TOP 30 Island vacation rentals in Destin, Florida

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Located in Key Largo, Florida, the Key Lime Sailing Club and Cottages offers a unique and tranquil waterfront lodging experience. Our self-contained cottages provide everything you need for a relaxing getaway, with no hidden charges. Enjoy the beautiful sunsets from our intimate setting, or explore the local dining and dancing options just a short walk or paddle away. Easy to reach but hard to forget, our hideaway is the perfect place to unwind and enjoy the beauty of the Florida Keys. Book your stay with us today and experience the magic of Key Largo.

Black Duck Charter is a premier travel agency located at 505 North Tamiami Trail in Venice, Florida. Specializing in luxury yacht charters and personalized travel experiences, our team of experts is dedicated to creating unforgettable vacations for our clients. Whether you're looking to explore the crystal-clear waters of the Caribbean or embark on a wildlife safari in Africa, Black Duck Charter has the knowledge and resources to make your travel dreams a reality. Contact us today to start planning your next adventure!

Holiday Water Sports in Fort Myers Beach, Florida offers thrilling water sports adventures for visitors to enjoy. With three convenient locations along Fort Myers Beach, including at 275 Estero Boulevard, there is a spot near you to experience jet skiing, dolphin tours, and more. Owned by locals Kevin and Sharon Faircloth since 1991, this family-owned business is dedicated to providing exceptional service and unforgettable experiences on the water. One of the highlights at Holiday Water Sports is the Dolphin Adventure Tour on WaveRunners, where guests can ride powerful Yamaha WaveRunners while encountering playful dolphins, shy manatees, and beautiful birds in their natural environment. Private and group tours are available for booking online, making it easy to plan your Florida water sports adventure.

Eco Endeavors & Breakwater Adventures is a premier destination located at 149 South Barfield Drive in Marco Island, Florida. This unique institution offers a combination of eco-friendly activities and thrilling adventures for visitors of all ages. As a park and tourist attraction, Eco Endeavors provides a range of outdoor experiences such as guided eco tours, kayaking excursions, and wildlife encounters. Additionally, as a travel agency, they offer personalized vacation packages and itineraries to help guests make the most of their time in this beautiful coastal paradise. Whether you're looking to explore the natural beauty of the area or seeking an adrenaline-pumping adventure, Eco Endeavors & Breakwater Adventures has something for everyone. Come and experience the best of Marco Island with us!

Caribbean Watersports is a premier tourist attraction and travel agency located at 97450 Overseas Highway in Key Largo, Florida. Offering a wide range of water activities and excursions, Caribbean Watersports is the perfect destination for adventure seekers and water enthusiasts. From snorkeling and scuba diving to jet skiing and parasailing, visitors can experience the beauty of the Caribbean Sea in an unforgettable way. With experienced guides and top-of-the-line equipment, Caribbean Watersports ensures a safe and enjoyable experience for all guests. Whether you're looking for a relaxing day on the water or an adrenaline-pumping adventure, Caribbean Watersports has something for everyone. Come explore the crystal-clear waters of Key Largo with Caribbean Watersports and make memories that will last a lifetime.

Coastline RV Resort offers a luxury experience in a rural setting, providing guests with modern amenities while maintaining an Old Florida feel. Situated on Highway 98 in Eastpoint, Florida, this campground, car repair, food, lodging, park, RV park, and store is the perfect destination for travelers looking for a private oasis. Each site offers easy access and a bay view, allowing guests to relax and unwind after a long journey. With its spacious sites and state-of-the-art facilities, Coastline RV Resort prides itself on offering Southern hospitality to all visitors. Located on the coast of Apalachicola Bay, guests can enjoy stunning views of St. George Sound, St. George Island, Dog Island, and breathtaking sunrises and sunsets. Conveniently located near local attractions, but far enough away to provide a laid-back atmosphere, Coastline RV Resort is the ideal destination for those seeking a pristine RV experience on Florida's Forgotten Coast. Please note that tent or primitive camping is not allowed at this resort.

WHITE MYKONOS is a trendy clothing store located at 1034 East Las Olas Boulevard in Fort Lauderdale, Florida. Inspired by the chic style of the Greek island of Mykonos, this store offers a curated selection of fashionable apparel for men and women. From breezy resort wear to stylish beach essentials, WHITE MYKONOS has everything you need to elevate your wardrobe. Whether you're shopping for a vacation or just looking to refresh your closet, this boutique has something for everyone. Visit WHITE MYKONOS for a shopping experience that combines luxury with laid-back elegance.

