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The Islander 104 -Heated Pool - Winter Months Available - Pickleball

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Living area
Interior
West Pool
Interior
Private kitchen

Reviews

9.0 out of 10
Wonderful
2 bedrooms2 bathroomsSleeps 6937 sq ft

Popular amenities

  • On beach
  • Private pool
  • Hot tub on site
  • Onsite parking available
  • Kitchen
  • Laundry

Explore the area

View in a map
Destin, FL
  • Place, Destin Beaches
    ‪5 min walk‬
  • Place, Destin Harbor
    ‪6 min walk‬
  • Place, Destin Harbor Boardwalk
    ‪5 min drive‬
  • Airport, Fort Walton Beach, FL (VPS-Northwest Florida Regional)
    ‪34 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

2 Twin Bunk Beds

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Deck or patio
Kitchen
Balcony

About this property

The Islander 104 -Heated Pool - Winter Months Available - Pickleball

Welcome to The Islander104 Located in Destin, Florida on Holiday Isle!

Discover beachfront bliss in this Destin, Florida, vacation rental along the stunning Emerald Coast. Perfect for a family or friends' getaway, this inviting ground-floor rental offers private beach access and easy entry to Destin’s pool, accommodating up to six guests comfortably.

Living Room: Relax in a spacious, tile-floored living room with a comfortable sleeper sofa and a flat-screen TV, ideal for unwinding after a day on the beach. Patio doors open directly to your private first-floor patio, creating a seamless indoor-outdoor living experience perfect for vacation relaxation.

Patio Access: Enjoy private beach & the pool just a short stroll away. Enjoy sitting on your patio and taking in the sights and sounds of the Gulf of Mexico while sipping on your favorite beverage.

Fully Equipped Kitchen: This Destin rental features a fully equipped kitchen with major appliances, cookware, and essentials, making meal prep easy. A dining area offers space for sit-down meals together.

Bedrooms: Rest easy in the master bedroom with a cozy king-sized bed and in the guest bedroom with two twin beds, both with carpeted flooring for added comfort.

No washer and dryer are available in the unit, but convenient coin-operated laundry facilities are available and located onsite.

Book your unforgettable Destin vacation rental today!

The Islander in Destin, Florida located on Holiday Isle!

Complimentary Beach Service is provided from March 1 to Oct 31. As a guest at The Islander, you can enjoy (2) complimentary beach chairs and (1) umbrella, each day of your stay! (Valid for stays 14 days or less)

Amenities: At The Islander Resort in Destin, Florida, you can enjoy an active and fun-filled Destin vacation with access to two pools (1-Seasonally Heated), (4) pickleball courts, (2) tennis courts, a half basketball court, and two shuffleboard courts. Complimentary equipment is available for checkout at the front desk, making it easy to stay engaged during your stay.

Fitness Center & Grilling Area: The fitness center, conveniently located next to the lobby just a short stroll away! What a great way to keep up with your workout routine while you are on vacation in Destin. For those looking to savor the fresh catch of the day or grill some delicious burgers, the pavilion and gazebo are equipped with several charcoal grills for guest use.

Children Vacation Activities: During the summer season, we offer a variety of vacation activities for children, ensuring a memorable family vacation experience. Enjoy fun options like glitter tattoos, crafts, dive-in movie nights by the pool, beach painting sessions, and live music around the pool.

Onsite Laundry Room: PLEASE NOTE: Washer & Dryers are NOT provided in every vacation rental; However, Coin Operated washer & dryers are located on premises!

VIP: As a bonus, As an Islander guests you receive discounts to many local excursions and restaurants, enhancing your experience in beautiful Destin.

Additional Rules: For a comfortable stay, please note the following guidelines! Smoking is not allowed inside the units or on the patio; however, designated smoking areas are provided for your convenience. We kindly ask that no pets accompany you during your visit. Each unit accommodates a maximum of 6 guests to ensure everyone enjoys their space. An initial supply of paper towels, toiletries, and trash bags is included in the rental. Once these supplies are used, guests will need to restock for the remainder of their stay. Please note Washer & Dryers are not available unless specified!

Book Now! Your vacation at The Islander awaits!
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Pool
Hot Tub
Kitchen
Free WiFi
Air conditioning
Laundry

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property

About the neighborhood

Destin

Located in Holiday Isle, a neighborhood in Destin, this condo is near theme parks and on the beach. HarborWalk Village and Destin Commons 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 Henderson Beach State Park. 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, snorkeling, and surfing/body boarding 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 - 6 min walk - 0.6 km
  • Big Kahuna's Water and Adventure Park - 4 min drive - 3.1 km
  • Destin Harbor Boardwalk - 5 min drive - 3.5 km
  • HarborWalk Village - 6 min drive - 4.2 km

Getting around

  • Northwest Florida Regional Airport (VPS) - 30 min drive

Restaurants

  • ‪Circle K - ‬4 min drive
  • ‪Cj’s Hangout - ‬6 min drive
  • ‪Donut Hole - ‬5 min drive
  • ‪TAILFINS Ale House & Oyster Bar - ‬7 min drive
  • ‪Margaritaville - ‬4 min drive

Frequently asked questions

Does The Islander 104 -Heated Pool - Winter Months Available - Pickleball have a pool?

