The 30 Best Island getaways in Destin, Florida

Sands of Islamorada Hotel & Resort is a luxurious lodging destination located at 80051 Overseas Highway in Islamorada, Florida. Offering a perfect blend of tropical charm and modern amenities, this resort is the ideal retreat for those seeking a relaxing getaway in the beautiful Florida Keys. Guests can enjoy stunning ocean views, pristine beaches, and top-notch service during their stay. Whether you're looking to relax by the pool, explore the nearby attractions, or indulge in delicious dining options, Sands of Islamorada Hotel & Resort has everything you need for a memorable vacation experience.

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.

Coconut Palm Inn is a charming lodging institution located at 198 Harborview Drive in Tavernier, Florida. This tropical oasis offers guests a peaceful and relaxing getaway with stunning views of the surrounding palm trees and crystal-clear waters. The cozy accommodations are perfect for couples, families, or solo travelers looking to escape the hustle and bustle of everyday life. Amenities include a private beach, swimming pool, and complimentary breakfast served daily. Whether you're looking to unwind by the pool or explore the nearby attractions, Coconut Palm Inn is the perfect destination for your next vacation in the Florida Keys.

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.

Located at 97802 Overseas Highway in Key Largo, Florida, the Kona Kai Resort, Gallery, and Botanic Gardens is a unique and enchanting property nestled in a tranquil botanical garden. Offering 14 airy rooms and suites that resemble private cottages, this resort provides a secluded and dreamy paradise for guests to enjoy. One of the standout features of the Kona Kai is its on-site Botanical Garden, showcasing a cultivated collection of tropical flora from both local and imported species. Guests can explore the lush gardens and admire the vibrant plant life during their stay.

Located at 104300 Overseas Highway in Key Largo, Florida, Azul Del Mar is a hidden gem offering a secluded Caribbean-style resort experience. Known for its breathtaking sunsets, lively coral reefs, and proximity to the expansive Everglades Park, this eco-friendly island retreat is the perfect destination for couples looking to rekindle the romance or families seeking a peaceful getaway. With just 6 suites, Azul Del Mar is a boutique hotel designed with couples in mind, providing a serene atmosphere where guests can relax and unwind. Each suite is individually decorated with Art Deco-inspired furnishings, offering scenic Bay-front views and thoughtful amenities for a comfortable stay.

Nestled in the picturesque town of Islamorada, Florida, Treasure Harbor is a charming lodging institution located at 200 Treasure Harbor Drive. Offering a tranquil and relaxing atmosphere, this hidden gem is the perfect destination for those seeking a peaceful getaway in the heart of the Florida Keys. With comfortable accommodations, stunning views of the harbor, and a range of amenities, including a pool and on-site restaurant, Treasure Harbor provides guests with a truly unforgettable experience. Whether you're looking to unwind by the water or explore the local attractions, Treasure Harbor is the ideal choice for your next vacation.

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.

Holly's Hideout by Florida Keys Luxury Rentals is a charming lodging located at 180 Plantation Drive in Tavernier, Florida. This cozy retreat offers a peaceful and relaxing getaway in the beautiful Florida Keys. With luxurious amenities and personalized service, guests can unwind and recharge in this serene oasis. Whether you're looking for a romantic escape or a family vacation, Holly's Hideout is the perfect destination for your next trip to the Sunshine State.

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.

Lost Key Resort is a charming lodging located at 14306 Beach Heather Court in picturesque Pensacola, Florida. Nestled in a tranquil setting, this resort offers a perfect blend of luxury and comfort for guests looking to escape the hustle and bustle of everyday life. With spacious accommodations, top-notch amenities, and stunning views of the surrounding area, Lost Key Resort provides a relaxing retreat for travelers seeking a memorable vacation experience. Whether you're looking to unwind by the pool, hit the nearby beaches, or explore the local attractions, Lost Key Resort is the perfect destination for your next getaway.

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.

Henderson Park Inn is a secluded getaway designed for two, located on the unspoiled shores of Destin, Florida. This intimate inn combines classic coastal charm with luxurious resort amenities, offering a peaceful retreat in lush, natural surroundings on the Emerald Coast. With private beachfront accommodations that exude relaxed luxury and rustic beauty, guests can unwind and connect with each other while enjoying unobstructed views of the Gulf of Mexico. The inn's Beach Walk Cafe serves scrumptious breakfasts, and guests can also enjoy romantic dining experiences, spa treatments, and a variety of activities including yoga on the beach and meditation classes. Whether celebrating a special occasion or simply seeking a romantic escape, Henderson Park Inn provides a truly unforgettable experience for couples looking to relax and reconnect.

Villas Capri is a charming lodging institution located on Okaloosa Island in Florida, United States. This cozy retreat offers guests a comfortable and relaxing stay with beautifully appointed villas and stunning views of the Gulf of Mexico. The property is just steps away from the beach, perfect for those looking to soak up the sun and enjoy the warm waters. Villas Capri provides a peaceful and serene atmosphere, making it the ideal destination for a beach getaway or vacation. Experience the beauty of Okaloosa Island at Villas Capri.

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.

The Bungalows of Seagrove is a charming lodging institution located at 198 Somerset Bridge Road in Santa Rosa Beach, Florida. Nestled in a serene and picturesque setting, this accommodation offers cozy and beautifully decorated bungalows for guests to relax and unwind. With easy access to the stunning beaches of the Gulf Coast, guests can enjoy a peaceful getaway in this idyllic location. The Bungalows of Seagrove provides a perfect retreat for those looking to escape the hustle and bustle of everyday life and immerse themselves in the beauty of the Florida coast.

Bahama Mama is a charming lodging institution located at 178 Woodward Drive in Santa Rosa Beach, Florida. This tropical oasis offers a relaxing and luxurious stay for guests looking to unwind and escape the hustle and bustle of daily life. With its bright and colorful decor, comfortable accommodations, and friendly staff, Bahama Mama provides a true home away from home experience. Whether you're looking to soak up the sun on the nearby beaches, explore the local attractions, or simply lounge by the pool, Bahama Mama is the perfect destination for your next getaway.

Gulf Place Caribbean is a charming lodging institution located at 144 Spires Lane in Santa Rosa Beach, Florida, United States. This beachfront property offers guests a relaxing and tropical atmosphere, with spacious and comfortable accommodations. Enjoy stunning views of the Gulf of Mexico from your room or take a short walk to the beach for a day of sun and sand. With a variety of amenities and activities nearby, Gulf Place Caribbean is the perfect destination for a beach getaway in the heart of the Caribbean.

Welcome to Beso Del Sol Resort! Located at 1420 Bayshore Boulevard in Dunedin, Florida, our waterfront resort offers stunning views of Caladesi and Honeymoon Island on Florida's gulf coast. Whether you're looking for a studio, one- or two-bedroom suite, we have accommodations designed with your comfort and convenience in mind. Situated near Clearwater Beach and Caladesi Island, our resort is the perfect spot for a vacation getaway or destination wedding in delightful Dunedin. On-site, we offer swimming pools, a jacuzzi, Marker 8 tiki bar and grill, complimentary bikes, and the Jolley Trolley to explore the town.