Destin Beach & Okaloosa Island Vacation Rentals

Discover Your Perfect Destin Rental

Holiday Isle Properties

Browse our premier selection of Destin rentals on Holiday Isle and immerse yourself in the ultimate beach vacation. Whether you're looking for a cozy condo or a spacious home, our Destin FL vacation rentals offer stunning views of the emerald Gulf Coast waters and sugar-white sands. With a range of one to four-bedroom options, and a few larger properties for groups, there's a perfect spot for every traveler. Choose from our well-appointed Destin vacation rentals and experience the beauty of Florida!

Our Destin vacation rentals are located within top-tier resort complexes and private communities, providing not only direct beach access but also a wealth of amenities. Enjoy sparkling swimming pools, rejuvenating spas, tennis courts, and state-of-the-art fitness centers. Each Destin FL vacation rental ensures you have everything needed for a truly relaxing and enjoyable stay! Enjoy the convenience of resort living with the privacy and comfort of your own space.

Destin Beach & Okaloosa Island Vacation Rentals

Jenny Barnett

Okaloosa Island Rentals

Premier Fort Walton Beach Rentals

Browse our stunning collection of Okaloosa Island rentals. These Fort Walton Beach rentals are the perfect place to unwind + unplug, while enjoying some of the best beaches in FL!


Miramar Beach Rentals

South Walton Beach Rentals

Check out our Miramar Beach rentals in Florida. These South Walton rentals are a favorite destination for an immersive Miramar Beach vacation experience. Browse and book local to save!

Jenny Barnett

Book Your Ideal Emerald Coast Vacation Today!

Choose from our Destin condo rentals and homes for a vacation that combines comfort, luxury, and convenience. Secure your dream getaway now and make unforgettable memories in beautiful Destin, Florida. Our Destin rentals are meticulously maintained and designed to provide a seamless blend of home-like comfort and resort-style amenities. Don't miss out on the opportunity to stay in one of our exceptional Destin FL vacation rentals. Book your stay today and start planning your perfect beachfront escape!

