TOP 10 Island exploration vacations in Florida

Little Gasparilla Vacation Rentals is a real estate and travel agency located at 8725 Placida Road in Placida, Florida, United States. Our motto is simple: Just bring your groceries, flip flops, and tropical attitude! We specialize in providing vacation rental homes on the beautiful Little Gasparilla Island, offering a peaceful retreat away from the hustle and bustle of everyday life. Escape the cold and visit Little Gasparilla Island this spring to enjoy the warm sunshine and uncrowded beaches. With temperatures in the 70s, it's the perfect time to relax by the azure waters of the Gulf of Mexico, go kayaking, paddleboarding, or fishing, and explore the island's natural beauty.

Sanibel Island Vacation Condo Rental is a premier real estate and travel agency located at 5117 Sea Bell Road in beautiful Sanibel, Florida. We offer a variety of luxurious vacation condo rentals for visitors looking to experience the ultimate island getaway. Our properties are conveniently located near the beach, shopping, dining, and other attractions, making it easy for guests to explore all that Sanibel has to offer. Whether you're looking for a romantic retreat, a family vacation, or a solo adventure, our team is dedicated to helping you find the perfect accommodations for your stay. Book with us today and start planning your dream vacation on Sanibel Island!

Secret Places Vacation Homes is a prestigious lodging, real estate, and travel agency located at 4905 Chiquita Boulevard South in Cape Coral, Florida. Book directly through our locally based property manager to discover your very own "secret place". Our properties are carefully selected for superior style and comfort, offering outstanding views and prime waterside locations. Whether you choose a Cape Coral vacation home, Fort Myers vacation home, Bradenton vacation home, Naples vacation home, or Marco Island vacation home, you can be sure of a special experience with lasting memories. Our luxury homes are perfect for relaxing and enjoying the beauty of South Florida, from the warm Gulf of Mexico waters to the white sand beaches and lush Everglades. Experience the Venice of Florida in Cape Coral, explore the popular vacation destination of Fort Myers, or fall in love with the tropical paradise of Sanibel and Captiva Islands. With amenities like private pools, boat docks, and easy access to the Gulf of Mexico, our vacation rentals provide the ultimate getaway experience. Book your luxury vacation home in Florida with Secret Places Vacation Homes for an unforgettable holiday.

Horizons Real Estate Marco Island is a premier real estate agency located in the beautiful city of Marco Island, Florida. Our expert team of agents are dedicated to helping clients find their dream homes or investment properties in this stunning coastal community. In addition to our real estate services, we also offer travel assistance for those looking to explore all that Marco Island has to offer. Whether you're looking to buy, sell, or rent, Horizons Real Estate Marco Island is here to help you every step of the way. Visit us at 661 South Collier Boulevard and let us help you find your piece of paradise.

SeaBreeze Vacation LLC is a full-service real estate and travel agency located at 5372 Gulf Drive in Holmes Beach, Florida, United States. Our Reservation Specialists are available 9 AM-Midnight EST, 7 days a week to help you find the perfect vacation home on Anna Maria Island. We offer a variety of homes for couples, families, and large groups, with amenities such as pet-friendly options, properties with docks, and golf cart rentals for easy island exploration. When you book directly with SeaBreeze Vacation, you can enjoy the best rates with no hidden fees. Our flexible cancellation policy allows you to cancel bookings up to 14 days before check-in and receive a refund. Our staff, who are either island locals or longtime transplants, are always available to assist with any needs or maintenance during your stay.

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.

Located at 304 63rd Street in Holmes Beach, Florida, the Tarpon House on Anna Maria Island is not your average vacation rental. This institution, which combines elements of a real estate agency and a travel agency, offers a truly luxurious experience for guests. Boasting one of the largest private pools and hot tubs on the island, the Tarpon House is a backyard oasis like no other. The property is filled with entertainment options, including a ping pong table, foosball table, putting green, pool basketball hoop, and a Tiki Hut stocked with games and toys for all ages. Designed and furnished by Judy C. Whitlock, this vacation home features 4 bedroom en-suites, including 3 King beds and a bunk room for the kids. The kitchen is fully equipped with all the appliances you could need, and there are two separate dining areas, a large island/living area, and even a gaming room for added fun. With plenty of space for large families and groups, the Tarpon House is the perfect choice for a multigenerational vacation.

Cottages to Castles of Sanibel & Captiva, Inc. is a boutique vacation rental agency located at 2427 Periwinkle Way in Sanibel, Florida, United States. Since 1997, we have been representing unique privately owned cottages, condominiums, homes, and estates on the Islands, providing personalized service to help our guests find their home away from home and create lasting memories. Our properties offer a range of amenities and are located in idyllic, scenic, and tranquil settings. Sanibel and Captiva Islands are paradise destinations without the need for a passport, offering sandy beaches, world-class fishing, shelling, bird watching, shopping, galleries, restaurants, live theater, and more. We understand the value of your vacation time and strive to exceed your expectations with our level of service and quality properties.

