TOP 30 Luxury getaways in Longboat Key, Florida

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Shore Longboat Key is a charming waterfront restaurant located at 800 Broadway Street in Longboat Key, Florida. Offering a delightful dining experience with stunning views of the water, this institution specializes in serving delicious seafood and other culinary delights. Guests can enjoy a relaxing meal in a casual yet elegant atmosphere, perfect for both intimate dinners and group gatherings. With a menu featuring fresh, locally sourced ingredients and a variety of delectable dishes, Shore Longboat Key is a must-visit destination for food enthusiasts looking to savor the flavors of the Gulf Coast.

Sea Grape Inn is a charming lodging establishment located on the picturesque Longboat Key in Florida. Situated at 5125 Gulf of Mexico Drive, this inn offers comfortable accommodations with a touch of coastal elegance. Whether you are looking for a relaxing beach getaway or a romantic retreat, Sea Grape Inn is the perfect choice for your stay. In addition to providing lodging services, Sea Grape Inn also offers real estate and travel agency services to help you make the most of your time in this beautiful destination. Book your stay at Sea Grape Inn and experience the beauty of Longboat Key, Florida.

The Longboat Bay Club is a premier institution located at 3200 Gulf of Mexico Drive on Longboat Key, Florida. This luxurious establishment offers a unique blend of lodging, real estate, and travel services. Whether you are looking for a relaxing getaway, a new home by the beach, or assistance in planning your next vacation, the Longboat Bay Club has everything you need. With stunning views, top-notch amenities, and exceptional customer service, this institution is the perfect destination for those seeking a truly unforgettable experience on the beautiful Gulf Coast of Florida.

The Beach on Longboat Key Resort offers a serene and luxurious getaway on the stunning Gulf of Mexico. Located in Longboat Key, Florida, this lodging institution provides a peaceful escape with breathtaking views of the vibrant sunsets and turquoise waters. With all the amenities of a large resort, guests can enjoy a relaxing vacation without the crowds and noise. Experience a vacation of a lifetime at The Beach on Longboat Key Resort.

The Resort at Longboat Key Club is a luxurious lodging institution located at 220 Sands Point Road in beautiful Longboat Key, Florida. This upscale resort offers stunning views of the Gulf of Mexico, pristine beaches, and world-class amenities. Guests can enjoy spacious accommodations, a championship golf course, tennis courts, a full-service spa, multiple dining options, and a marina for water activities. Whether you're looking for a relaxing getaway or an active vacation, The Resort at Longboat Key Club has something for everyone. Experience the ultimate in luxury and relaxation at this premier resort destination in the United States.

Lagoon Lawn at Longboat Key is a charming lodging establishment located at 201 Gulf of Mexico Drive in Longboat Key, Florida. Nestled in a serene and picturesque setting, this institution offers guests a tranquil escape with stunning views of the lagoon. The lush green lawn creates a peaceful atmosphere, perfect for relaxation and unwinding. With comfortable accommodations and top-notch amenities, Lagoon Lawn at Longboat Key is the ideal destination for a rejuvenating getaway on the beautiful Gulf Coast of Florida.

Beaches of Longboat Key is a luxurious oceanfront institution located at 775 Longboat Club Road in Longboat Key, Florida. This exclusive beachfront property offers stunning views of the Gulf of Mexico and pristine white sandy beaches. Guests can relax in style in beautifully appointed accommodations, enjoy world-class amenities, and indulge in gourmet dining options. Whether you're looking for a romantic getaway, a family vacation, or a relaxing retreat, Beaches of Longboat Key provides the perfect setting for a memorable experience by the sea.

Casa Del Mar Beach Resort on Longboat Key is a luxurious lodging option located at 4621 Gulf of Mexico Drive in Longboat Key, Florida. This beachfront resort offers stunning views of the Gulf of Mexico and a tranquil atmosphere for guests to relax and unwind. With spacious rooms, upscale amenities, and a range of on-site activities, Casa Del Mar Beach Resort is the perfect destination for a beach vacation. Whether you're looking to lounge by the pool, take a stroll along the sandy shores, or explore the nearby attractions, this resort has something for everyone. Experience the ultimate in comfort and hospitality at Casa Del Mar Beach Resort on Longboat Key.

