TOP 30 Best Island paradise in Holiday, Florida

Grace River Island Resort is a hidden gem located at 14524 Riverside Drive in Fort Myers, Florida. This private tropical island vacation home is nestled on the Caloosahatchee River, accessible via a land bridge that transforms it into a peninsula. Whether you are looking for a memorable family vacation, a romantic honeymoon, an intimate wedding venue, or simply some time away, Grace River Island Resort offers the perfect setting. The resort features a spacious 6-bedroom, 8-bathroom house that can accommodate up to 20 guests, making it ideal for family reunions or group getaways. Guests can enjoy a large air-conditioned bonus room, a 2000 sq ft deck overlooking the river with market lighting, a heated swimming pool, a beautiful gazebo, an upscale courtyard, and a grassy point with stunning sunsets. The bridal suite upstairs is perfect for wedding preparations, while the groomsman area downstairs provides a space for the guys to relax before the ceremony.

Kingfisher Vacation Rentals offers a wide range of vacation rentals on the beautiful Sanibel and Captiva Islands in Florida. Located at 2402 Palm Ridge Road, Sanibel, this real estate and travel agency provides luxurious accommodations for visitors looking to experience the stunning beaches and natural beauty of the Gulf Coast. Whether you're looking for a cozy beachfront cottage or a spacious waterfront villa, Kingfisher Vacation Rentals has the perfect option for your island getaway. With personalized service and local expertise, they are dedicated to helping you make the most of your vacation in paradise.

Island Time Charter is a unique establishment located on 11th Street in Sarasota, Florida, United States. This dual-purpose venue serves as both a bar and a travel agency, offering patrons the opportunity to enjoy a refreshing drink while planning their next adventure. Whether you're looking to unwind with a cocktail or book a thrilling excursion, Island Time Charter has you covered. With a laid-back atmosphere and friendly staff, this is the perfect place to kick back and relax while making plans for your next getaway.

Paradise SUP Adventure Tours in Cape Coral, Florida offers an enchanting experience exploring the waterways of Cape Coral, Matlacha, and Pine Island through their exceptional Stand Up Paddle Board Rentals. Whether you are a vacationer or a local resident, Paradise SUP will deliver paddle boards to your preferred location for an exciting adventure on the water. Guided tours are available at beautiful parks, with the option to explore beyond the usual routes upon request. Kayaks are also available, subject to availability. In addition to regular tours, Paradise SUP can accommodate special events such as birthday parties, bachelorette parties, graduations, corporate outings, and more. Large groups are welcome, and the staff can assist in coordinating the park setup for a comprehensive experience. For bookings on unavailable days, customers can contact Paradise SUP directly.

Island Adventures is a premier travel agency located at 80500 Overseas Highway in Islamorada, Florida. Specializing in creating unforgettable island getaways, our dedicated team of travel experts can help you plan the perfect vacation to tropical destinations around the world. From luxurious beach resorts to thrilling outdoor excursions, Island Adventures offers a wide range of travel options to suit every traveler's preferences. Let us help you turn your dream island getaway into a reality. Book your next adventure with Island Adventures today!

Team Paradise Sailing is a premier sailing institution located at 2476 South Bayshore Drive in the vibrant city of Miami, Florida, United States. Offering top-notch sailing programs and experiences, Team Paradise Sailing is dedicated to providing exceptional instruction and unforgettable sailing adventures on the beautiful waters of Miami. Whether you are a beginner looking to learn the ropes or an experienced sailor seeking to improve your skills, Team Paradise Sailing has something for everyone. Join us and embark on a journey of discovery and excitement on the open seas.

Island Bay Resort is a tropical oasis located at 92530 Overseas Highway in Tavernier, Florida, United States. Our beachfront location on the Florida Bay offers stunning sunsets and a relaxing atmosphere surrounded by palm trees and flowering plants. Whether you're looking to unwind and escape everyday stress or seeking adventure in the Florida Keys, our resort has something for everyone. Centrally located between Key Largo and Islamorada, just two hours from Key West or the Miami/Ft. Lauderdale area, Island Bay Resort is the perfect destination for your next vacation. Enjoy our tiki huts, hammocks, swimming, snorkeling, boating, and sunbathing on our private beach.