Sunset King Lake RV Resort is a charming lodging option located at 366 Paradise Island Drive in DeFuniak Springs, Florida, United States. This RV park offers a variety of accommodation options, including one-bedroom cottages with a pull-out sofa in the living room and two-bedroom bungalows located by the water. Guests can enjoy the serene surroundings of Sunset King Lake while staying at this resort, which also offers amenities such as a courtesy mail reception for USPS, Fed EX, and UPS deliveries.

Crystal Isles RV Resort is a picturesque lodging institution located at 11383 West Fort Island Trail in Crystal River, Florida. Surrounded by stunning natural beauty, this resort offers a peaceful and relaxing retreat for guests looking to unwind and connect with nature. With spacious RV sites, modern amenities, and a range of recreational activities, Crystal Isles RV Resort is the perfect destination for a memorable vacation. Whether you want to explore the nearby attractions or simply relax by the crystal-clear waters, this resort provides the ideal setting for an unforgettable getaway.

Sea Dawg is a charming lodging institution located at 525 West Gorrie Drive in Saint George Island, Florida, United States. Situated just steps away from the beautiful beaches of the Gulf of Mexico, Sea Dawg offers guests a relaxing and comfortable stay in a serene coastal setting. The accommodations are cozy and well-appointed, with all the amenities needed for a perfect beach getaway. Whether you're looking to relax on the sandy shores, explore the local shops and restaurants, or simply unwind in a peaceful environment, Sea Dawg is the ideal destination for your next coastal retreat.

The Georgian Motel is a charming lodging establishment located at 11 Marine Street in Carrabelle, Florida. This cozy motel offers comfortable accommodations for guests looking to relax and unwind in a peaceful coastal setting. With its convenient location near the beach and local attractions, the Georgian Motel is the perfect choice for travelers seeking a tranquil retreat in the heart of Florida. Experience warm hospitality and a relaxing atmosphere at this quaint motel during your stay in Carrabelle.

Gulf Sands Beach Resort is a charming lodging institution located at 433 Casey Key Road in Nokomis, Florida, United States. Situated between Sarasota and Venice, this resort offers guests a beautiful beach and stunning sunsets in a relaxing Old Florida environment. The resort is located on Casey Key, a unique barrier island directly on the Gulf of Mexico, just north of Venice. Accommodations at Gulf Sands Beach Resort include one and two-bedroom apartments, each featuring equipped kitchens, full baths, bedrooms, living rooms, and dining areas. Guests can enjoy the 'Old Florida' ambiance with their toes in the sand and a drink in hand while taking in the spectacular views.

Located at 84001 Overseas Highway in Islamorada, Florida, the Postcard Inn Beach Resort and Marina offers a unique and authentic Keys experience. As the "Sportfishing Capital of the World," guests can bring their own boat or book an excursion to explore the waters surrounding this beautiful resort. With the merging of two Islamorada resorts into one destination, the Postcard Inn Resort & Marina is set to become the heartbeat of the Islamorada Resort Collection in 2024. Offering island-chic guestrooms, exciting culinary experiences, a lively marina, a stunning beachfront, and a variety of activities, guests can seamlessly transition between adventure and relaxation from sunrise to sunset.

Located at 80241 Overseas Highway in Islamorada, Florida, La Siesta Resort & Villas offers a tropical island style getaway with spacious guest rooms, beachside cottages, and private vacation homes. Experience authentic Keys life with island-inspired flavors and legendary cocktails while enjoying stunning sea views. The resort features lush private beaches, pools with ocean views, and fishing charters for the catch of your dreams. Accommodations include suites, cottages, and villas with idyllic Islamorada views and unique resort amenities. Special offers include discounts for Florida and Georgia residents, military personnel, and tax season rewards. Enjoy dining at Wild & Lime and nearby restaurants, as well as unforgettable experiences for special occasions. Plan your dream destination wedding or arrive at the Florida Keys marina for a seamless vacation experience. Explore all that La Siesta Resort & Villas has to offer and make memories to last a lifetime.

Playa Largo Resort & Spa, Autograph Collection is a luxurious lodging institution located in Key Largo, Florida, United States. Situated at 97450 Overseas Highway, this resort offers a tranquil escape with stunning views of the ocean and lush tropical surroundings. Guests can relax and rejuvenate at the on-site spa, enjoy delicious dining options, and take advantage of the various amenities such as a swimming pool, fitness center, and water sports activities. With its elegant accommodations and top-notch service, Playa Largo Resort & Spa is the perfect destination for a memorable vacation or romantic getaway.

