The 30 Best Family beach rentals in Longboat Key, Florida

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.

Bayfront Park Recreation Center is a vibrant and bustling park located at 4052 Gulf of Mexico Drive in Longboat Key, Florida. This institution offers a wide range of recreational activities and facilities for visitors of all ages to enjoy. From tennis courts and basketball courts to playgrounds and picnic areas, there is something for everyone at Bayfront Park. The beautiful waterfront location provides stunning views of the Gulf of Mexico, making it the perfect spot for a relaxing day outdoors. Whether you're looking to play sports, have a family picnic, or simply enjoy the natural beauty of the area, Bayfront Park Recreation Center is the ideal destination for outdoor fun in Longboat Key.

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.

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.

AMI Escapes Boat Tours is located at 6398 Marina Way in Holmes Beach, Florida. It is Anna Maria Island's most popular adventure boat tour, offering private and all-inclusive experiences customized for each group. Guests have the opportunity to visit secluded islands, beaches, and sandbars such as Egmont Key, Passage Key, Jewfish Key, and Beer Can Island. The tours include amenities such as paddle boards, snorkeling gear, fishing poles, and underwater scooters, with no set schedule so guests can enjoy the experience for as long as they desire. In addition to island hopping, the tours also offer stops at local restaurants and opportunities for swimming, snorkeling, and paddle boarding. The institution also offers dolphin tours, snorkeling trips with underwater scooters, and sunset cruises with a premium Bluetooth sound system. With comfortable boats, complimentary water and soft drinks, and the option to bring adult beverages on board, AMI Escapes Boat Tours provides a luxurious and customizable boating experience for visitors to Anna Maria Island, Longboat Key, and Bradenton Beach.

Capt. Casey is a 5-star rated tourist attraction and travel agency located at 1780 Phillippi Shores Drive in Sarasota, Florida. Specializing in fishing charters and boat tours, Capt. Casey offers unforgettable experiences for up to 6 people. With a Coast Guard licensed captain at the helm, guests can enjoy a day of calm water inshore fishing or explore the waters of Sarasota, Siesta Key, and Longboat Beach. The comfortable boat, plush seats, and ample shade ensure a smooth and enjoyable ride for all ages and experience levels. Capt. Casey's dedication to surpassing expectations has earned rave reviews, with guests praising his patience, knowledge, and ability to create lasting memories. From dolphin sightings to wildlife encounters, every tour with Capt. Casey promises an extraordinary adventure. Book your trip with Capt. Casey at Sarasota Saltwater Adventures for a truly exceptional experience on the water.

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 Bicentennial Park, a serene oasis nestled in the heart of Longboat Key, Florida. Located at 500 Bay Isles Road, our park offers a perfect escape into nature for both locals and visitors alike. Whether you're looking to enjoy a peaceful stroll, a family picnic, or simply bask in the beauty of the great outdoors, Bicentennial Park provides the ideal setting. Our well-maintained park features lush greenery, walking paths, and ample open spaces for recreational activities. It's a wonderful spot to unwind, connect with nature, and enjoy quality time with loved ones. With its convenient location in Longboat Key, Bicentennial Park is easily accessible and provides a tranquil retreat from the hustle and bustle of everyday life.

Welcome to AMI Discovery Charters, your ultimate gateway to exploring the stunning waters and hidden gems of Anna Maria Island and beyond. Located at 1507 Gulf Drive South, Bradenton Beach, Florida, our charters offer an unforgettable experience for tourists and locals alike. Led by Captain Max Huber, a Florida native with a lifelong passion for the sea, our excursions promise adventure, relaxation, and a taste of true Florida charm. Step aboard our brand new 24ft Tahoe Cascade Saltwater Series Luxury Tri-toon, powered by a 175 Suzuki motor, and discover the beauty of the Gulf Coast in style and comfort. With space for up to 20 guests, our vessel is equipped with upgraded upholstery and cushions for ultimate relaxation. We provide underwater scooters, paddle boards, and big floating rafts, ensuring fun for the whole family. Plus, enjoy complimentary water and ice with our extra-large cooler for your beverages and snacks.

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 CENTURY 21 Beggins Enterprises, your premier real estate agency located at 645 Cedars Court, Longboat Key, Florida. As part of the globally recognized CENTURY 21® brand, we pride ourselves on delivering an extraordinary experience in all your real estate endeavors. Whether you're buying, selling, or investing, our relentless agents—boasting an impressive 98% recommendation rating—are ready to go further with you. Our expertise spans across a variety of property types including residential, commercial, investment, multi-family, and land sales. We specialize in properties with stunning water views, including canal, lake, intracoastal, bay, gulf, and beach locations. Explore exclusive golf course properties, gated communities, retirement communities, equestrian communities, and more. We also offer services in lots, acreage, mobile home communities, and rental properties.

Welcome to The O'Steen Group, Inc. - Your Trusted Property Partner Located at 6680 Cortez Road West, Bradenton, Florida, The O'Steen Group, Inc. is a family-owned and operated real estate brokerage and property asset management company, proudly serving the community since 2007. We specialize in finance, real estate, and travel services, catering to the unique needs of our clients with a personal touch.

Welcome to CENTURY 21 Beggins Enterprises, your premier real estate agency located at 4030 Gulf of Mexico Drive, Longboat Key, Florida. As part of the globally recognized CENTURY 21® brand, we are dedicated to providing an extraordinary real estate experience, ensuring you never settle when it comes to your home. Our team of relentless agents boasts an impressive 98% recommendation rating, reflecting our unwavering commitment to high-quality service and client satisfaction. Whether you're seeking residential, commercial, investment, multi-family, or land sales, our knowledgeable agents are ready to assist you. We specialize in a diverse range of properties, including canal, lake, intracoastal, bay, gulf, and beach properties, as well as golf course, gated, and retirement communities. For those with specific needs, we also offer expertise in equestrian communities, lots, acreage, mobile home communities, and rental properties.

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.