Pier Walk on Deerfield Beach Island is a charming lodging establishment located at 460 South Ocean Drive in Deerfield Beach, Florida. Situated on the beautiful Deerfield Beach Island, this institution offers guests a peaceful and relaxing getaway by the sea. The rooms are cozy and well-appointed, providing a comfortable stay for visitors. Guests can enjoy stunning views of the ocean from the pier and take leisurely walks along the sandy shores. With its convenient location and serene atmosphere, Pier Walk on Deerfield Beach Island is the perfect destination for a beach vacation in the United States.

Barrier Island Tours is a premier travel agency located at 11401 Andy Rosse Lane in Captiva, Florida. Specializing in guided tours of the stunning barrier islands off the coast of Florida, our experienced guides provide informative and engaging excursions for visitors looking to explore the natural beauty and unique ecosystems of the area. Whether you're interested in birdwatching, shelling, or simply relaxing on the pristine beaches, Barrier Island Tours offers a variety of options to suit every traveler's needs. Join us for an unforgettable adventure and discover the hidden gems of Florida's barrier islands.

Paradise Island Charters is a premier lodging and travel agency located at 105 Laguna Avenue in Key Largo, Florida. Offering luxurious accommodations and personalized travel experiences, Paradise Island Charters is the perfect destination for those seeking a tropical getaway. From arranging private charters to planning excursions to nearby islands, our experienced team is dedicated to providing top-notch service and creating unforgettable memories for our guests. Come discover the beauty of Key Largo with Paradise Island Charters.

Pirates Paradise - Dive Charters is a premier travel agency located at 105 Lake Shore Drive in West Palm Beach, Florida. Specializing in dive charters, this institution offers unforgettable experiences exploring the beautiful underwater world of the Florida coast. With experienced guides and top-notch equipment, Pirates Paradise ensures a safe and exciting adventure for all levels of divers. Whether you're a beginner looking to get certified or an experienced diver seeking new thrills, Pirates Paradise is the perfect place to book your next underwater excursion. Dive into the crystal-clear waters of Florida with Pirates Paradise - Dive Charters.

Welcome to Ana Maria Island, your premier tourist attraction located at Florida 789, Bradenton Beach, Florida. Nestled in the heart of the beautiful Gulf Coast, Ana Maria Island offers a unique blend of natural beauty, vibrant culture, and endless recreational opportunities. Whether you're seeking a relaxing beach retreat or an adventure-filled getaway, our island paradise has something for everyone. Explore pristine white sand beaches, crystal-clear turquoise waters, and stunning sunsets that paint the sky with breathtaking colors. Enjoy a variety of outdoor activities, including swimming, snorkeling, fishing, and kayaking. Discover charming boutiques, local art galleries, and delightful dining options that showcase the rich flavors of Florida cuisine.

Island Bike Shop & Bicycle Rentals is a premier bicycle store located at 1095 Bald Eagle Drive in Marco Island, Florida. We offer a wide selection of high-quality bikes for sale, as well as convenient bicycle rentals for exploring the beautiful surroundings of Marco Island. Our knowledgeable staff is here to assist customers with finding the perfect bike for their needs, whether it be for leisurely rides along the beach or more adventurous off-road trails. Visit us today and experience the joy of cycling in paradise!

Island Charters: Fishing Tours is a premier travel agency located at 319 East Sawyer, Saint George Island, Florida, United States. We offer a variety of fishing charters and guided tours for visitors looking to explore the beautiful waters surrounding the island. Whether you're a seasoned angler looking for the perfect catch or a tourist wanting to experience the natural beauty of the area, our experienced guides will ensure you have a memorable and enjoyable experience. Join us for an unforgettable adventure on the waters of Saint George Island!

The St George Island Florida Beach Cam is a must-visit destination located on the beautiful Saint George Island in Florida, United States. This institution offers a unique experience for visitors to enjoy the stunning views of the beach through their live webcam. Whether you're planning a trip to the area or simply want to take in the beauty of the beach from afar, the St George Island Florida Beach Cam is the perfect place to do so. Stop by this store and travel agency to get all the information you need for your visit to this picturesque location.

Island Paradise Cottages of Madeira Beach offers a relaxing and picturesque retreat for visitors to the sunny shores of Florida. Nestled in the heart of Madeira Beach, this charming lodging institution provides cozy and well-appointed cottages for guests to enjoy during their stay. Just a short walk from the beach, guests can soak up the sun, swim in the crystal-clear waters, or simply unwind on the sandy shores. With its convenient location and comfortable accommodations, Island Paradise Cottages is the perfect choice for a memorable beach getaway in Madeira Beach.