Yes, this property has a pool. Pool types include heated pools.

How much does it cost to stay at The Islander 104 -Heated Pool - Winter Months Available - Pickleball?

As of Apr 13, 2026, prices found for a 1-night stay for 2 adults at The Islander 104 -Heated Pool - Winter Months Available - Pickleball on Aug 4, 2026 start from $357, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is The Islander 104 -Heated Pool - Winter Months Available - Pickleball pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at The Islander 104 -Heated Pool - Winter Months Available - Pickleball?

Check-in begins at 4:00 PM.

What time is check-out at The Islander 104 -Heated Pool - Winter Months Available - Pickleball?

Check-out is at 10:00 AM.

Where is The Islander 104 -Heated Pool - Winter Months Available - Pickleball located?

Nestled on the beach, this Holiday Isle condo building is within a 10-minute walk of Choctawhatchee Bay and Destin Beaches. Big Kahuna's Water and Adventure Park and Destin Harbor Boardwalk are also within 3 mi (5 km).

Reviews

9.0

Wonderful

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. 17 out of 26 reviews
Rating 8 - Good. 6 out of 26 reviews
Rating 6 - Okay. 2 out of 26 reviews
Rating 4 - Poor. 1 out of 26 reviews
Rating 2 - Terrible. 0 out of 26 reviews

9.0/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

From a partner site

10/10 Excellent

JACK B.

Exceptional

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The staff was excellent.
From a partner site

10/10 Excellent

A guest from Hustonville, KY

Vacation

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a great time while there. Accommodations were wonderful and everyone was very kind to us.
From a partner site

10/10 Excellent

virginia b.

Great vacay stay!!

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Unit 104 is very nicely furnished-a great "beach feel"The Islander is our new go to! The grounds are very well maintained and love the short walk to the beach
From a partner site

10/10 Excellent

Tonya R.

Nice Getaway

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Very pleased - property was very clean and the location was perfect. Front desk was friendly and helpful.
Archival

10/10 Excellent

Jason E.

Nice

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Excellent
From a partner site

10/10 Excellent

Kim B.

A Dream Get-A-Way

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had the best vacation we’ve had in a very long time. The place was great, the staff was so helpful, the weather was amazing, and the food was delicious!!
Archival

10/10 Excellent

Lori C.

Satisfied!

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Furniture was comfortable and the place was as expected. Loved the location and would choose to stay here again.
From a partner site

10/10 Excellent

Theresa M.

Love the Islander!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Loved our stay in Unit 104! We have stayed here many times and this might be our new favorite! Well decorated, nice updates, furniture is good, beds are comfy - loved it! Very relaxing beachy vibe
From a partner site

10/10 Excellent

A guest from NOME, TX

2022 Oct Destin Vacation

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We've been staying at The Islander for the past 15 years-we have yet to have a bad experience. I'd highly recommend.
From a partner site

10/10 Excellent

Sandy D.

Fall Break in Destin

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a great vacation and stay. But I did feel like the owners of the condo do need to update the condo. The wood on the bathroom vanity is rotten, and the shower had mildew stains.
Verified

10/10 Excellent

Tomi S.

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

Relaxing & Peaceful

Perfect spot to get away from the hustle and bustle. Property is well kept. Unit was as advertised except I was expecting the unit to have a washer and dryer and it didn’t. Coin operated machines were on a different floor. Overall, it was the perfect spot for a family weekend get away.
Stayed 3 nights in May 2023
From a partner site

8/10 Good

Thanksgiving get away

Rating Details: The property manager was more than helpful. The vacation rental was very clean. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We love the Islander! We have stayed there for nearly 30 years! We prefer the east side 1st floor. We recently stayed in unit 104. It was clean and provided all we needed, but the bathrooms are both in need of an update. There were a couple other issues I shared with the front desk, but otherwie a great stay and nice weather. We plan to return in the spring and have booked unit 103.
From a partner site

8/10 Good

Home away from home

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The stay was amazing as always. This specific unit had bunk beds in the spare room which was nice for the kiddos. The only complain we have specific for our unit was the master bedroom mattress was hard as a rock. The property management doesn’t deal with this, it is an owner purchase. We didn’t sleep much because of this. But overall it was an amazing stay like always
From a partner site

10/10 Excellent

tracey h.

Islander 104

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Wonderful! Check in was fantastic and easy on Thursday. Check out even better as we were allowed to stay a few extra hours. We REALLY appreciate. Condo 104 was so well decorated and everything we needed was available. Towel supply fantastic. Mattress in both rooms could be updated and replaced. Twin beds headboards need to be adjusted to the bed frame as they moved a lot when getting on and off the bed. Location of 104 was great and easy to go to the beach.
From a partner site

8/10 Good

Jamie H.