Dragon's Lair in St. George Island, Florida is a real estate and travel agency located at 1248 Sea Dunes Drive. Step onto the soft sands and into the sunshine with St. George Island rentals, where you can enjoy the Gulf's emerald waves without swarms of beachgoers. With quiet, pristine beaches and nearby protected nature reserves, this area is a haven for monarch butterflies and manatees. Choose from a variety of St. George Island vacation rentals, with options that allow dogs and offer internet access. The local team includes professional housekeepers who ensure that each home is clean and stocked with amenities for your arrival.

Stay & Play Vacation Rentals and Watersports Clearwater Beach is a dynamic hospitality concept located at 657 Bay Esplanade in Clearwater, Florida. This all-inclusive vacation destination offers waterfront vacation rentals and a wide range of on-site activities and amenities. From jet skiing and parasailing to kayaking, paddle boarding, and fishing expeditions, there is something for everyone to enjoy. Guests can also explore the local sights with golf cart rentals. The institution also offers a unique stay-and-play experience with a custom-built houseboat rental located on the intracoastal Mandalay Bay, just two blocks from the Gulf of Mexico. Complimentary kayak and paddle board rentals, beach cruiser bikes, and beach equipment are provided to ensure a comfortable and enjoyable stay.

Luxury Homes by BeachTime Rentals Treasure Island is a premier real estate and travel agency located at 10088 Gulf Boulevard in Treasure Island, Florida. This stunning beach villa offers 4 bedrooms and 4 bathrooms, accommodating up to 14 guests. The property features a private pool, game room with pool table, outdoor kitchen, and balconies with breathtaking views of the Gulf and Intercoastal waterways. The fully equipped kitchen, spacious living areas, and comfortable bedrooms make this vacation home a luxurious retreat for families and groups. Located on Florida's Gulf Coast, Treasure Island offers a laid back atmosphere with easy access to nearby attractions such as John's Pass and St. Pete Beach. Guests can also enjoy the convenience of the Jolley Trolley for exploring the area. Travel insurance is recommended for added peace of mind. Contact Beach Time Rentals for more information and to book your unforgettable beachfront vacation.

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.

Island Beach Resort is a charming lodging facility located at 9800 South Ocean Drive in Jensen Beach, Florida. Nestled along the stunning coastline of the United States, this resort offers guests a peaceful and relaxing retreat by the sea. With comfortable accommodations, breathtaking ocean views, and a range of amenities, Island Beach Resort is the perfect destination for those looking to unwind and enjoy a beachfront vacation. Whether you're lounging by the pool, strolling along the sandy shores, or exploring the nearby attractions, this resort provides a memorable experience for all who visit.

Royal Shell Vacations is a premier real estate and travel agency located in Cape Coral, Florida. With a wide range of vacation rentals available in popular Florida destinations such as Sanibel Island, Captiva Island, Naples, and Ocala, Royal Shell makes vacation planning a breeze. Whether you're looking for a beachfront condo, a cozy mountain retreat, or a luxury estate near horse farms, Royal Shell has the perfect vacation rental for you. With over 500 vacation rental homes and condos in Sanibel and Captiva Islands alone, Royal Shell is the largest vacation rental company in Southwest Florida. Their expert team is dedicated to providing guests and owners with unique amenities and services to ensure a stress-free vacation experience. From nightly stays to long-term rentals, Royal Shell offers a variety of rental options to suit your needs.

Marco Island Eco Tours is a premier travel agency located at 548 Coconut Avenue in Goodland, Florida. Specializing in eco-friendly and sustainable tours, they offer unique and unforgettable experiences for nature lovers and adventure seekers. With expert guides and a commitment to conservation, visitors can explore the stunning natural beauty of Marco Island and its surrounding areas while learning about the local ecosystem and wildlife. Whether you're interested in kayaking through mangrove forests, spotting dolphins in the Gulf of Mexico, or birdwatching in the Everglades, Marco Island Eco Tours has something for everyone. Book your next eco-friendly adventure with them and discover the beauty of Southwest Florida in a responsible and sustainable way.

Florida Island Tours is a premier travel agency located at 750 Palm Point Drive in Goodland, Florida. Our agency specializes in providing unforgettable tours and experiences on the beautiful islands of Florida. Whether you're looking to explore the stunning beaches, enjoy water activities, or discover the unique wildlife of the area, our expert team is dedicated to creating the perfect itinerary for you. With our extensive knowledge of the region and top-notch customer service, Florida Island Tours is your go-to destination for an exceptional island adventure.