JW Marriott Marco Island Beach Resort is a luxurious lodging destination situated at 400 South Collier Boulevard in the picturesque Marco Island, Florida. This stunning resort offers unparalleled accommodations, world-class amenities, and breathtaking views of the Gulf of Mexico. Guests can indulge in exquisite dining options, relax at the spa, or enjoy a round of golf at the nearby courses. Whether you're seeking a romantic getaway, a family vacation, or a corporate retreat, JW Marriott Marco Island Beach Resort promises an unforgettable experience in a tropical paradise.

Sunshine Island Inn is a charming lodging located at 642 East Gulf Drive in Sanibel, Florida. This cozy inn offers a peaceful retreat for guests looking to relax and unwind in a tropical paradise. With its convenient location just steps away from the beach, guests can enjoy easy access to the sun, sand, and surf. The inn features comfortable accommodations, friendly staff, and a welcoming atmosphere that will make you feel right at home. Whether you're seeking a romantic getaway or a family vacation, Sunshine Island Inn is the perfect destination for your next trip to Sanibel.

Island House Beach Resort is a charming lodging located at 6150 Midnight Pass Road in the beautiful Siesta Key, Florida. This beachfront resort offers guests a peaceful retreat with stunning views of the Gulf of Mexico. The resort features cozy accommodations, a sparkling outdoor pool, and direct access to the white sandy beaches. Guests can relax in the tropical gardens, take a dip in the ocean, or explore the nearby shops and restaurants. Whether you're looking for a romantic getaway or a fun family vacation, Island House Beach Resort is the perfect destination for a relaxing stay in paradise.

The Holiday Life, located in Naples, Florida, is a real estate and travel agency specializing in upscale vacation and seasonal home rentals along Southwest Florida’s Paradise Coast. Each property in their portfolio offers guests a unique and authentically local experience with hotel-like service and amenities. They manage the entire rental process for absentee vacation homeowners, from marketing to cleaning to financial reporting. Their local team is available seven days a week to ensure guest needs are promptly met. One of their offerings, SoCe Flats, is a luxurious condominium development in the desirable Olde Naples neighborhood, within walking distance to the beach and 5th Ave S shopping district. Another option is GreenLinks Resort, centrally located in a resort community with fully furnished villas surrounded by championship golf courses and a resort-style pool. They also manage privately owned hotel condos on Marco Island’s white sand beach, with onsite dining options.

Welcome to the Amelia Island Welcome Center, your premier travel agency located in the heart of Fernandina Beach, Florida. Nestled at 102 Centre Street, our center serves as the perfect starting point for your unforgettable journey through the enchanting landscapes of Amelia Island. We pride ourselves on offering personalized travel planning services that cater to your every need, ensuring a seamless and memorable experience. Whether you're seeking a relaxing beach getaway, an adventurous exploration of local attractions, or a dive into the rich history and culture of the area, our knowledgeable team is here to guide you every step of the way. We offer a wide range of services, including custom itineraries, accommodation and dining recommendations, and insider tips on the best activities and events.

Amelia Island Premier Beach Rentals is a top-rated real estate and travel agency located in Fernandina Beach, Florida. Situated at 311 North 14th Street, this institution specializes in providing luxurious beachfront properties for vacation rentals on Amelia Island. With a wide range of rental options to choose from, guests can enjoy a relaxing and unforgettable beach getaway with stunning ocean views and top-notch amenities. Whether you're looking for a cozy condo for a romantic retreat or a spacious beach house for a family vacation, Amelia Island Premier Beach Rentals has the perfect accommodation for you. Book your dream beach rental today and experience the ultimate island paradise on Amelia Island.

Visit Shell Island is a top tourist attraction and travel agency located at 5711 North Lagoon Drive in Panama City Beach, Florida. Known for its stunning beaches, crystal clear waters, and resident dolphins, Shell Island offers a variety of activities for all ages. From pontoon boat rentals to dolphin tours, jet ski adventures to sunset cruises, there is something for everyone to enjoy. Explore the untouched beauty of Shell Island with guided tours, encounter local wildlife, and create unforgettable memories with your family. Our expert guides and staff are dedicated to providing you with the best experience possible, ensuring a safe and enjoyable vacation. With affordable prices and a range of activities to choose from, Visit Shell Island is the perfect destination for your next getaway. Don't miss out on the opportunity to visit this paradise and book your vacation activities now!

