TOP 30 Island vacation deals in Destin, Florida

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The Gulf on Okaloosa Island is a unique institution located in Fort Walton Beach, Florida. This establishment stands out with its trademark design elements of shipping containers, reclaimed materials, and a chic yet casual ambiance. The focus on local ingredients ensures that each dish on the seasonal menu is fresh and flavorful. The bar and music selection are carefully curated to enhance the overall experience, while the friendly staff creates a welcoming atmosphere for every visitor. Whether you're looking for a bayfront hideaway for a gathering with friends or a romantic evening with a loved one, The Gulf on Okaloosa Island is the perfect destination. With a rotating menu that changes with the seasons, you can always expect to enjoy the freshest meals in the area. Visit The Gulf on Okaloosa Island for a memorable dining experience that combines great food, music, and hospitality.

Margaritaville - Destin is a vibrant and lively bar, food, and restaurant institution located at 76 Harbor Boulevard in Destin, Florida. Situated in the popular HarborWalk area, this tropical escape offers a variety of delicious food and drinks for guests to enjoy. With locations in various cities across the United States and beyond, Margaritaville is known for its laid-back atmosphere and island-inspired decor. Whether you're looking for a fun night out with friends or a relaxing meal by the water, Margaritaville - Destin has everything you need to unwind and have a great time.

JolliMons Island is a charming restaurant located at 301 South Belcher Road in Clearwater, Florida. This tropical-themed eatery offers a delightful dining experience inspired by the flavors of the Caribbean. Guests can enjoy a variety of delicious dishes, from fresh seafood to flavorful jerk chicken, all served in a relaxed island atmosphere. Whether you're looking for a casual meal with friends or a romantic dinner for two, JolliMons Island is the perfect destination to satisfy your cravings for tropical cuisine. Come and escape to a culinary paradise at this unique restaurant in the heart of Clearwater.

Island Crew is a vibrant and lively restaurant located at 2210 East Hillsborough Avenue in Tampa, Florida. Specializing in delicious Caribbean cuisine, this institution offers a unique dining experience with a tropical twist. From flavorful jerk chicken to savory seafood dishes, Island Crew aims to transport diners to the sunny shores of the Caribbean with every bite. With a welcoming atmosphere and friendly staff, this restaurant is the perfect destination for those looking to escape the ordinary and indulge in a taste of island paradise.

Island Time is a vibrant and lively bar, food, and restaurant located at 937 East Gulf Drive in Sanibel, Florida. With its laid-back island atmosphere and delicious menu offerings, it is the perfect place to unwind and enjoy a taste of tropical paradise. Whether you're looking for a refreshing cocktail, a satisfying meal, or just a relaxing spot to soak up the sun, Island Time has something for everyone. Come experience the true essence of island living at this must-visit establishment in the heart of Sanibel.

Black's Island is a luxurious lodging institution located at 2049 Florida 30A, Port St. Joe, Florida, United States. Situated in the heart of St. Joseph Bay, this private island getaway is perfect for anglers and outdoor enthusiasts seeking seclusion and natural beauty. Accessible only by boat, seaplane, or helicopter, guests can enjoy the pristine waters and serene surroundings of this exclusive retreat. With accommodations in private vacation homes, a clubhouse, cabana, pool, sundecks, and various water activities available, Black's Island is the ideal destination for families, friends, corporate retreats, and more. Guests can also explore the mainland with a short trip to the historic village for shopping, dining, and entertainment.

Alvin's Island #2 in Panama City Beach is a popular clothing store and department store located at 9401 Thomas Drive. This store offers a wide range of trendy clothing, beachwear, accessories, and souvenirs for visitors and locals alike. With its convenient location in the heart of Panama City Beach, Alvin's Island #2 is a must-visit destination for those looking for stylish and affordable fashion options. Come explore the latest fashion trends and find the perfect outfit for your next beach adventure at Alvin's Island #2.

Treasure Island Beach Resort is a luxurious lodging destination located at 10800 Gulf Boulevard in the beautiful Treasure Island, Florida. This beachfront resort offers stunning views of the Gulf of Mexico and provides guests with a tranquil and relaxing atmosphere. The resort features modern and stylish accommodations, including spacious rooms and suites with upscale amenities. Guests can enjoy a variety of on-site facilities such as a heated outdoor pool, fitness center, and beach access. The resort's prime location also allows guests to easily explore the nearby attractions, restaurants, and shopping options. Whether you are looking for a romantic getaway or a fun family vacation, Treasure Island Beach Resort provides the perfect setting for a memorable stay.