Marco Island Shelling Tours offers a unique and unforgettable experience for families looking to explore the beautiful beaches of Florida. Led by renowned Travel Channel tour guide, Captain Evan, guests can embark on a 3-hour tour to secluded islands abundant with exotic seashells. Whether you are a seasoned sheller or a beginner, this tour is suitable for all ages and interests. The pristine beaches of Marco Island are home to a variety of rare shells such as the Junonia, Conch, and Alphabet Cone, which remain untouched due to the currents from the ocean. While the thrill-seekers hunt for shells, those who prefer to relax can enjoy the isolated beaches in peace.

Latitude Key Vacations is a premier real estate and travel agency located at 3324 Northeast 32nd Street in Fort Lauderdale, Florida, United States. Specializing in curating vacation properties across three collections - Villas, Residences, and Homes - our properties are situated in high-end, quiet neighborhoods in Fort Lauderdale, Pompano Beach, Lauderdale-by-the-Sea, West Palm Beach, Islamorada (The Keys), Hollywood, and Delray Beach. We pride ourselves on offering meticulously equipped accommodations with lavish linens, opulent towels, natural Pure Fiji toiletries, and convenient starter kits. Our commitment to providing a perfect vacation experience includes round-the-clock support and additional services to elevate your stay. Our expertly designed villas boast high-end amenities and waterfront tranquility, providing the ultimate vacation experience. Floridian style residences feature heated pools in backyards with lounge areas, ideal for a serene getaway. Explore the unique charm of Fort Lauderdale, Hollywood, Lauderdale-By-The-Sea, Pompano Beach, West Palm Beach, and Delray Beach through our range of properties located in these vibrant destinations. Whether you prefer a beachfront property or a city center location, we offer a variety of accommodations to suit your needs.

LuxeAmelia Luxury Vacation Rentals is a premier lodging institution located at 95052 Summerwoods Circle on Amelia Island, Florida, United States. Situated in the charming Summer Beach District, LuxeAmelia offers a luxurious and unforgettable experience for guests looking to explore the pristine nature and uncrowded beaches of this timeless destination. With world-class golf courses, spas, and restaurants nearby, as well as a rich history to discover, Amelia Island truly has something for everyone. Whether you're planning a family vacation, a romantic getaway, or an adventurous beachside excursion, LuxeAmelia provides the perfect accommodations for your stay. Events such as the Amelia Concours d'Elegance, Pétanque America Open, and Isle of 8 Flags Shrimp Festival are just a few of the exciting attractions to enjoy during your visit. Conveniently located just 30 minutes from JAX International Airport and 90 minutes from St. Augustine, LuxeAmelia is the ideal choice for your next luxury vacation rental experience.

Amelia Island Real Estate Services is a premier real estate agency located at 10 Amelia Village Circle in Fernandina Beach, Florida, United States. Our agency specializes in helping clients find their dream homes on the beautiful Amelia Island, known for its rich history and stunning beaches. Fernandina Beach is a charming Victorian seaport with a fascinating past filled with tales of pirates and smugglers. Our agency can help you find a home in this historic town, with its carefully preserved 50-block district of historic homes and buildings. Explore the oldest surviving hotel in Florida, the Florida House Inn, and the Palace Saloon, Florida's oldest continuously operating pub. Visit Fort Clinch to experience Civil War re-enactments and learn about the area's history.

Amelia Island Board Rental Tours is a top-rated travel agency located at 11 North Fletcher Avenue in Fernandina Beach, Florida. Offering the best tour experience on Amelia Island, we cater to both locals and tourists looking for a memorable adventure. Whether you're exploring with friends, coworkers, or family, we guarantee an unforgettable experience. Please note that all drivers must be 21 years or older with a valid driver's license, and passengers must be at least 10 years old with their feet able to touch the floorboard. Additionally, riders aged 16 and 17 must have an adult accompanying them. Come visit us at our convenient location in Fernandina Beach for an exciting tour experience like no other!

The Ritz-Carlton Residences, Singer Island, Palm Beach is a world-class institution located at 2700 North Ocean Drive in Riviera Beach, Florida. This rare possession offers luxurious homes in one of only a few stand-alone Ritz-Carlton Residences on Earth. Every day at this institution is an occasion, infused with legendary Ritz-Carlton service from attentive staff and a dedicated concierge. Whether you choose a residence from The Signature Collection or The Resort Residences, you'll experience unparalleled living with sweeping ocean views, designer finishes, spacious rooms, private elevator foyers, and top-notch amenities. Life at this elegant yet casual oceanfront residence is nothing short of world-class, making it the perfect fit for your dream lifestyle. With its picturesque location along the Atlantic Ocean, Riviera Beach offers a beautiful blend of comfort and luxury that you can call your own. As a resident, you'll enjoy the best of both worlds - the comforts of home and the impeccable service of a Ritz-Carlton guest. Explore the area surrounding Palm Beach County, known for its celebrity residents and world-class amenities. Come experience the quintessential beach vacation destination at The Ritz-Carlton Residences, Singer Island, Palm Beach.

