TOP 10 Best Florida vacation homes for rent in Longboat Key, Florida

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.

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.

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.

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.

Coco Plum of Longboat Key Vacation Home Rental is a real estate and travel agency located at 690 Penfield Street in Longboat Key, Florida, United States. This amenity-packed 2-bedroom, 2-bathroom vacation rental offers a quiet and serene location, a fully equipped kitchen, multiple balconies with lounge furniture, and a patio with hammock swings for ultimate relaxation. Guests can rent a boat or bring their own to park at the on-site canal-front boat dock. Enjoy reading by the pool or sipping a drink on the beach during your month-long getaway. Explore the surrounding area by sea, with attractions such as Cannons Marina, Beer Can Island, and Siesta Key within easy reach. On land, visit Leffis Key Preserve, Portosueno Park, and Robinson Preserve for outdoor adventures. Nearby attractions include the Beach Market at Coquina Beach, the Florida Maritime Museum, and Downtown Sarasota.

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.

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.

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.

Welcome to Public Beach Access on Longboat Key, Florida! Nestled at 6399 Gulfside Road, our beautiful beach access points offer you a serene escape to the pristine shores of the Gulf of Mexico. Longboat Key is known for its tranquil beaches, bordered by private homes and condominiums, but our public access points ensure everyone can enjoy the natural beauty of this coastal paradise. Explore the 12 public beach access points along Gulf of Mexico Drive, each marked by distinct blue and white signs. While these access points do not offer facilities like bathrooms or lifeguards, restrooms are conveniently located at the Bayfront Park parking area. Please note that alcohol is prohibited on the beach, in keeping with Longboat Key's regulations.

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.

Marys Maid Cleaning Corp, located at 6350 Gulf of Mexico Drive, Longboat Key, Florida, is dedicated to providing top-quality cleaning services to make your home feel like a vacation retreat. Our goal is to free you from the stress of cleaning so you can enjoy your time doing what you love. We offer customizable cleaning packages to meet your specific needs and ensure your home is clean and safe. Whether you need a Deep Cleaning Service for a special occasion or just want to maintain a tidy home, our experienced team uses non-toxic products to leave your space spotless and disinfected. Our Departure Cleaning Service is perfect for property owners who rent out their homes, ensuring a thorough clean before your next guest arrives.

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.

Welcome to Public Beach Access on Longboat Key Discover the serene beauty of Longboat Key's beaches with convenient public access points along Gulf of Mexico Drive. Located at 4795 Gulf of Mexico Drive, Longboat Key, Florida 34228, our park offers a tranquil escape to the Gulf of Mexico's stunning shoreline.

Welcome to Public Beach Access on Longboat Key, a hidden gem located at 2825 Gulf of Mexico Drive, Longboat Key, Florida. Nestled along the stunning Gulf of Mexico, our public beach access points offer a serene and natural escape for beach lovers and nature enthusiasts alike. While Longboat Key is predominantly lined with private residences and condominiums, we provide 12 convenient public access points along Gulf of Mexico Drive, inviting you to discover the beauty of this pristine coastline. Please note that our beach access points are intentionally kept natural and do not include facilities such as bathrooms or concessions. However, restrooms are available at the nearby Bayfront Park parking area.

Welcome to Debra Ibasfalean Real Estate Agency, your trusted partner in finding the perfect property on the stunning Longboat Key, Florida. Located at 5360 Gulf of Mexico Drive, our agency specializes in offering a personalized experience to help you discover your dream home or investment property in this picturesque coastal paradise. With a deep understanding of the local market and a commitment to exceptional customer service, Debra Ibasfalean Real Estate Agency provides expert guidance whether you are buying, selling, or renting. Our dedicated team of professionals is here to assist you every step of the way, ensuring a smooth and successful transaction.

Welcome to Real Estate Pine Island FL, your trusted partner in finding the perfect home or investment property in the beautiful region of Pine Island and Cape Coral, Florida. Conveniently located at 4204 Pine Island Road, our dedicated team of real estate professionals is committed to providing exceptional service and personalized guidance to help you navigate the dynamic property market. Whether you're a first-time homebuyer, looking to sell your property, or seeking lucrative investment opportunities, we offer a comprehensive range of services tailored to meet your unique needs. Our deep local knowledge and extensive network enable us to connect you with the best options available, ensuring a seamless and rewarding real estate experience.