TOP 30 Island luxury rentals in Florida

Flip Side Charter is a premier travel agency located on Coconut Drive in Sanibel, Florida. Specializing in custom tailored travel experiences, Flip Side Charter offers a wide range of services to ensure that every trip is unique and unforgettable. From luxury yacht charters to exotic destination packages, our team of experienced professionals is dedicated to providing top-notch service and creating memories that will last a lifetime. Whether you're looking for a relaxing beach getaway or an adventurous excursion, Flip Side Charter has you covered. Book your next dream vacation with us and let us take care of all the details so you can focus on making memories that will last a lifetime.

Located at 495 Bayfront Place in Naples, Florida, The Blue Dahlia Private Charters LLC is a premier travel agency specializing in personalized on-water experiences. Our mission is to be your exclusive on-the-water concierge, offering custom-designed packages to meet your nautical needs. Explore the luxurious Port Royal community, enjoy champagne against the backdrop of Naples' famous sunsets, and discover Florida's tropical wildlife in their natural habitats. To ensure your safety and comfort under the Florida sun, The Blue Dahlia provides custom canopy shades for both the bow and stern of the boat. Stay protected while enjoying the fun on the water, whether you're cruising at idle speeds or relaxing at Keewaydin Island.

Everwater Charters & Tours is a travel agency located at 750 Palm Point Drive in Goodland, Florida, United States. Specializing in unforgettable experiences in Southwest Florida's Ten Thousand Islands, they offer seashell experiences, fishing charters, sunset cruises, and more. With a focus on ecotourism, guests can enjoy the stunning beauty of the area while also helping to preserve its natural ecosystem. The locally-owned business is run by the passionate duo of Jason Fullerton and Cristina Nabozny, who are dedicated to providing personalized and authentic tours for visitors. Whether you're a nature lover, angler, or family looking for a unique adventure, Everwater Charters & Tours has something for everyone. Book your tour today and receive 10% off your first eco tour with promo code ECOTOUR10. Don't forget to bring your essentials and arrive early to make the most of your experience in the beautiful waters of Southwest Florida.

Marco Charters is a premier travel agency located at Cape Romano Shoals in Florida, United States. Specializing in luxury yacht charters, Marco Charters offers unforgettable experiences exploring the beautiful waters of the Gulf of Mexico. With a fleet of top-of-the-line yachts and experienced crew members, guests can relax and enjoy the ultimate vacation while taking in the stunning sights and sounds of the Florida coast. Whether you're looking for a romantic getaway, a family adventure, or a corporate retreat, Marco Charters has everything you need for a truly unforgettable experience on the water. Book your dream yacht charter with Marco Charters today and set sail for the vacation of a lifetime.

Extreme Naples Charters is a premier travel agency located in Naples, Florida, offering unforgettable experiences on the water. Our expert team specializes in providing thrilling charters for fishing, sightseeing, and more. Whether you're looking to reel in a big catch or simply relax and enjoy the stunning views of Naples, our charters are sure to exceed your expectations. Join us at 525 Newport Drive for an adventure of a lifetime in the beautiful waters of Florida.

Naples Coastal Excursions LLC is a premier travel agency located at 1575 Danford Street in Naples, Florida. We specialize in providing unforgettable coastal adventures along the stunning Naples coastline. Our experienced team is dedicated to creating personalized and memorable excursions for our clients, whether it be a relaxing sunset cruise, a thrilling snorkeling trip, or a scenic tour of the local wildlife. Let us help you plan the perfect coastal getaway in Naples, Florida.

Sealife Caribbean is a premier travel agency located in the vibrant city of Naples, Florida. Situated at the prestigious address of 9110 Strada Place, Sealife Caribbean specializes in creating unforgettable Caribbean travel experiences for their clients. From luxurious beachfront resorts to thrilling water activities, Sealife Caribbean offers a wide range of travel packages tailored to suit every traveler's needs. With a team of experienced travel experts, Sealife Caribbean is dedicated to providing top-notch customer service and ensuring that each client's vacation dreams become a reality. Book your next Caribbean adventure with Sealife Caribbean and embark on a journey of a lifetime.

Universal Vacations Naples is a real estate and travel agency located at 2800 Davis Boulevard in Naples, Florida, United States. Specializing in Fort Myers vacation rentals, the agency offers a variety of homes and condos perfect for any occasion. With options for oceanfront condos, family houses, and pet-friendly accommodations, Universal Vacations Naples ensures that guests feel right at home during their stay. The agency boasts a selection of 139 vacation rentals that allow dogs, as well as 300 properties with internet access for guests to stay connected throughout their trip. Professional housekeepers are also on hand to ensure that each property is thoroughly cleaned and stocked with amenities, making for a hassle-free arrival and relaxing stay.

Cuba Travel is a renowned travel agency located at 13407 Southwest 56th Street, Miami, Florida, United States. Specializing in trips to Cuba, they offer a wide range of services including flights, accommodations, tours, and transportation. With expert knowledge of the destination, Cuba Travel ensures a seamless and unforgettable travel experience for their clients. Whether you're looking to explore the vibrant culture of Havana, relax on the beautiful beaches of Varadero, or immerse yourself in the rich history of Trinidad, Cuba Travel has you covered. Book your Cuban adventure with Cuba Travel today and let them take care of all the details for you.