Drop Anchor Resort & Marina is a charming lodging establishment located at 84959 Overseas Highway in the beautiful Islamorada, Florida. This waterfront resort offers a serene and relaxing escape for guests looking to unwind and enjoy the stunning views of the Florida Keys. With comfortable accommodations, a marina for boat enthusiasts, and a range of amenities including a pool and beach access, Drop Anchor Resort & Marina is the perfect destination for a memorable vacation in the heart of the Keys.

Sun Outdoors Key Largo is a charming lodging and RV park located at 97680 Overseas Highway in Key Largo, Florida, United States. Nestled in the heart of the Florida Keys, this institution offers guests a serene and picturesque retreat surrounded by lush tropical landscapes and stunning ocean views. The accommodations at Sun Outdoors Key Largo are comfortable and well-appointed, providing a relaxing home away from home for travelers seeking a peaceful escape. With amenities such as a swimming pool, picnic areas, and easy access to nearby beaches and outdoor activities, this institution is the perfect destination for those looking to unwind and enjoy the natural beauty of the Florida Keys. Whether you are traveling in an RV or looking for a cozy cabin or cottage, Sun Outdoors Key Largo has something for everyone. Come and experience the laid-back island lifestyle at this idyllic retreat in Key Largo.

The Pelican Key Largo Cottages is a charming lodging institution located at 99446 Overseas Highway in Key Largo, Florida, United States. Offering waterfront cottages and suites, guests can experience the beauty of the Florida Keys right on Florida Bay. Whether you're looking to relax on the beach, enjoy world-class dining, or try your hand at fishing, there's something for everyone to enjoy. The Pelican also serves as a magical wedding destination, with an intimate beach area and reception space available for couples to make their dream wedding a reality. With its tropical atmosphere and ideal location, The Pelican Waterfront Cottages offers a truly unforgettable experience in the Florida Keys.

Atlantic Bay Resort is a charming lodging institution located in Tavernier, Florida, right on the beautiful Sterling Road. This cozy resort offers guests a peaceful and relaxing getaway with stunning views of the Atlantic Bay. With comfortable accommodations and top-notch amenities, Atlantic Bay Resort is the perfect destination for those looking to unwind and enjoy all that the Florida Keys have to offer. Whether you're looking to relax by the pool, explore the nearby attractions, or simply soak in the sun on the beach, Atlantic Bay Resort has something for everyone. Book your stay today and experience the tranquility of this hidden gem in Tavernier.

La Jolla Resort is an iconic lodging institution located at 82216 Overseas Highway in Islamorada, Florida, United States. Known for its "Old Florida" charm, the resort offers a front-row seat for stunning sunsets over the Florida Keys. Situated in the heart of the Purple Isle, guests are just moments away from all the island has to offer. Complimentary activities such as kayaking, biking, and fishing are available for the whole family to enjoy. The resort's multi-bedroom bayfront lodges offer modern luxury in a laid-back setting, perfect for families or groups. With Islamorada's unique beauty and wide-ranging attractions, La Jolla Resort is the perfect destination for a memorable Florida Keys getaway.

The Key Lantern Motel is a charming lodging establishment located at 82150 Overseas Highway in Islamorada, Florida. Situated in the heart of the Florida Keys, this motel offers cozy and comfortable accommodations for travelers looking to relax and unwind. With its convenient location near the beach and various local attractions, guests can enjoy a peaceful stay while exploring the beautiful surroundings. The Key Lantern Motel provides a welcoming atmosphere and excellent hospitality, making it a perfect choice for a memorable vacation in the sunshine state.

The Moorings Village is a charming lodging institution located at 123 Beach Road in Islamorada, Florida, United States. Nestled in a picturesque seaside setting, this luxurious retreat offers guests a tranquil and rejuvenating escape from the hustle and bustle of everyday life. With its beautifully appointed accommodations, lush tropical gardens, and pristine white sandy beaches, The Moorings Village provides the perfect backdrop for a relaxing vacation or romantic getaway. Whether you are seeking a peaceful retreat or an adventurous beach vacation, The Moorings Village offers a unique and unforgettable experience for all who visit.