Dory's Magic Resort Villa by Emerald Island Rentals is a luxurious and enchanting vacation destination located at 8565 La Isla Drive in Kissimmee, Florida. This stunning resort villa offers a magical experience for guests looking to escape to the Sunshine State. As a real estate and travel agency, Dory's Magic Resort Villa provides top-notch accommodations and amenities, ensuring a memorable stay for all visitors. Whether you're looking to relax by the pool, explore the nearby theme parks, or simply unwind in a beautiful and serene setting, this resort villa has something for everyone. Come experience the magic of Dory's Magic Resort Villa by Emerald Island Rentals and create unforgettable memories in the heart of Florida.

Cape Coral Real Estate and Vacation Rentals is a trusted institution located in Cape Coral, Florida. As a reputable real estate agency and travel agency, they specialize in helping clients find their dream homes in the beautiful area of Cape Coral, as well as providing top-notch vacation rental options for those looking to explore the sunny beaches and vibrant culture of Florida. With a convenient location at 1136 Northeast Pine Island Road, Cape Coral Real Estate and Vacation Rentals is dedicated to providing exceptional service and finding the perfect property or vacation rental for their clients.

Summer Beach Resort Lodging - Amelia Island Vacation Rentals is the perfect destination for your next getaway. Located at 5456 1st Coast Highway in Fernandina Beach, Florida, this institution offers a variety of vacation rentals to suit every traveler's needs. Whether you're looking for a cozy beachfront cottage or a luxurious oceanfront villa, Summer Beach Resort has it all. With recent reviews praising the cleanliness and amenities of the vacation rentals, you can rest assured that your stay will be comfortable and relaxing. Plus, with 46 of the rentals offering internet access, you can stay connected during your trip.

Crab Island Destination Tours, LLC is a premier travel agency located in Fort Walton Beach, Florida. We specialize in providing unforgettable tours and excursions to Crab Island, a popular destination known for its crystal-clear waters and vibrant marine life. Our experienced guides will ensure that you have a memorable and enjoyable experience as you explore this unique and beautiful location. Join us for a day of fun in the sun at Crab Island with Crab Island Destination Tours, LLC.

Crab Island Journeys is a premier travel agency located at 80 Miracle Strip Parkway Southeast in Fort Walton Beach, Florida. Specializing in unique and unforgettable experiences, our team of experienced travel experts is dedicated to creating personalized itineraries for our clients. Whether you're looking to explore the crystal-clear waters of Crab Island, embark on a fishing excursion, or simply relax on a scenic cruise, Crab Island Journeys has you covered. Let us help you plan your dream vacation and make lasting memories along the beautiful Gulf Coast.

Emerald Coast Island Excursions (Crab Island) is a family owned and operated travel agency located at 1284 Marler Avenue in Fort Walton Beach, Florida. Our experienced U.S.C.G. licensed captain will take you on a private pontoon excursion to the beautiful Crab Island, where you can enjoy a dolphin/wildlife tour and harbor tour. Our goal is to ensure that every customer has an amazing and safe day on the water. We offer pontoon excursions for up to 6 people, with plenty of space to lounge or dance on our two 25' Tritoons. We provide a variety of water toys and equipment for your enjoyment, including paddleboards, a floating mat, snorkels, and more. When you book multiple boats for your group, we cruise together and tie up together so you can stay connected throughout the day.

Crab Island Voyages is a premier travel agency located at 8 Miracle Strip Parkway Southwest in the beautiful coastal city of Fort Walton Beach, Florida. Specializing in unique and unforgettable experiences, Crab Island Voyages offers a variety of excursions to the renowned Crab Island, a popular sandbar destination known for its crystal-clear waters and lively atmosphere. Whether you're looking to relax on the beach, explore the underwater world with snorkeling, or enjoy water sports and activities, Crab Island Voyages has something for everyone. Our expert team is dedicated to providing exceptional customer service and ensuring that your trip is truly memorable. Book your adventure with Crab Island Voyages today and embark on an unforgettable journey in the stunning waters of Florida's Emerald Coast.

Crab Island Dolphin Tours is a premier travel agency located at 314 Harbor Boulevard in Destin, Florida, United States. Our expert guides will take you on an unforgettable adventure to see dolphins up close in their natural habitat. Join us for a thrilling and educational experience as we cruise through the crystal-clear waters of the Gulf of Mexico. Book your tour today and create memories that will last a lifetime.