Rent The Keys is a lodging, real estate, and travel agency located at 3018 Gulf Drive in Holmes Beach, Florida. Start your vacation now by booking Florida Keys luxury vacation rentals through RentTheKeys.com. Discover the value and savings of staying in vacation rental homes or condominiums with amenities such as heated pools, gourmet kitchens, and custom-designed properties on the best beaches in the world. Explore the various keys on the Gulf Coast of Florida, including Siesta Key, Anna Maria Island, Lido Key, Longboat Key, and Casey Key. Experience island living on Anna Maria Island and Siesta Key with miles of white sandy shores and crystal-clear waters. RentTheKeys also offers Sarasota Florida Keys vacation rentals.

INFINITY Longboat Key is a luxurious waterfront institution located at 4765 Gulf of Mexico Drive in Longboat Key, Florida, United States. This prestigious destination offers unparalleled views of the Gulf of Mexico and a serene beachfront setting. With world-class amenities and exceptional service, INFINITY Longboat Key is the ideal retreat for those seeking a sophisticated and relaxing escape. Whether you are looking to unwind by the pool, indulge in gourmet dining, or explore the natural beauty of the surrounding area, this exclusive institution promises a truly unforgettable experience.

Vacation Villas at Longboat Key Club offers luxurious and spacious accommodations on the stunning Longboat Key in Florida. Situated at 220 Sands Point Road, this lodging institution provides guests with a perfect blend of relaxation and upscale amenities. With breathtaking views of the Gulf of Mexico and top-notch service, guests can enjoy a truly unforgettable vacation experience. Whether you're looking to unwind by the pool, play a round of golf, or explore the nearby attractions, Vacation Villas at Longboat Key Club is the perfect destination for a memorable getaway.

3 Palms by the Beach is a premier beachfront rental agency located on the stunning Longboat Key in Florida. Situated at 4325 Gulf of Mexico Drive, this institution offers luxurious vacation rentals with breathtaking views of the Gulf of Mexico. Whether you are looking for a romantic getaway, a family vacation, or a solo retreat, 3 Palms by the Beach has the perfect accommodations for you. With top-notch amenities and exceptional customer service, this real estate and travel agency is dedicated to helping you create unforgettable memories by the beach. Experience the beauty and tranquility of Longboat Key with 3 Palms by the Beach.

Longboat Bay Charters is a premier travel agency located at 518 Bayview Drive in beautiful Longboat Key, Florida. Specializing in luxury yacht charters, Longboat Bay Charters offers unforgettable experiences on the crystal-clear waters of the Gulf of Mexico. Whether you're looking for a romantic sunset cruise, a day of fishing with friends, or a week-long island-hopping adventure, our experienced crew will ensure your trip is nothing short of spectacular. Contact us today to start planning your dream getaway with Longboat Bay Charters.

Welcome to Michael Saunders & Company - Longboat Key Real Estate, your premier destination for real estate and travel services in the heart of Florida's stunning Gulf Coast. Conveniently located at 440 Gulf of Mexico Drive, Longboat Key, Florida, our agency is dedicated to helping you discover the perfect property and travel experiences in this beautiful and serene locale. With a rich history of excellence, Michael Saunders & Company offers unparalleled expertise in the Longboat Key real estate market. Whether you're looking to buy, sell, or rent a property, our team of experienced and knowledgeable agents is here to guide you every step of the way. We pride ourselves on our personalized service, ensuring that your unique needs and preferences are met with the utmost care and professionalism.

Chart House, located at 201 Gulf of Mexico Drive in Longboat Key, Florida, is a top waterfront restaurant offering stunning views of Sarasota Bay. With a relaxing atmosphere both inside the dining room and outside on the terrace, this seafood restaurant is the perfect escape from the daily grind. Enjoy Happy Hour specials daily from 4PM to 6:30PM, as well as early dining hours from 4PM to 6PM. Indulge in delicious seafood specialties with a local twist, or sip on cocktails at the comfortable bar seating. Situated on beautiful Longboat Key, Chart House is a tropical retreat just a short drive away from outdoor destinations like South Lido County Park and Bay Island Park. With boat rentals, bike tracks, and more nearby, this restaurant is the ideal spot for a relaxing getaway. As they reopen their dining rooms, Chart House is committed to ensuring the safety of their guests and looks forward to serving you once again.

