TOP 20 Best Beachfront rental properties in Longboat Key, Florida

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.

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.

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.

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.

Welcome to Michael Saunders & Company – Longboat Key Real Estate Agents, your premier destination for exceptional real estate services in the beautiful Longboat Key, Florida. Located in the heart of this stunning coastal paradise, our dedicated team of experienced real estate professionals is committed to helping you find your dream home or investment property in this sought-after location. At Michael Saunders & Company, we pride ourselves on our deep local knowledge and personalized service, ensuring that every client receives the attention and expertise they deserve. Whether you're looking to buy, sell, or invest, our agents are here to guide you through the process with integrity, professionalism, and a keen understanding of the Longboat Key market.

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.

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.

Beach Castle Resort is a luxurious beachfront property located at 5310 Gulf of Mexico Drive in Longboat Key, Florida. As a premier lodging destination, this resort offers guests a tranquil and relaxing atmosphere with stunning views of the Gulf of Mexico. With a range of accommodations to choose from, including spacious suites and private villas, guests can enjoy a comfortable stay with all the amenities they need. In addition to providing lodging, Beach Castle Resort also operates as a real estate agency, helping individuals find their dream beachfront property in the area. The resort also offers travel agency services, assisting guests with booking tours, excursions, and transportation during their stay. Whether you're looking for a vacation rental, a new home, or assistance with planning your trip, Beach Castle Resort has everything you need for a memorable stay in beautiful Longboat Key.

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.

RVA Resort Vacations is a premier lodging, real estate, and travel agency located at 4030 Gulf of Mexico Drive in beautiful Longboat Key, Florida. With a focus on luxury accommodations and top-notch customer service, RVA Resort Vacations offers an array of vacation rental options, real estate opportunities, and travel services to suit every need. Whether you're looking for a relaxing beachfront retreat or a prime investment property, RVA Resort Vacations has you covered. Book your next vacation or find your dream home with RVA Resort Vacations today!

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.

Florida Dream Home Team - Coldwell Banker Realty is a premier real estate agency located at 8334 Market Street in Bradenton, Florida, United States. Specializing in properties in the vibrant community of Lakewood Ranch, which is home to over 55,000 residents and 1,841 jobs, our team offers expertise in buying and selling homes in this desirable area. Lakewood Ranch boasts A-rated schools, town centers, golf courses, and the Lakewood Ranch Medical Center, making it an ideal place to live. Additionally, we also serve the beautiful barrier island of Longboat Key, known for its stunning beaches and mangroves. Sarasota, with its unique arts scene and beachy atmosphere, is another area we cover, along with the popular Siesta Key, home to the award-winning Siesta Public Beach. Whether you are looking for a vacation home, investment property, or your dream residence, our team can help you find the perfect property. Visit us today to access full property details and exclusive listings. Prices and inventory are current as of April 6, 2024. To continue your property search, agree to our Terms of Use.

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.

Sand Cay Beach Resort is a luxurious beachfront property located at 4725 Gulf of Mexico Drive in Longboat Key, Florida. This stunning resort offers a range of real estate options, from beautiful beachfront condos to cozy cottages. Whether you're looking for a vacation rental or a permanent home, Sand Cay Beach Resort has something for everyone. With its prime location on the Gulf of Mexico, guests can enjoy breathtaking views, white sandy beaches, and a host of amenities such as a pool, tennis courts, and direct beach access. The resort also offers concierge services to help guests make the most of their stay in this idyllic seaside paradise. Experience the ultimate in beachfront living at Sand Cay Beach Resort.

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 Bay Isles Association Inc., your premier community organization located in the picturesque surroundings of Longboat Key, Florida. Situated at 2111 Gulf of Mexico Drive, our association is dedicated to enhancing the quality of life for our residents and fostering a vibrant, connected community. At Bay Isles Association, we take pride in maintaining the beauty and tranquility of our neighborhood. Our commitment to excellence is reflected in our well-managed amenities, including beautifully landscaped common areas, recreational facilities, and exclusive access to pristine beaches. We strive to create a safe, welcoming environment where residents can enjoy a peaceful coastal lifestyle.

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 Tina Rudek-Stark P.A. / RoseBay International Realty, Inc., your premier real estate agency located in the heart of Longboat Key, Florida. Situated at 5350 Gulf of Mexico Drive, our office serves as your gateway to the luxurious island lifestyle you've always dreamed of. Specializing in Longboat Key and the surrounding areas, we invite you to explore the breathtaking properties and vibrant communities of Anna Maria Island, Siesta Key, and more. Experience the epitome of island living with our curated selection of luxury homes, estates, villas, condos, and mansions, each offering stunning views and unparalleled comfort. Our team of highly connected real estate expert advisors are locals with decades of experience. We leverage our local expertise and global connections to provide buyers with exclusive access to the finest properties and offer sellers unmatched market visibility.

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.

Welcome to the Tryla Brown Larson Team, your premier real estate experts located in the heart of Longboat Key, Florida. Situated at 440 Gulf of Mexico Drive, our team is dedicated to helping you find your dream home or investment property in one of Florida's most beautiful and sought-after locations. With a deep understanding of the local market and a commitment to exceptional customer service, we offer personalized solutions to meet all your real estate needs. Whether you are buying, selling, or investing, the Tryla Brown Larson Team is here to guide you every step of the way. Discover the stunning properties and vibrant community of Longboat Key with us today!