TOP 30 Island getaways in Destin, Florida

The Gasparilla Inn & Club is a luxurious lodging institution located at 500 Palm Avenue in Boca Grande, Florida. This historic and charming hotel offers elegant accommodations, impeccable service, and a range of amenities for guests to enjoy during their stay. With its picturesque surroundings and top-notch facilities, the Gasparilla Inn & Club is the perfect destination for a relaxing getaway or special event. Experience the ultimate in comfort and hospitality at this iconic Florida retreat.

Villa Aqua Pearl is a luxurious waterfront retreat located at 150 Island Court in Rotonda West, Florida. This stunning institution offers a serene and tranquil setting with breathtaking views of the water. The villa features modern amenities and stylish decor, providing guests with a comfortable and unforgettable stay. Whether you are looking for a romantic getaway, a family vacation, or a relaxing escape, Villa Aqua Pearl is the perfect destination. Experience the beauty of Florida's Gulf Coast while enjoying the comforts of this elegant retreat.

Tropical Beach Resorts is a charming lodging institution located at 6717 Sarasea Circle in Siesta Key, Florida, United States. Nestled in the heart of paradise, this resort offers guests a relaxing and tropical getaway just steps away from the stunning white sands and crystal-clear waters of Siesta Key Beach. With comfortable accommodations, friendly staff, and a range of amenities including a pool, BBQ area, and complimentary beach chairs and umbrellas, Tropical Beach Resorts is the perfect destination for a memorable beach vacation. Whether you're looking to unwind on the beach, explore the local attractions, or simply soak up the sun, Tropical Beach Resorts has everything you need for a truly unforgettable stay.

Upriver RV Resort is a luxurious camping destination located along the tranquil Caloosahatchee River in North Fort Myers, Florida. This prime location is home to a variety of wildlife, including manatees, fish, and birds, making it the perfect spot for nature lovers. The resort offers a range of amenities for guests to enjoy, including boating, fishing, and recreational activities. With easy access to the Gulf of Mexico, Sanibel and Captiva Islands, and Fort Myers Beach, Upriver RV Resort is the ideal choice for a relaxing getaway. Whether you prefer lounging on the beach or exploring nearby National Parks, this resort has something for everyone. Come and experience the perfect blend of tranquility and community at Upriver RV Resort.

Angler's Inn is a cozy 4-unit vacation destination located in Historic Matlacha, Florida. This pet-friendly motel on the water offers boat dockage and is the perfect place for a relaxing getaway. Each efficiency unit features a fully outfitted kitchenette, screened-in lanai overlooking the water, cable TV, Wi-Fi, and other amenities. Guests can enjoy exploring the area by bike or kayak, with the opportunity to see manatees, dolphins, and a variety of bird life. The motel also offers a fire pit for cool evenings and provides kayaks for guests to use. Restaurants, shops, and galleries are within walking distance, making it easy to experience the charm of this fishing village. Whether you want to relax by the water, explore the island, or go fishing, Angler's Inn is the perfect choice for your stay in Matlacha.

Jensen's On The Gulf is a charming lodging establishment located at 15300 Captiva Drive in the picturesque town of Captiva, Florida. This cozy retreat offers guests a tranquil and relaxing atmosphere, with stunning views of the Gulf of Mexico just steps away. Whether you're looking for a romantic getaway or a family vacation, Jensen's On The Gulf provides comfortable accommodations and top-notch hospitality. Enjoy a variety of amenities including a private beach, swimming pool, and convenient access to local attractions. Experience the beauty of Captiva Island at Jensen's On The Gulf.

Serenity Bay Cottages is a charming lodging institution located at 4826 Pine Island Road in the picturesque town of Matlacha, Florida, United States. Nestled along the serene bay, this cozy retreat offers a peaceful and relaxing getaway for guests looking to escape the hustle and bustle of everyday life. The cottages are beautifully appointed and provide all the comforts of home, with stunning views of the bay and easy access to nearby attractions. Whether you're looking for a romantic weekend escape or a family vacation, Serenity Bay Cottages is the perfect destination for your next trip to Florida.

Matlacha Tiny Village is a charming lodging institution located at 4661 Pine Island Road in Matlacha, Florida, United States. Nestled in the heart of this picturesque fishing village, the tiny village offers a unique and cozy accommodation experience for guests looking to escape the hustle and bustle of city life. Each tiny house is thoughtfully designed and beautifully decorated, providing a comfortable and relaxing retreat for visitors. With its convenient location near the waterfront and local shops and restaurants, Matlacha Tiny Village is the perfect destination for a peaceful and rejuvenating getaway.