Island Vacation Properties is a premier real estate and travel agency located at 3001 Gulf Drive in Holmes Beach, Florida, United States. Specializing in luxury vacation rentals, they offer a wide range of properties on beautiful islands for travelers seeking a relaxing and memorable getaway. Whether you're looking for a beachfront villa, a cozy cottage, or a spacious condo, Island Vacation Properties has the perfect accommodation for your next island vacation. Their team of experienced agents are dedicated to providing exceptional service and helping clients find their dream rental property. Book your island escape with Island Vacation Properties and experience the ultimate vacation experience.

Emerald Island Resort offers luxurious villa and townhouse rentals in the heart of Kissimmee, Florida. Situated on Emerald Island Boulevard, this stunning property is the perfect choice for travelers looking for a memorable vacation experience. Whether you're looking for a relaxing getaway or an action-packed adventure, Emerald Island Resort has something for everyone. With top-notch amenities, spacious accommodations, and a convenient location near all the attractions, this resort is the ideal destination for your next vacation. Book your stay with Emerald Island Resort today and make unforgettable memories in the Sunshine State.

Located at 15951 Captiva Drive in Captiva, Florida, 'Tween Waters Island Resort & Spa is the official beach resort of Captiva Island. This legendary resort offers a unique combination of historic charm, luxury amenities, relaxation, and adventure, making it the perfect vacation destination. Choose from charming seaside cottages that have welcomed world-renowned guests, and explore nature's wonders via kayak, paddleboard, or private boat. Relax on the beach or by the pool in cabanas and loungers, or dine at one of the five distinctive restaurants, bars, or grab-and-go outlets on the property.

Island Princess - Salt Water Vacations is a real estate and travel agency located at 520 Santa Rosa Boulevard in Fort Walton Beach, Florida, United States. Specializing in vacation rentals and property sales along the beautiful Gulf Coast, Island Princess offers a wide range of accommodation options for travelers looking to experience the ultimate beach getaway. By submitting your information, you can receive marketing promotional content from Salt Water Vacations to stay updated on the latest vacation deals and property listings. Start planning your dream beach vacation with Island Princess - Salt Water Vacations today!

Tropic Star of Pine Island Inc is a premier travel agency located in the picturesque town of Bokeelia, Florida. Situated at 13851 Waterfront Drive, this institution specializes in creating unforgettable tropical getaways for its clients. Whether you're looking for a relaxing beach vacation or an adventurous island escape, Tropic Star of Pine Island Inc offers personalized travel packages tailored to your needs. With a team of experienced travel experts and a commitment to exceptional customer service, this agency is your go-to destination for planning your next dream vacation. Visit Tropic Star of Pine Island Inc and let them turn your travel dreams into reality.

Welcome to Pine Island Beach, your perfect escape to sun, sand, and serenity! Nestled at 3457 Cyclone Drive in the charming community of Spring Hill, Florida, our delightful beach park offers a tranquil oasis for families, friends, and nature enthusiasts alike. At Pine Island Beach, you'll discover a pristine shoreline where you can bask in the Florida sunshine, enjoy a refreshing swim in the crystal-clear waters, or build the perfect sandcastle with your little ones. Our well-maintained park facilities include picnic areas, barbecue grills, and shaded pavilions, making it an ideal spot for a relaxing day out or a memorable gathering with loved ones.

Located at 14521 Front Beach Road in Panama City Beach, Florida, Runaway Island is a unique restaurant that has been in the making for over 20 years by locals who know fresh seafood and the beauty of Panama City Beach. The restaurant features two levels of indoor dining space, but the real highlight is the outdoor deck with a boardwalk that leads directly to the white sandy beach. Guests can enjoy local seafood specialties, live entertainment, and frosty drinks with a breathtaking view of the "World's Most Beautiful Beaches." The restaurant offers a variety of specials, such as the Chef's Special of Blackened Triple Tail with Fried Popcorn Shrimp and New Orleans BBQ Sauce, or the Apricot Glazed Salmon served with Jasmine Rice and Sautéed Asparagus. Additionally, Runaway Island hosts events like the Easter-at-the-Island Brunch Buffet, complete with a Beach Easter Egg Hunt and $5 mimosas during brunch.