The 30 Best Resort vacations in Longboat Key, Florida

Cannons By the Sea Cottages is a charming lodging establishment located at 6051 Gulf of Mexico Drive in Longboat Key, Florida. Nestled along the beautiful Gulf Coast, this institution offers cozy and well-appointed cottages for rent, perfect for a relaxing beach getaway. As both a real estate and travel agency, Cannons By the Sea Cottages also assists guests in finding their dream vacation home or planning their next adventure in the Sunshine State. With its stunning location and personalized service, Cannons By the Sea Cottages is the ideal destination for those seeking a peaceful and idyllic escape.

Arbors By the Sea is a charming lodging institution located at 5441 Gulf of Mexico Drive in Longboat Key, Florida. Nestled in a picturesque coastal setting, this tranquil retreat offers guests a peaceful escape from the hustle and bustle of everyday life. With its cozy accommodations, stunning views of the Gulf of Mexico, and convenient location near the beach, Arbors By the Sea is the perfect destination for those seeking relaxation and rejuvenation. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, this hidden gem on the shores of Florida is sure to provide an unforgettable experience.

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.

Whitney Beach is a charming lodging institution located at 8240 Florida 789, Longboat Key, Florida, United States. Nestled in a beautiful coastal setting, Whitney Beach offers guests a serene and relaxing atmosphere to unwind and enjoy their vacation. With comfortable accommodations and top-notch amenities, guests can enjoy a memorable stay at this idyllic retreat. Whether you're looking to relax on the beach, explore the nearby attractions, or simply soak in the stunning views, Whitney Beach is the perfect destination for a peaceful getaway.

Captain Fin's Sightseeing and Boat Tours is a popular tourist attraction and travel agency located at 1325 Gulf Drive South in Bradenton Beach, Florida, United States. Specializing in sunset cruises, dolphin excursions, sandbar trips, shelling adventures, and Egmont Key charters, Captain Fin's offers a unique way to explore the beautiful intercoastal waterways of Anna Maria, Longboat Key, and Sarasota Bay. With over 45 years of experience on the waters of Anna Maria Island and Tampa Bay, Captain Fin's ensures a memorable and enjoyable experience for all guests. Don't miss the opportunity to relax and watch the stunning sunset while sipping on your favorite beverage, or to collect shells along the secluded beaches of Egmont Key. Book your sightseeing and boat tour with Captain Fin's today for an unforgettable adventure on the waters of Florida's Gulf Coast.

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.

The Starfish Motel is a cozy and charming lodging establishment located at 2813 Gulf of Mexico Drive in Longboat Key, Florida, United States. Situated just steps away from the beautiful Gulf of Mexico, this quaint motel offers comfortable accommodations for travelers looking to relax and unwind. The Starfish Motel provides a peaceful and serene atmosphere, perfect for a beach getaway or a weekend retreat. With its convenient location and friendly staff, guests can enjoy a memorable stay at this delightful seaside retreat.

Little Gull Cottages is a charming real estate and travel agency located at 5330 Gulf of Mexico Drive in Longboat Key, Florida. Our cozy cottages offer a perfect retreat for those looking to escape the hustle and bustle of everyday life. With stunning views of the Gulf of Mexico, our properties provide a peaceful and serene atmosphere for guests to relax and unwind. Whether you're looking for a weekend getaway or a longer stay, Little Gull Cottages is the perfect destination for your next vacation. Contact us today to book your stay and experience the beauty of Longboat Key.

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.

MyBhutan is a premier travel agency located at 35 Lighthouse Point Drive, Longboat Key, Florida, United States. Specializing in bespoke travel experiences to the enchanting kingdom of Bhutan, MyBhutan offers personalized itineraries, luxury accommodations, and exclusive access to cultural events and festivals. With a team of experienced travel experts and local guides, MyBhutan ensures that every trip is tailored to the unique interests and preferences of each traveler. Immerse yourself in the rich culture and natural beauty of Bhutan with MyBhutan as your trusted travel partner.

Welcome to Mediterranean Plaza, a premier shopping destination nestled in the heart of Longboat Key, Florida. Located at 595 Bay Isles Road, our charming shopping mall offers a unique blend of Mediterranean-inspired architecture and a vibrant selection of retail stores, dining options, and service providers. Whether you're a local resident or a visitor to this beautiful coastal area, Mediterranean Plaza provides a leisurely and enjoyable shopping experience for everyone. Explore a diverse range of shops featuring the latest in fashion, home décor, and specialty items. Indulge your taste buds at our variety of dining establishments, offering everything from casual bites to exquisite gourmet meals. Our friendly and welcoming atmosphere makes Mediterranean Plaza the perfect place to relax, shop, and dine.

