TOP 30 Best Island getaway rentals in Holiday, Florida

Welcome to Sand Dollar Charters St. Pete Beach, your premier travel agency located in the heart of St. Petersburg, Florida. Nestled at 737 Pinellas Bayway South, we specialize in crafting unforgettable maritime adventures that capture the essence of Florida's stunning coastline. Whether you're seeking a serene sunset cruise, an exhilarating deep-sea fishing expedition, or a bespoke island-hopping experience, our expert team is dedicated to tailoring the perfect itinerary for you. At Sand Dollar Charters, we pride ourselves on our personalized service and intimate knowledge of the local waters. Our fleet of modern, well-equipped vessels ensures a comfortable and safe journey, while our experienced crew is passionate about sharing the hidden gems and natural beauty of the Gulf Coast. From families and groups to couples looking for a romantic escape, we cater to all adventurers seeking to explore the vibrant marine life and pristine beaches of St. Pete Beach.

Welcome to HappySails.live, your premier destination for unforgettable sailing adventures in the beautiful coastal city of St. Petersburg, Florida. Nestled in the heart of the Sunshine State, our tourist attraction offers a unique blend of relaxation and excitement on the sparkling waters of Tampa Bay. At HappySails.live, we specialize in creating memorable experiences for locals and visitors alike. Whether you're looking to unwind with a leisurely cruise or seeking the thrill of a high-seas adventure, our expert crew is dedicated to ensuring your time on the water is nothing short of spectacular. Our state-of-the-art sailboats are equipped with all the amenities you need for a comfortable and enjoyable voyage.

Welcome to Villa #1 Sailfish by AMI Locals, your perfect getaway on beautiful Anna Maria Island. Nestled at 3605 Gulf Drive, Holmes Beach, Florida, this charming two-bedroom, two-bath villa is a mere two-minute stroll from the pristine Gulf of Mexico beaches. Part of the picturesque Island West Resort, Villa #1 Sailfish offers a delightful blend of comfort and convenience, ideal for families, couples, and friends traveling together. Highlights of Villa #1 Sailfish include:

Welcome to Palm Paradise Escape, your ultimate tropical retreat nestled in the heart of Cape Coral, Florida. Located at 5209 Southwest 9th Place, our charming lodging offers a serene escape for those seeking relaxation and rejuvenation. Immerse yourself in the tranquil beauty of our lush surroundings, where palm trees sway in the gentle breeze and the sunshine beckons you to unwind. Palm Paradise Escape is designed to provide a home-away-from-home experience, featuring comfortable accommodations that cater to every traveler's needs. Whether you're on a romantic getaway, a family vacation, or a solo adventure, our welcoming atmosphere and exceptional service ensure a memorable stay.

Welcome to Royal Shell Real Estate, Inc., your premier destination for exceptional real estate and travel services in the heart of Sanibel, Florida. Conveniently located at 959 Periwinkle Way, Sanibel, Florida 33957, our dedicated team of professionals is committed to providing you with personalized service and expert guidance, whether you are looking to buy, sell, or rent a property or plan an unforgettable vacation. As a trusted real estate agency, we specialize in offering a diverse portfolio of properties, from luxurious beachfront homes and charming island cottages to modern condos and investment opportunities. Our extensive local knowledge and industry expertise ensure that we can find the perfect match for your lifestyle and investment goals.