South Seas, located at 5400 Plantation Road in Captiva, Florida, is a luxurious lodging institution that has been a favorite destination for families for generations. Situated on the beautiful Sanibel and Captiva Islands, South Seas offers guests an unforgettable experience where the destination truly comes to life. This year, South Seas is embarking on a new chapter, with plans to enhance guest experiences, expand services and amenities, and restore the resort to its original grandeur. The secluded 330-acre retreat is also a wildlife nature preserve, offering guests the opportunity to explore the stunning beauty of the Florida Gulf Coast.

Aloha Baby Vacation Rental is a charming beachfront accommodation located at 15351 Captiva Drive in Captiva, Florida. This cozy retreat offers a relaxing and comfortable stay for families and friends looking to enjoy a tropical getaway. The property features spacious and well-appointed vacation homes with stunning views of the Gulf of Mexico. Guests can unwind on the white sandy beaches, take a dip in the crystal-clear waters, or simply relax on the private lanai while soaking in the breathtaking sunsets. With its convenient location and warm hospitality, Aloha Baby Vacation Rental is the perfect destination for a memorable beach vacation in the United States.

La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway is a cozy and modern lodging option located at 20091 Summerlin Road in Fort Myers, Florida. Just a short drive away from the beautiful Sanibel Island, this hotel offers comfortable rooms and suites with all the amenities needed for a relaxing stay. Guests can enjoy a complimentary breakfast, outdoor pool, fitness center, and free Wi-Fi. Whether you're traveling for business or pleasure, La Quinta Inn & Suites is the perfect choice for your stay in Fort Myers.

Candlewood Suites Fort Myers-Sanibel Gateway, an IHG Hotel, is a cozy and welcoming lodging option located at 9740 Commerce Center Court in Fort Myers, Florida, United States. Situated near the beautiful Sanibel Island, this hotel offers comfortable accommodations and convenient amenities for both short and long-term stays. Guests can enjoy spacious suites with fully equipped kitchens, a fitness center, outdoor pool, and a BBQ area. Whether visiting for business or leisure, Candlewood Suites provides a home away from home experience for all travelers.

Located at 251 Crescent Street in Fort Myers Beach, Florida, the Margaritaville Beach Resort is the ultimate tropical getaway. Nestled between the Gulf of Mexico and Matanzas Bay, this resort encourages guests to relax and enjoy the laid-back island life to the fullest. With exclusive access to the Fins Up! Beach Club and a variety of dining options, including JWB Grill and License to Chill Bar & Grill, guests can indulge in locally sourced and globally inspired cuisine. The resort also features bars such as 5 o'Clock Somewhere Bar and Lah De Dah Beach Bar & Grill, offering refreshing drinks and live entertainment. For a caffeine boost, guests can visit the Coconut Telegraph Coffee Shop. The resort also offers a range of accommodations, from the spacious Son of a Sailor Suite to the cozy Standard Two Queens room. With stunning views, exciting entertainment, and luxurious amenities, Margaritaville Beach Resort Fort Myers Beach is the perfect destination for a beach vacation.

The Waterside Inn on the Beach is a charming lodging located at 3033 West Gulf Drive in Sanibel, Florida. Situated right on the beach, this institution offers guests a peaceful and relaxing getaway with stunning views of the Gulf of Mexico. The cozy accommodations feature comfortable rooms and suites, perfect for a romantic escape or a family vacation. Guests can enjoy amenities such as a private beach, outdoor pool, and complimentary breakfast. With its convenient location and warm hospitality, the Waterside Inn on the Beach is the ideal destination for those looking to unwind and enjoy the beauty of Sanibel Island.

Pink Shell Beach Resort & Marina is a full-service beachfront getaway located on Estero Island in Fort Myers, Florida. Surrounded by the Matanzas Pass and the Gulf of Mexico, our 12-acre resort has evolved from a single cottage built in 1950 to a premier destination for families and friends to create lasting memories. We offer special offers for guests, including discounts for military personnel and wedding packages. Our resort features extraordinary views, clean and safe beaches perfect for kids, and a friendly and professional staff. Guests can enjoy amenities such as a pool with warm water, luxury suites with fully stocked kitchens, and daily breakfast. The Pink Shell Resort is a great place for a family vacation, with easy access to nearby attractions and a family-friendly atmosphere. Book your stay with us and experience the best of the Gulf Coast of Florida at Pink Shell Beach Resort & Marina.