Welcome to Public Beach - 100 Broadway, a serene natural feature located at 7001 Seabreeze Avenue, Longboat Key, Florida. Nestled along the stunning Gulf Coast, our beach offers a perfect escape for sun-seekers and nature enthusiasts alike. With its pristine sands and crystal-clear waters, Public Beach - 100 Broadway is a haven for relaxation, family fun, and outdoor adventure. Whether you're looking to soak up the sun, enjoy a refreshing swim, or explore the diverse marine life, our beach provides a picturesque setting for all your seaside activities. Conveniently located with ample parking and easy access, we invite you to experience the tranquil beauty and natural charm of Public Beach - 100 Broadway. Come visit us and create unforgettable memories by the shore!

Welcome to Twin Shores Inc, your serene getaway on the picturesque Longboat Key in Florida. Nestled at 3740 Gulf of Mexico Drive, our RV park offers a perfect blend of comfort and natural beauty, making it an ideal destination for travelers seeking relaxation and adventure. Surrounded by the stunning Gulf of Mexico, our location provides easy access to pristine beaches, breathtaking sunsets, and a tranquil atmosphere. At Twin Shores Inc, we pride ourselves on offering top-notch amenities and services to ensure your stay is as comfortable as possible. Our well-maintained RV sites are equipped with modern conveniences, catering to both short-term vacationers and long-term residents. Whether you are a solo traveler, a couple, or a family, our friendly staff is dedicated to making your experience memorable.

Welcome to Harbor Links Condo Associates, your premier destination for luxurious coastal living in the heart of Longboat Key, Florida. Nestled at 2015 Harbour Links Drive, our community offers an unparalleled blend of elegance, comfort, and convenience, surrounded by the breathtaking beauty of the Gulf Coast. At Harbor Links, we pride ourselves on providing residents with exceptional amenities and services designed to enhance your lifestyle. Our meticulously maintained condominiums boast spacious floor plans, modern finishes, and stunning views, ensuring you experience the very best in Florida living. Whether you're lounging by the pristine pool, enjoying a game of tennis, or taking a leisurely stroll along our beautifully landscaped grounds, you'll find endless opportunities for relaxation and recreation.

Welcome to the Gulf of Mexico Dr/5200 Block (White Sands) Transit Station, conveniently located in the picturesque town of Longboat Key, Florida. Nestled along the stunning Gulf Coast, this transit station serves as a vital hub for locals and visitors alike, providing easy access to the beautiful white sand beaches and the vibrant community of Longboat Key. Whether you're commuting to work, exploring the island, or simply enjoying a day by the ocean, our well-maintained station offers a seamless and efficient transportation experience. With its strategic location and user-friendly services, the Gulf of Mexico Dr/5200 Block (White Sands) Transit Station is your gateway to the best that Longboat Key has to offer.

Welcome to Sunny Acres Mobile Home Park, a serene and welcoming 55 community located at 5210 14th Street West, Bradenton, Florida. Nestled in the heart of sunny Bradenton, our park offers 65 Gemstone Communities sites, providing a peaceful, respectful, and clean environment for seniors to call home. At Sunny Acres, residents enjoy a close-knit community atmosphere with amenities designed for comfort and leisure. Our facilities include a communal laundry room, shuffleboard courts, and a beautiful clubhouse where residents can gather and socialize. Our dedicated management team is always ready to assist with any living needs, ensuring a pleasant and supportive experience for all.

Welcome to Becky Sirigotis, Realtor – Your Trusted Waterfront Expert and Curated Lifestyles Concierge, located at 6000 Marina Drive, Holmes Beach, Florida. Specializing in the vibrant Sarasota area, including Anna Maria Island and its sister islands, we offer a comprehensive, client-focused approach to real estate. Our services leverage local market insight, advanced negotiation expertise, and customized strategies to meet the unique needs and goals of both buyers and sellers. Sarasota and its surrounding islands blend vibrant arts and serene beach living, making it an ideal destination for those seeking a dynamic yet peaceful Gulf Coast lifestyle. From the cultural richness of Sarasota, home to the renowned Ringling Museum and a lively arts scene, to the tranquil beaches and charming local eateries on Anna Maria Island and Longboat Key, this area offers a perfect mix of cultural and coastal tranquility.

Welcome to Jayne Del Medico, your trusted real estate partner in the heart of Southwest Florida. Located at 595 Bay Isles Road, Longboat Key, Florida, we specialize in helping you find your perfect home in this beautiful region. With 19 years of real estate experience, Jayne Del Medico offers extraordinary knowledge of the local market and a concierge approach that ensures unrivaled attention to detail. Whether you're searching for your first home, looking to upgrade, investing in property, or seeking a stunning vacation home, we're here to guide you every step of the way. Navigating the housing market can be overwhelming, but our extreme desire to make you happy is what sets us apart. Let us help you love where you live. Discover the unparalleled service and expertise that makes Jayne Del Medico the go-to choice for all your real estate needs in Southwest Florida.