Welcome to Pass-a-Grille Beach House Vacation Rental, located at 2202 Sunset Way in St. Pete Beach, Florida. Our institution offers a range of rental properties perfect for a romantic getaway or a family-friendly vacation. Pass-a-Grille Beach Island is a captivating destination, consistently ranked among the top beaches in the United States. The pristine white sands, historical charm, and recreational opportunities make it a must-visit location. Explore the historic area with specialty shops and vibrant bars, or indulge in the local cuisine at beachfront restaurants with panoramic views of the Gulf of Mexico. Immerse yourself in the rich history of the area at the Gulf Beaches Historical Museum and discover the captivating past that has shaped this idyllic coastal community.

The Retreat at Anna Maria Island Inn is a charming lodging establishment located at 2305 Gulf Drive North in Bradenton Beach, Florida. Situated on the beautiful Anna Maria Island, this inn offers a peaceful and relaxing retreat for guests looking to escape the hustle and bustle of everyday life. With cozy accommodations, stunning ocean views, and a convenient location near the beach, shops, and restaurants, The Retreat is the perfect destination for a weekend getaway or extended vacation. Whether you're looking to unwind by the pool, explore the island's natural beauty, or simply relax in your comfortable room, The Retreat at Anna Maria Island Inn has everything you need for a memorable stay.

Off the Charts Inn & Out Island Resort is a unique and trendy establishment located at 2938 Sanibel Boulevard in Saint James City, Florida. This one-of-a-kind institution offers a combination of a clothing store, lodging, and store all in one convenient location. Guests can shop for the latest fashion trends, relax in comfortable accommodations, and browse through a variety of merchandise all under one roof. The resort is known for its laid-back atmosphere, friendly staff, and beautiful island surroundings.

Sunshine Island Inn is a charming lodging located at 642 East Gulf Drive in Sanibel, Florida. This cozy inn offers a peaceful retreat for guests looking to relax and unwind in a tropical paradise. With its convenient location just steps away from the beach, guests can enjoy easy access to the sun, sand, and surf. The inn features comfortable accommodations, friendly staff, and a welcoming atmosphere that will make you feel right at home. Whether you're seeking a romantic getaway or a family vacation, Sunshine Island Inn is the perfect destination for your next trip to Sanibel.

Bay Harbor One Vacation is a premier lodging and real estate agency located at 1100 100th Street in the beautiful Bay Harbor Islands of Florida, United States. Our institution offers luxurious vacation rentals and properties for sale in one of the most sought-after destinations in South Florida. With stunning waterfront views, top-notch amenities, and a prime location near shopping, dining, and entertainment options, Bay Harbor One Vacation is the perfect choice for a relaxing getaway or a permanent residence in paradise. Come experience the ultimate in luxury living at Bay Harbor One Vacation.

Suntide Island Beach Club is a charming beachfront lodging institution located at 850 Benjamin Franklin Drive in Sarasota, Florida, United States. This tropical oasis offers guests a relaxing and rejuvenating stay with its cozy accommodations and stunning views of the Gulf of Mexico. The resort features a variety of amenities including a heated outdoor pool, beach access, BBQ grills, and complimentary Wi-Fi. Whether you're looking to unwind on the sandy shores, explore the local attractions, or simply soak up the sun, Suntide Island Beach Club is the perfect destination for your next vacation getaway.

Courtyard by Marriott Amelia Island is a charming lodging destination located at 2700-1 Atlantic Avenue in Fernandina Beach, Florida, United States. This beachfront hotel offers comfortable accommodations and modern amenities for guests looking to relax and unwind. With its convenient location near the beach, guests can enjoy stunning ocean views and easy access to water activities. The hotel also features a fitness center, outdoor pool, and on-site dining options for a convenient and enjoyable stay. Whether visiting for a leisurely vacation or a business trip, Courtyard by Marriott Amelia Island provides a welcoming and comfortable atmosphere for all travelers.

Nomada Destination Residences is a luxury lodging, real estate, and travel agency located at 3900 Biscayne Boulevard in Miami, Florida. Our short-term rental condos in the Miami Design District and South Miami offer the perfect blend of convenience and luxury. Situated in the heart of the vibrant Miami Design District, our residences are surrounded by top-notch shopping, dining, nightlife, and entertainment options. Experience the best of Miami living at Nomada Residences, where you can enjoy a luxurious stay without sacrificing proximity to work or play.