Zota Beach Resort is a luxurious lodging option located on the beautiful Longboat Key in Florida, United States. Situated at 4711 Gulf of Mexico Drive, the resort offers stunning views of the Gulf of Mexico and provides guests with a serene and relaxing atmosphere. The resort features upscale accommodations, including spacious rooms and suites, as well as a range of amenities such as a pool, spa, fitness center, and on-site dining options. Whether you're looking for a romantic getaway, family vacation, or a weekend retreat, Zota Beach Resort is the perfect destination for those seeking a luxurious and unforgettable experience by the sea.

Rolling Waves Beach Cottages is a charming lodging institution located at 6351 Gulf of Mexico Drive in Longboat Key, Florida, United States. Situated right on the beautiful shores of the Gulf of Mexico, this cozy retreat offers guests a peaceful and relaxing beachfront experience. The cottages are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy stunning ocean views, relax on the private beach, or take a dip in the crystal-clear waters. With its serene atmosphere and convenient location, Rolling Waves Beach Cottages is the perfect destination for a memorable beach getaway.

Outrigger Resort by RVA is a charming lodging establishment located at 5155 Gulf of Mexico Drive in Longboat Key, Florida, United States. This resort offers a peaceful and relaxing atmosphere, perfect for a getaway by the beach. Guests can enjoy spacious accommodations, beautiful ocean views, and a range of amenities including a pool, tennis courts, and easy access to the beach. With friendly staff and a convenient location, Outrigger Resort by RVA is the ideal destination for a memorable vacation in Florida.

Cabana Beach Club is a luxurious lodging institution located on the pristine shores of Longboat Key, Florida. Situated at 5851 Gulf of Mexico Drive, this exclusive beach club offers guests a tranquil and upscale retreat with breathtaking views of the Gulf of Mexico. The Cabana Beach Club features well-appointed accommodations, including spacious rooms and suites, as well as a range of amenities such as a private beach, swimming pool, and on-site dining options. Whether you're looking for a romantic getaway or a relaxing family vacation, Cabana Beach Club provides the perfect setting for a memorable stay in paradise.

Turtle Crawl Inn Resort is a beachfront paradise located at 4235 Gulf of Mexico Drive, Longboat Key, Florida. Offering easy living on the Gulf Coast, this resort features vacation beach condos near Sarasota, Florida. With a variety of room styles including accommodations at The Towers, The Gardens, and The Villas, guests can enjoy plush island luxury and quiet pleasures that cater to all personalities. The resort has 20 units directly facing the beautiful Gulf of Mexico, all with one bedroom, one bathroom, and a studio apartment style living area with a balcony overlooking the beach. Most units include a sleeper sofa and can accommodate up to 6 people. Guests can enjoy the heated pool, barbecue area, putting green, shuffleboard area, and easy access to the beach. The resort offers clean and comfortable rental condominiums and villas with fully equipped kitchens. Visitors can partake in activities such as shelling, biking, fishing, watersports, and dining, or simply relax on the white sand beaches and enjoy the warm Sarasota sun. With excellent views of the water and spectacular sunsets, Turtle Crawl Inn Resort is the perfect choice for a Longboat Key vacation. Previous guests have praised the resort for its friendly staff, peaceful atmosphere, and private beach access, making it a top choice for a relaxing getaway.

The Diplomat Beach Resort is a luxurious lodging destination located at 3155 Gulf of Mexico Drive in Longboat Key, Florida, United States. This prestigious resort offers unparalleled comfort and service, making it the perfect retreat for those seeking a relaxing getaway. With stunning views of the Gulf of Mexico and a range of amenities including a pool, spa, and fine dining options, guests are sure to have a memorable stay. Whether you're looking for a weekend escape or a long-term rental, The Diplomat Beach Resort is the ideal choice for your next vacation or real estate investment.