For Same Day Booking Please Call Our Holiday Isle Office 1-800-837-5102


OUR DESTIN RENTAL COLLECTION
Destin Pointe Vacation Rentals

DESTIN POINTE RENTALS

Destin Pointe Home Rentals & Magnolia House Rentals

Luxury Destin Home Vacation Rentals

SANDPIPER COVE RENTALS

Browse Sandpiper Cove beachfront rentals

Pet Friendly Destin Florida Vacation Rentals

PET-FRIENDLY RENTALS

Bring your pet along with a Destin Pet Friendly Rental

Destin Snowbird Rentals

SNOWBIRD RENTALS

Destin Snowbird Rental Collection


Properties Available 300 properties available
Dolphin Point is located next to Destin Harbor on Holiday Isle. This location allows you to choose from three different views depending on which building you are in. Our Dolphin Point rentals feature amenities include a pool and tennis courts. The views of the Harbor are excellent and close and with just a two block walk to the beach access, our Do
Bedrooms 2 - 3 bedrooms
Bathrooms 2 baths
Guests 4 - 8 guests
Rating 4.9 (99)
Plan your next getaway to Okaloosa Island at SeaCrest Condominiums. Located in Fort Walton Beach Florida with Gulf front access and views, SeaCrest is a favorite for yearly escapes to the white sand beaches and emerald green waters the area is known for.  Choose from 1-3 Bedroom options for any size family and friends, and come enjoy time out
Bedrooms 0 - 3 bedrooms
Bathrooms 1 - 3 baths
Guests 2 - 9 guests
Rating 4.9 (278)
Destin Pointe Resort is located in the heart of Destin, Florida on the edge of Holiday Isle and within walking distance of the Destin Harbor and the Gulf of Mexico. A perfect spot to the be in the middle of it all yet tucked away in a gated, luxury resort community. From gorgeous Destin Pointe Vacation Homes to spacious condos at Magnolia House, D
Bedrooms 3 - 5 bedrooms
Bathrooms 3 - 6 baths
Guests 8 - 15 guests
Rating 5 (15)
Venus Condominiums, located in Fort Walton Beach Florida is a long time family favorite for those seeking affordable vacation rentals and beach access. Located on Okaloosa Island, Venus condos offer one to three bedroom vacation rentals. This makes Venus condos perfect for families or couples getaways. Amenities include a well landscaped courtyard
Bedrooms 1 - 3 bedrooms
Bathrooms 1 - 2 baths
Guests 4 - 10 guests
Rating 5 (62)
Sandpiper Cove is a 43 acre gated resort that has just about everything you could want in a resort destination. The Sandpiper Cove Studio rentals amenities include 5 pools, a 9-hole par 3 golf course, lighted tennis courts, private beach access, and horse shoes. Sandpiper Cove is located on Holiday Isle in Destin which is centrally located to all t
Bedrooms 0 - 1 bedrooms
Bathrooms 1 baths
Guests 4 - 5 guests
Rating 4.9 (132)
Shoreline Towers is located on Holiday Isle in Destin. This diverse property has three towers and a set of lakefront town homes. This property can accommodate the taste of any vacationer. Amenities for this complex include a sauna, work out room, pool, and shuffle board. This exceptional property is in a prime location to all of Destin's magnificen
Bedrooms 2 - 3 bedrooms
Bathrooms 2 baths
Guests 6 - 8 guests
Rating 4.9 (75)
Well appointed Gulf Front condo rentals with beautiful beach views await at The Beach House Condos in Miramar Beach Florida.  Check out our selection of Beach House condos for the perfect getaway to the Emerald Coast waters along the Florida coast.  These fully equipped rentals provide full kitchens, laundry, and luxurious living spaces
Bedrooms 1 - 3 bedrooms
Bathrooms 0 - 2 baths
Guests 4 - 8 guests
Rating 4.9 (17)
Inlet Reef condominiums are located in Destin on Holiday Isle. These large Inlet Reef condo rentals feature large family rooms with washers and dryers off large kitchens. Our Inlet Reef rentals feature master bathrooms with an extra vanity area. These Inlet Reef rentals also have wide balconies include wet bar and cabinets. Other amenities include
Bedrooms 2 - 4 bedrooms
Bathrooms 2 - 3 baths
Guests 4 - 10 guests
Rating 4.9 (228)
Sandpiper Cove is a 43 acre gated resort that has just about everything you could want in a resort destination. Amenities include 5 pools, a 9-hole par 3 golf course, lighted tennis courts, private beach access, and horse shoes. Sandpiper Cove beachfront rentals are located on Holiday Isle in Destin which is centrally located to all the shopping, d
Bedrooms 1 - 3 bedrooms
Bathrooms 1 - 2 baths
Guests 4 - 8 guests
Rating 4.9 (80)
Browse Hermitage By The Bay rentals from Holiday Isle, in Destin FL. The Hermitage By The Bay is a family friendly, low-density complex. Located in Fort Walton Beach, this complex is close to one of many public beach access, the Fort Walton Beach Pier and boardwalk, as well as the Gulfarium and downtown Fort Walton Beach. The complex offers a swimm
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Rating 5 (1)
Top Reasons to Book this Fabulous Home:* Large Home, Perfect for Family Get-togethers or Reunions* Three Levels, Each with Incredible Chef's Kitchens and Living Areas* Only 175 Yards to the Beach* Access to Incredible Resort Amenities* Professionally ManagedStep into Casa by the C, a fully updated 7-bedroom, 8-bathroom sanctuary spanning 3000 squar
Hot HOT 21
Home -
Bedrooms 7 bedrooms
Bathrooms 8 baths
Guests 23 guests
Rating 5 (1)
South Bay by the Gulf is a beautiful Gulf-front resort located in the heart of Destin. This spacious resort offers over 300 feet of beautiful, private beach. These 2 & 3 bedroom units have everything you need to make your stay a pleasant one. The first floor is home to a fully furnished kitchen, living room / dining room area, a half bathroom a
Bedrooms 2 - 3 bedrooms
Bathrooms 2 baths
Guests 6 - 8 guests
Rating 4.9 (49)

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Do You Have Beachfront Condos In Destin?

Of course. We have many beachfront Destin condo rentals so you can step out on the beach from your vacation rental. Browse our Destin Florida Beachfront Rentals to view all of our beachfront options. We also have many condo and home rentals with Destin Harbor views and many more close to the beach.

Do You Allow Short Stays?

Yes we do! We require a 3 night minimum stay in the majority of our properties. There are some holidays and properties that will require a longer stay or even a weekly minimum. Longer stay requirements mainly occur during the peak summer season.

Do You Have Condos With Beach Service?

Many of our Destin vacation rental condos come with complementary beach service chairs and umbrellas so you can step out on the beach and have your own shade and relax. You can visit all of our Beach Service Included Rentals and find the perfect vacation rental with beach service included!

Where Is Holiday Isle In Destin?

Holiday Isle is a three-mile long peninsula separating the Gulf of Mexico and Destin Harbor. Pristine beaches and gorgeous views surround you and staying in this area of Destin is a long time favorite and memorable vacation spot.

Where Can I find Different Resorts In Destin Florida?

There's certainly many great resorts in Destin, many that take advantage of the beauty of the natural surroundings. Be sure to check out our Destin Resorts on Holiday Isle to see a great selection to book your stay. Remember to book local and take advantage of our Best Rates Guarantee when finding the perfect Destin vacation rental.