Island Breeze is a premier real estate and travel agency located at 2136 Sea Fern Way on the beautiful Saint George Island in Florida, United States. Our agency specializes in providing top-notch services for those looking to buy, sell, or rent properties on this stunning island paradise. Whether you're searching for your dream beachfront home or planning a relaxing vacation getaway, our team of experienced professionals is here to help make your island dreams a reality. Contact Island Breeze today and let us help you find your own slice of paradise in Saint George Island.

Shell Point Vacation Rental is a charming lodging facility located at 1717 East Gulf Beach Drive in Saint George Island, Florida. This cozy retreat offers a range of comfortable and well-appointed vacation rental units for guests to enjoy a relaxing stay in this beautiful coastal destination. With its convenient location near the beach, guests can easily access the sun, sand, and surf that Florida is famous for. Whether you're looking for a romantic getaway, a family vacation, or a solo adventure, Shell Point Vacation Rental has the perfect accommodation for you. Experience the best of beach living at this lovely institution in the heart of Saint George Island.

Grace River Island Resort is a hidden gem located at 14524 Riverside Drive in Fort Myers, Florida. This private tropical island vacation home is nestled on the Caloosahatchee River, accessible via a land bridge that transforms it into a peninsula. Whether you are looking for a memorable family vacation, a romantic honeymoon, an intimate wedding venue, or simply some time away, Grace River Island Resort offers the perfect setting. The resort features a spacious 6-bedroom, 8-bathroom house that can accommodate up to 20 guests, making it ideal for family reunions or group getaways. Guests can enjoy a large air-conditioned bonus room, a 2000 sq ft deck overlooking the river with market lighting, a heated swimming pool, a beautiful gazebo, an upscale courtyard, and a grassy point with stunning sunsets. The bridal suite upstairs is perfect for wedding preparations, while the groomsman area downstairs provides a space for the guys to relax before the ceremony.

Royal Shell Vacations is a premier real estate and travel agency located at 15050 Captiva Drive in Captiva, Florida. With a wide range of vacation rental options available, from Captiva Island to Ocala, Royal Shell makes vacation planning a breeze. Since 1996, we have been the largest vacation rental company in Southwest Florida, offering unique amenities and services to make your stay stress-free and memorable. Our portfolio includes over 500 vacation rental homes and condos in Sanibel and Captiva Islands, with even more options in Cape Coral, Fort Myers, Ocala, and beyond. Whether you're looking for a nightly, weekly, monthly, or annual stay, our variety of styles and sizes ensure the perfect vacation rental for you.

Beach Vacation Getaways, LLC. is a premier institution located at 40 West Bay Shore Drive on Saint George Island in Florida. Specializing in vacation rentals and real estate sales on Florida's Forgotten Coast, our dedicated team is committed to using their expertise and local knowledge to help you find the perfect beach getaway or dream home. Whether you're looking for a St. George Island or Cape San Blas vacation rental, we have a wide selection of properties to choose from. From luxurious custom-built homes like Turtles Cove with stunning bay views to cozy cottages like Bayside Bliss with private fishing docks, we have something for everyone. We also offer property management services for those looking to invest in rental properties on the Forgotten Coast. For a personalized experience and expert advice, contact Andrew Ison, our experienced Broker at Beach Vacation Realty. Choose Beach Vacation Getaways, LLC. for an unforgettable beach vacation experience on Florida's beautiful coast.

Grand Island Resort is a charming lodging and RV park located at 13318 Sea Breeze Lane in Grand Island, Florida, United States. Surrounded by beautiful scenery and offering a range of amenities, this resort is the perfect destination for a relaxing getaway. Guests can enjoy spacious and comfortable accommodations, as well as access to a variety of recreational activities such as swimming, fishing, and hiking. Whether you're looking for a peaceful retreat or an exciting outdoor adventure, Grand Island Resort has something for everyone. Come and experience the beauty of Florida's nature at this wonderful institution.

Royal Shell Vacations is a premier real estate and travel agency located in Cape Coral, Florida. With a wide range of vacation rentals available in popular Florida destinations such as Sanibel Island, Captiva Island, Naples, and Ocala, Royal Shell makes vacation planning a breeze. Whether you're looking for a beachfront condo, a cozy mountain retreat, or a luxury estate near horse farms, Royal Shell has the perfect vacation rental for you. With over 500 vacation rental homes and condos in Sanibel and Captiva Islands alone, Royal Shell is the largest vacation rental company in Southwest Florida. Their expert team is dedicated to providing guests and owners with unique amenities and services to ensure a stress-free vacation experience. From nightly stays to long-term rentals, Royal Shell offers a variety of rental options to suit your needs.