Sanibel Captiva Beach Resorts, located at 15951 Captiva Drive in Captiva, Florida, is the Official Beach Resorts & Rentals of Sanibel and Captiva Islands. With over 50 years of hospitality marketing and management success, we promise an unforgettable island experience for all guests, whether it be a family vacation, couples getaway, beachfront wedding, multi-gen reunion, or destination meeting. Our accommodations are of the highest quality, with rave reviews for our food and beverage options, water sports and marinas, wellness spa and fitness facilities, and warm hospitality. Enjoy pristine, private Gulf of Mexico beaches along the sugar sand coast of America’s favorite islands destination. Choose your island, choose your beach, choose your style at Sanibel Captiva Beach Resorts. Sanibel Captiva Beach Resorts is a leader in Southwest Florida lodging management and marketing, offering four outstanding beach resorts, numerous restaurant and entertainment venues, marinas, spa services, and recreational opportunities. 'Tween Waters Island Resort & Spa, Sanibel Captiva Island Vacations, Old Captiva House, and The Shipyard are just a few of our properties that provide exceptional value and a warm, memorable island resort experience. Whether you're looking for the best Sanibel beach resorts or the best Captiva beach resorts, trust Sanibel Captiva Beach Resorts, LLC to exceed your expectations.

Palms of Sanibel is a charming institution located at 1220 Morningside Place in Sanibel, Florida. As a combination of a lodging facility, real estate agency, and travel agency, Palms of Sanibel offers a unique and comprehensive experience for visitors looking to explore this beautiful island destination. Whether you are in need of accommodations for your stay, looking to invest in real estate in the area, or seeking assistance with planning your travel itinerary, the knowledgeable and friendly staff at Palms of Sanibel are here to assist you every step of the way. With a prime location near the stunning beaches and attractions of Sanibel, this institution is the perfect place to start your island adventure.

The Guest House at Shell Point is a charming lodging option located at 15040 Shell Point Boulevard in Fort Myers, Florida, United States. Situated on The Island, the Guest House is surrounded by beautiful flowering landscapes and refreshing breezes from the Caloosahatchee River. Whether you are looking to stay for a night, a week, or even a month, the Shell Point Guest House is the perfect destination for a relaxing getaway. If you are visiting family at Shell Point, the Guest House provides an ideal setting to turn your visit into a vacation. Each guest room at the Guest House is designed with comfort and style in mind, providing a refreshing space to relax and unwind. Guests can also enjoy amenities such as playing a round of golf on the 18-hole Championship golf course, dining at one of the on-site restaurants, pampering themselves at the Salon & Spa, and cooling off at the Island Aquatic Center pool.

The Spa at Tween Waters Inn, located at 15951 Captiva Drive in Captiva, Florida, is a luxurious beauty salon, hair care, and spa facility. As the official beach resort of Captiva Island, it offers a perfect blend of historic charm, luxury amenities, and natural beauty. Nestled between private Gulf of Mexico beaches and Pine Island Sound, this resort is the ideal vacation destination for relaxation and adventure. Guests can choose from charming seaside cottages that have hosted famous guests throughout history. The resort offers a variety of activities, including kayaking, paddleboarding, and private boat tours. Beachfront cabanas and poolside loungers provide the perfect spots to unwind.

Eau Palm Beach Resort & Spa is a luxurious lodging and spa destination located at 100 South Ocean Boulevard in Manalapan, Florida. This exquisite resort offers guests a tranquil and rejuvenating experience, with stunning ocean views and world-class amenities. The resort features beautifully appointed rooms and suites, a full-service spa offering a range of treatments and services, multiple dining options, a sparkling swimming pool, and access to a private beach. Whether you're looking for a relaxing getaway or a romantic escape, Eau Palm Beach Resort & Spa is the perfect destination for a memorable and indulgent stay.

Resort Harbour Properties in Punta Rassa/Fort Myers/Sanibel is a luxurious lodging destination located at 15031 Punta Rassa Road in Fort Myers, Florida. Situated in a picturesque coastal setting, this institution offers a range of upscale accommodations perfect for a relaxing getaway. Guests can enjoy stunning views of the surrounding area, top-notch amenities, and easy access to the beautiful beaches of Sanibel Island. Whether you're looking for a romantic escape or a family vacation, Resort Harbour Properties provides the perfect blend of comfort and convenience for an unforgettable stay.