Close to beach access

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: 104 is clean and comfortable. Although the couch and chairs could be updated as they are showing lots of use, the five of us were comfortable in our beds and in the living area. The description needs to updated to match the pictures. It is a single bunk over a full. The proximity to the beach access was the best part for us although the beach is very crowded during peak season. The set up of the chairs and umbrellas on the beach is unfortunate bc there is very little space between. Also this private beach area only allows for umbrellas and no other type of cover. We will not be staying in this area of Destin again as it was very crowded.
Verified

10/10 Excellent

Logan F.

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

A good place to stay

Good neighborhood excellent staff not too far of a walk to the beach easy walk to the beach overall a good place to stay
Stayed 4 nights in May 2022
From a partner site

8/10 Good

MARY K.

Another stay at the Islander

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We have stayed many times at the islander and keep coming back for more! It offers every thing we could ask for in a vacation rental. Unit 104 had everything we needed in general. The condition of 104 could use some maintenance. The king bed was truly only half usable. The right side of the bed was so worn and sloped toward the floor. Sleeping on that side could have resulted in falling out of bed. The kitchen seemed beat up a bit. The counter top had a chip in it, the refrigerator was dented and scratched. Still had a wonderful time though! We are so happy to see Alan is back at the beach! We do love Alan! We are already looking at booking another trip there and would just choose another unit!
From a partner site

8/10 Good

Bob S.

Islander Resort Destin Florida.

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The islander is located on Gulf Shore Drive. Very close for shopping restaurants golf and beautiful Beach. Two pools one heated all winter. Two hot tubs. Pickle ball & tenis courts. The resort is kept very clean. Friendly staff. The Condo could use some redecorating.
From a partner site

8/10 Good

Beautiful Beach Resort

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The Islander is one of my favorite vacation locations. The walk to the beach is short, just over the boardwalk, and the pools are just the right temperature. The grounds are beautiful, clean, and usually well maintained. This year the tennis court was unusable, so no tennis tournament for the teens. There were a few maintenance issues with the unit, but nothing major. The main issue was the smell in the unit upon arrival. It was a mixture of cleaning chemicals and stagnant air. It was not terrible, but definitely unpleasant. With the windows open it dissipated after about two days, but those two days were temperate and had about 90-100% humidity. After the smell was gone and it was warm enough to turn on the air conditioner, to dry everything out, it was again the great vacation we expected.
From a partner site

10/10 Excellent

Anne T.

Beautiful Room

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We loved our stay at The Islander - we have been staying here for years . We had a wonderful time .
From a partner site

10/10 Excellent

Barbara H.

Love it

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This was our 4th trip to Destin & have stayed at the Islander every time. Me, my mom & 88 yr old grandma love it. We stay on the 1st floor & has easy access to the beach & pool. Everyone there is friendly & they keep the grounds clean. We will definitely be back.
From a partner site

4/10 Poor

Room 104

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was somewhat dissatisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: Terrible terrible terrible! The only good thing about this room was the location! It was close to the beach! We rented several condos this year and this one did not meet our expectations. It was listed as a silver unit. It had mold around the showers,parts of the inside doors were chipped at the bottom, chunks of the countertop was missing, the walls were touched up with paint and did not match and most of all was when picking up something off the kitchen floor we noticed holes that something chewed through the cabinets.(under the sink) We have stayed at the Islander for many many years and never have had a room like this. We were very disappointed that we were changed for silver price and I am not sure it should even be a bronze. All the other rooms ( we rented 9) were awesome. The Islander is a great family place just not this condo. The property is very clean and great for a family. Easy access to the beach and pools.
From a partner site

10/10 Excellent

Angie J.

Vacation

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: It was fabulous! This was our third time to stay at the Islander. We love unit #104. We will be back!
From a partner site

10/10 Excellent

A week in paradise

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Exactly as promised. A problem with the air conditioning was immediately resolved. Clean. Love everything about the Islander!
Archival

6/10 Okay

Sara A.

Great Stay Overall

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We love the Islander and have been coming for many years. We love having the space and the full kitchen when we travel. Plus the complimentary beach service can't be beat! We chose a first floor unit this year as opposed to one of the nicer ones a little higher up so that we could experience walking out our patio straight to the pools and beach. We unfortunately received a call 2 days before our stay stating that they would be weatherproofing the building and we would not have access to our patio the majority of our stay. We were beyond disappointed, but thankfully the work was going a little slower than planned so we were actually able to use it for 2 full days. The main problem we had with this unit were the mattresses and the pillows. They were HORRIBLE and in dire need of replacing. After our first night, we had to make a run to the store to purchase new pillows just so that we could at least get a little sleep the rest of the week. All in all, we will definitely return to the Islander, but would only stay in this unit if there were not any others available.

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