Crab Island Voyages is a premier travel agency located at 8 Miracle Strip Parkway Southwest in the beautiful coastal city of Fort Walton Beach, Florida. Specializing in unique and unforgettable experiences, Crab Island Voyages offers a variety of excursions to the renowned Crab Island, a popular sandbar destination known for its crystal-clear waters and lively atmosphere. Whether you're looking to relax on the beach, explore the underwater world with snorkeling, or enjoy water sports and activities, Crab Island Voyages has something for everyone. Our expert team is dedicated to providing exceptional customer service and ensuring that your trip is truly memorable. Book your adventure with Crab Island Voyages today and embark on an unforgettable journey in the stunning waters of Florida's Emerald Coast.

Destin Sailing Adventures is a travel agency located at 1201 Miracle Strip Parkway Southeast in Okaloosa Island, Florida, United States. Step aboard the Stiletto 27 Special Edition Catamaran for an unforgettable experience on the majestic waters of the Emerald Coast. Our boat is designed for maximum sailing pleasure and performance, perfect for adventure and racing enthusiasts. With a 20hp motor on board, we can ensure that you have an amazing time even if the wind isn't blowing. Our private charters come with a local captain to guide you to all the best spots in Destin, Okaloosa Island, and Navarre Beach. Whether you're looking for a relaxing sunset cruise, a thrilling dolphin tour, or a romantic marriage proposal setting, we have something for everyone. Avoid the crowds and enjoy a personalized experience with just your group on board. Book early to secure your spot and beat the summer rush!

Universal Vacations Naples is a real estate and travel agency located at 2800 Davis Boulevard in Naples, Florida, United States. Specializing in Fort Myers vacation rentals, the agency offers a variety of homes and condos perfect for any occasion. With options for oceanfront condos, family houses, and pet-friendly accommodations, Universal Vacations Naples ensures that guests feel right at home during their stay. The agency boasts a selection of 139 vacation rentals that allow dogs, as well as 300 properties with internet access for guests to stay connected throughout their trip. Professional housekeepers are also on hand to ensure that each property is thoroughly cleaned and stocked with amenities, making for a hassle-free arrival and relaxing stay.

Island Travel Specialists, located at 757 Southeast 17th Street in Fort Lauderdale, Florida, is a premier travel agency with over 30 years of experience in planning dream vacations. Whether you're looking for a cruise, plane tickets, accommodations, or an All-Inclusive package, we have you covered. Our personalized service, expert knowledge, and exceptional value ensure that you have a unique and memorable experience. Contact us today to book your next adventure and let us help you create lasting memories.

JetSetters Vacation is a premier travel agency located at 1755 North University Drive in Pembroke Pines, Florida. Our agency offers a wide range of services to help you plan your dream vacation, including researching destinations, booking accommodations, handling transportation, and providing guidance on visa requirements. We have curated a list of highly recommended hotels and locations, such as Hotel Xcaret All Inclusive Resorts in Cancun, Kudadoo Private Island in the Maldives, and Andronis Boutique Hotel in Santorini, Greece. Our team of experienced travel experts is dedicated to making your travel experience stress-free and enjoyable.

Jet Ski of Marco Island is the ultimate destination for those seeking an adrenaline rush on the water. Located at 909 Collier Court in Marco Island, Florida, United States, our institution offers the perfect opportunity to experience the thrill of jet skiing on the Gulf of Mexico. Whether you're a seasoned pro or a first-time rider, our powerful Jet Skis are sure to provide an exhilarating experience as you race across the crystal clear waters. Bring your family and friends along for a day of fun in the sun, as you explore the stunning beauty of the 10,000 Islands and encounter the diverse marine life that calls this area home. From dolphins and manatees to unique aquatic species, there's no shortage of wildlife to marvel at during your jet ski adventure.

Tu Pais Tropical is a vibrant and welcoming convenience store located at 807 Pine Street in Orlando, Florida. As soon as you step through the doors, you are transported to a tropical paradise filled with a wide variety of food and products from different countries. From fresh produce to exotic snacks, Tu Pais Tropical has everything you need to satisfy your cravings and discover new flavors. Come visit us and experience a taste of the tropics right in the heart of Orlando!