Periwinkle Cottages is a charming real estate and travel agency located at 1431 Jamaica Drive in the beautiful Sanibel Island, Florida. Our agency specializes in providing cozy and comfortable cottages for vacation rentals, perfect for those looking to escape to a serene and picturesque destination. Whether you're looking for a romantic getaway or a family vacation, our cottages offer the perfect blend of comfort and convenience. With stunning views of the surrounding nature and easy access to the island's attractions, Periwinkle Cottages is the ideal choice for your next vacation in sunny Florida. Contact us today to book your stay and experience the beauty of Sanibel Island.

The Inn of Naples, Tapestry Collection by Hilton is a charming lodging option located at 4055 Tamiami Trail North in Naples, Florida. This boutique hotel offers a unique and intimate experience for guests looking to relax and unwind in a peaceful setting. With comfortable rooms, modern amenities, and personalized service, the Inn of Naples is the perfect choice for both leisure and business travelers. Guests can also enjoy the convenient location near popular attractions, shopping centers, and dining options. Experience the warm hospitality and exceptional service that the Inn of Naples, Tapestry Collection by Hilton has to offer.

Compass Hotel by Margaritaville Naples is a relaxing all-suite hotel located in Naples, Florida. With a laid-back island vibe, our 119 suites offer unparalleled convenience and comfort for travelers. Enjoy delicious food and signature cocktails at our bar and eatery, and take advantage of our modern amenities for an exceptional experience. Explore the endless fun of Naples from our convenient location, and host your next event or celebration in our adaptable spaces. Book now for 30% off your stay of three nights or longer, and enjoy additional discounts for AAA members, seniors, Florida residents, and military personnel. Experience the Floridian escape you've been dreaming of at Compass Hotel by Margaritaville Naples.

Marco Beach Vacation Suites is a premier lodging destination located at 901 South Collier Boulevard, Marco Island, Florida. Offering luxurious accommodations and top-notch amenities, our suites are the perfect choice for travelers looking for a relaxing and comfortable stay. As a real estate agency, we also offer vacation rental properties for those looking to invest in a piece of paradise. Our experienced travel agency can assist with planning the perfect getaway to Marco Island, ensuring a memorable and stress-free experience for all guests. Experience the beauty and tranquility of Marco Beach Vacation Suites on your next vacation to Florida.

Marriott's Crystal Shores is a luxurious lodging institution located on the stunning Marco Island in Florida, United States. Situated at 600 South Collier Boulevard, this resort offers breathtaking views of the crystal-clear waters and white sandy beaches of the Gulf of Mexico. Guests can enjoy spacious and beautifully appointed accommodations, top-notch amenities, and exceptional service during their stay. Whether relaxing by the pool, indulging in delicious dining options, or exploring the nearby attractions, Marriott's Crystal Shores provides the perfect setting for a memorable vacation experience.

The Surf Club of Marco Resort is a luxurious lodging facility located at 540 South Collier Boulevard in the beautiful Marco Island, Florida. This resort offers stunning ocean views and direct beach access, making it the perfect destination for a relaxing getaway. The resort features spacious and modern accommodations, a variety of amenities including a pool, fitness center, and on-site dining options. Whether you want to relax on the beach, explore the local area, or simply unwind in style, The Surf Club of Marco Resort is the ideal choice for your next vacation.

La Bella Vita on Marco is a luxurious institution located at 380 Seaview Court on Marco Island, Florida. As a lodging, real estate, and travel agency all in one, La Bella Vita offers a unique and unparalleled experience for guests looking to enjoy the beauty of Marco Island. With stunning accommodations, top-notch real estate services, and personalized travel planning, La Bella Vita on Marco is the perfect destination for those seeking a truly unforgettable and relaxing getaway.

Luxury Beachfront Condos is a premier institution located at 440 Seaview Court, Marco Island, Florida, United States. As a lodging option, we offer exquisite and upscale condominiums with stunning views of the beach and ocean. Our real estate agency specializes in providing clients with top-of-the-line beachfront properties for sale or rent. Additionally, our travel agency services cater to those seeking a luxurious and unforgettable vacation experience by the sea. Whether you are looking for a dreamy getaway or a lucrative investment opportunity, Luxury Beachfront Condos is the perfect destination for all your beachfront needs.

Holiday Inn Club Vacations Sunset Cove Resort is a luxurious lodging destination located at 571 West Elkcam Circle in Marco Island, Florida, United States. This resort offers a peaceful and relaxing atmosphere with stunning views of the sunset over the Gulf of Mexico. Guests can enjoy spacious accommodations, top-notch amenities, and personalized service during their stay. Whether you're looking to relax by the pool, explore the nearby attractions, or simply unwind on the beach, Sunset Cove Resort is the perfect choice for your next vacation getaway.