Veranda Beach Club is a luxurious lodging destination located on the stunning Gulf of Mexico Drive in Longboat Key, Florida. This exclusive resort offers a range of beautiful accommodations, from cozy beachfront villas to spacious suites with breathtaking ocean views. Guests can relax by the pool, stroll along the white sandy beach, or enjoy a variety of water sports and activities. With its prime location and top-notch amenities, Veranda Beach Club is the perfect getaway for those seeking a tranquil and upscale vacation experience. Additionally, as a real estate agency, the institution also offers opportunities to own a piece of paradise in this desirable coastal community.

Florida Vacation Connection is a premier lodging, real estate, and travel agency located at 3720 Gulf of Mexico Drive in Longboat Key, Florida. We specialize in providing top-notch vacation rentals, real estate services, and travel accommodations for those looking to experience the beauty and excitement of Florida. Our team of experienced professionals is dedicated to helping clients find the perfect vacation rental, buy or sell property, and plan unforgettable travel experiences in this stunning destination. Whether you're looking for a beachfront condo, a luxury estate, or a customized vacation package, Florida Vacation Connection has everything you need to make your Florida getaway truly unforgettable.

Zilli Villa is a luxurious and elegant institution located at 4235 Gulf of Mexico Drive in Longboat Key, Florida, United States. This stunning property offers a serene and picturesque setting for guests to relax and unwind. With spacious accommodations, modern amenities, and attentive service, Zilli Villa is the perfect destination for a getaway or special event. Whether you are seeking a peaceful retreat or a memorable celebration, Zilli Villa is sure to exceed your expectations.

LaPlaya Condominiums is a luxurious beachfront property located at 4425 Gulf of Mexico Drive in Longboat Key, Florida. This stunning complex offers a range of beautifully appointed condominiums for sale or rent, perfect for those seeking a tropical getaway or a permanent residence in paradise. With pristine white sand beaches just steps away and breathtaking views of the Gulf of Mexico, LaPlaya Condominiums is the perfect destination for those looking to relax and unwind in style. Whether you're looking for a vacation rental or a new home, LaPlaya Condominiums has something for everyone. Contact us today to learn more about this exclusive property and start living the beachfront lifestyle you've always dreamed of.

Kokomo Charters is a luxury travel agency located at 5 Bayfront Drive in Sarasota, Florida. We specialize in providing private boat charters in the Sarasota area, including Siesta Key, Anna Maria Island, Lido Key, Casey Key, and Longboat Key. Our visitors consistently praise us as the highlight of their vacation, while locals book us regularly to impress their guests. Our fleet includes the beautiful 37-foot Sea Ray "Top Shelf" and the massive 50-foot three-story yacht "Memory Maker." Both vessels are yacht certified and offer a luxurious and upscale boating experience unlike any other in the market. Each charter is completely customized to your preferences, ensuring an unforgettable day for you and your crew.

Welcome to Banyan Beach Estates, your premier real estate agency located at 6917 Longboat Drive South, Longboat Key, Florida. Nestled in the picturesque surroundings of Longboat Key, we specialize in offering exquisite beachfront properties and luxurious estates that capture the essence of coastal living. Our dedicated team of experienced real estate professionals is committed to providing personalized service and expert guidance, ensuring that your property buying or selling experience is seamless and rewarding. Whether you are searching for your dream home, a vacation getaway, or an investment opportunity, Banyan Beach Estates is here to help you navigate the vibrant real estate market of Longboat Key. Discover the tranquil beauty and unparalleled lifestyle that our exceptional properties have to offer. Visit us today and let us turn your real estate dreams into reality.

Welcome to Bruce Myer Group, your trusted real estate agency located at 595 Bay Isles Road, Suite 250, Longboat Key, Florida. Led by Bruce Myer, a seasoned REALTOR® with extensive experience, our team is dedicated to making your real estate journey seamless and successful. With a combination of industry veterans, property specialists, and creative marketing professionals, we listen closely to your needs and provide expert guidance rooted in years of serving Florida’s beautiful Suncoast. At Bruce Myer Group, we believe in integrity, honesty, and personalized service. Whether you're buying or selling a home in Longboat Key, Bird Key, Lido Key, Siesta Key, Sarasota, or the surrounding areas, we're here to help. From luxurious beachfront condominiums to charming resort-style villas and vibrant downtown escapes, the Suncoast offers a variety of stunning properties to fit your lifestyle.