward to welcoming you back in the future. Thank you for choosing RealJoy.Real Joy staff
5
Our stay was perfect! We loved the direct beach view, beach access, and the pool. The residents and other guests were friendly. RealJoy communicated with us well and met every need, even during off hours. We highly recommend this unit and RealJoy.- Reviewed On: 8/22/2023
- Check Out On: 8/22/2023
Steve, We're thrilled to hear that your stay was perfect and that you enjoyed the beach view, access, and pool. It's wonderful to know that our communication and service met your needs. We appreciate your recommendation and look forward to hosting you again in the future. Thank you for choosing RealJoy.Real Joy staff
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