Holiday Beach Resort - Soundside is a charming lodging institution located in Pensacola Beach, Florida. Situated on the beautiful Soundside of the island, this resort offers guests a peaceful and relaxing getaway with stunning views of the water. The resort features comfortable accommodations, including spacious rooms and suites, as well as amenities such as a swimming pool, fitness center, and on-site dining options. Guests can enjoy easy access to the beach, as well as nearby attractions such as restaurants, shops, and water sports activities. Whether you're looking for a romantic retreat or a fun-filled family vacation, Holiday Beach Resort - Soundside is the perfect destination for your next trip to Pensacola Beach.

Waterscape Resort, Unit A533 By Best Beach Getaways is a luxurious lodging option located at 1110 Santa Rosa Boulevard in Fort Walton Beach, Florida. This beautiful resort offers top-notch amenities and stunning views of the Gulf of Mexico. Guests can relax by the pool, enjoy the white sandy beaches, or take advantage of the on-site fitness center and spa. The spacious and modern units provide a comfortable and inviting atmosphere for guests to unwind and enjoy their vacation. With its prime location and upscale accommodations, Waterscape Resort is the perfect destination for a beach getaway in Florida.

Tops'l is a luxurious beachfront resort located at 515 Tops'l Beach Boulevard in Miramar Beach, Florida. Offering stunning views of the Gulf of Mexico, this institution provides guests with upscale accommodations, world-class amenities, and impeccable service. From spacious villas to cozy condos, Tops'l has a variety of lodging options to suit every traveler's needs. Whether you want to relax by the pool, play a round of golf, or enjoy a rejuvenating spa treatment, Tops'l has something for everyone. With its prime location and top-notch facilities, Tops'l is the perfect destination for a memorable beach getaway in the United States.

Sea Oats Beachfront Condos is a luxurious beachfront resort located at 1114 Santa Rosa Boulevard on the beautiful Okaloosa Island in Florida, United States. This stunning property offers guests the ultimate seaside retreat with spacious and elegantly appointed condo units overlooking the pristine white sands and crystal-clear waters of the Gulf of Mexico. Guests can relax and unwind in the comfort of their own private balcony, take a dip in the sparkling outdoor pool, or stroll along the beach just steps away from their doorstep. With top-notch amenities, breathtaking views, and a prime location near local attractions and dining options, Sea Oats Beachfront Condos is the perfect destination for a memorable beach vacation.

Caribbean Breezes is a charming lodging located at 374 Rue Caribe in Destin, Florida. This tropical-inspired retreat offers a relaxing atmosphere with a touch of Caribbean flair. Guests can unwind in spacious rooms with comfortable amenities and enjoy the warm hospitality of the staff. The property is conveniently located near the beach and popular attractions, making it an ideal choice for vacationers looking to experience the beauty of the Caribbean without leaving the United States. Experience the tranquility of Caribbean Breezes during your next getaway to Destin.

Crystal Sands Condos is a beachfront vacation rental located at 3290 Scenic Highway 98 in Destin, Florida. This lodging institution offers a spacious penthouse unit with 1072 sqft of living space that can accommodate up to 8 guests. The unit features 2 bedrooms with 2 King beds, 4 Twin beds, and a Queen sofa bed, as well as 2 bathrooms. Guests can enjoy stunning views from the 3rd floor balcony and have direct access to the beach with free private parking, heated pool, and complimentary beach service from March to October. The living room is equipped with a Smart TV, dining area for 4, and a sleeper sofa, while the master bedroom has a King bed and Smart TV.

Tidewater Beach Resort is a luxurious lodging option located at 16819 Front Beach Road in Panama City Beach, Florida. This stunning resort offers guests a beachfront escape with breathtaking views of the Gulf of Mexico. The resort features spacious and modern accommodations, a variety of amenities including multiple pools, a fitness center, and direct beach access. Whether you are looking for a relaxing getaway or a fun-filled vacation, Tidewater Beach Resort is the perfect destination for your next trip to the beautiful Florida coast.

Algun Dia by Blue Swell is a charming lodging located at 108 Island Cove Court in Panama City Beach, Florida. This beautiful institution offers a tranquil and relaxing atmosphere for guests looking to escape the hustle and bustle of everyday life. The property is surrounded by stunning views of the beach and provides easy access to the pristine sands and crystal-clear waters of the Gulf of Mexico. Algun Dia by Blue Swell is the perfect destination for a peaceful getaway, whether you're looking to unwind on the beach, explore the local attractions, or simply enjoy some quality time with loved ones. Experience the beauty and serenity of Panama City Beach at Algun Dia by Blue Swell.