Cuban American Travel is a reputable travel agency located at 5985 West 25th Court in Hialeah, Florida. Specializing in providing tailored travel experiences for those looking to explore the beautiful destinations of Cuba and beyond, Cuban American Travel offers a wide range of services including flight bookings, hotel accommodations, guided tours, and travel insurance. With a team of experienced travel experts, customers can expect personalized assistance and expert advice to ensure a smooth and unforgettable travel experience. Whether you are planning a family vacation, romantic getaway, or business trip, Cuban American Travel is dedicated to helping you create lasting memories.

Welcome to Tocororo Travel, your one-stop shop for all your travel needs! We are the leading travel agency for the Latin community in Miami and surrounding areas, with unparalleled experience and knowledge in the industry. Our mission is to make every trip memorable by providing a personalized experience that you won't find anywhere else. For the Cuban community traveling back to the island to visit loved ones, we offer unmatched deals in the market. Flights, hotels, car rentals, and more. But for all our clients, we also offer relaxing options. Try our all-inclusive vacations to the Caribbean. Indulge in luxurious beach resorts in exquisite destinations like the Dominican Republic, Jamaica, and the Bahamas. With everything included, all you have to do is sit back, relax, and enjoy paradise.

Easy Keys Charters is a premier private charter service located at 80460 Overseas Highway in Islamorada, Florida. As a top travel agency in the area, we specialize in providing unforgettable experiences on the water. Whether you're looking to go fishing, snorkeling, or simply enjoy a relaxing cruise, our experienced team is here to make your trip a memorable one. Book your next adventure with Easy Keys Charters online or give us a call at (305) 509-3075.

Tan Line Charters is a premier travel agency located at 80460 Overseas Highway in Islamorada, Florida. Specializing in luxury yacht charters, Tan Line Charters offers unforgettable experiences on the crystal-clear waters of the Florida Keys. Whether you're looking for a relaxing day on the water or an adventurous deep-sea fishing excursion, our experienced team will create a customized itinerary to suit your every need. Embark on a journey with Tan Line Charters and discover the beauty of the ocean in style and comfort.

Lightly Salted Charters is a top-quality travel agency located at 80500 Overseas Highway in Islamorada, Florida. Embark on the Ultimate Florida Keys Adventure on our 2015, 26′ Twin Vee with Captain Zander. From Flats to Offshore Fishing, Snorkeling Tours, Sandbar Getaways & Mesmerizing Sunsets, we offer fully custom trips for every angler. Experience the magic of sunset tours, snorkeling, sandbar & sunset tours, and fishing all in one unforgettable journey. Our all-inclusive Islamorada sandbar tour takes you to the world-famous Islamorada Sandbar for an unforgettable vacation. With our expert snorkel guide, enjoy 5-star private snorkeling tours through the fabulous coral reefs. Our boat can accommodate a maximum of six passengers, but we can add more boats to accommodate larger groups. Book a trip with Lightly Salted Charters and create memories that will last a lifetime. Schedule your private charter boat tour with us today at (305)205-3500.

Easy Livin Charter is a renowned travel agency located at 81576 Overseas Highway in Islamorada, Florida, United States. Led by the world famous Captain Augie, who is a local legend in the community, Easy Livin Charter offers custom boat tours that are sure to create lasting memories for all who embark on them. With over two decades of experience in offshore fishing and a deep knowledge of the area, Captain Augie is more than just a tour guide - he is a source of fun and entertainment for all guests. His sense of humor and larger than life personality are guaranteed to put a smile on your face as you explore the beautiful waters of Islamorada.

Capt. Jack Backus is a reputable travel agency located at 79901 Overseas Highway in the beautiful town of Islamorada, Florida. Specializing in providing top-notch travel experiences and adventures, Capt. Jack Backus offers a wide range of services including booking flights, hotels, cruises, and tours. With a team of experienced and knowledgeable travel experts, this agency is dedicated to helping clients plan unforgettable vacations and create lasting memories. Whether you're looking for a relaxing beach getaway, an exciting outdoor adventure, or a romantic escape, Capt. Jack Backus has you covered. Contact them today to start planning your dream vacation!

CUBAMAX TRAVEL is a premier travel agency located at 239 Northeast 8th Street in Homestead, Florida. Specializing in travel to Cuba, they offer a wide range of services including flights, accommodations, tours, and transportation. With a team of experienced professionals, CUBAMAX TRAVEL is dedicated to providing exceptional customer service and helping clients create unforgettable travel experiences. Whether you're planning a family vacation, a romantic getaway, or a business trip, CUBAMAX TRAVEL is your go-to agency for all your travel needs. Visit them today to start planning your next adventure to Cuba!

All Florida Keys Travel is a premier travel agency located in Key Largo, Florida. Situated at 100210 Overseas Highway, this agency specializes in providing expert guidance and assistance for travelers looking to explore the stunning Florida Keys region. Whether you're seeking a relaxing beach vacation, an adventurous diving excursion, or a romantic getaway, the dedicated team at All Florida Keys Travel is committed to helping you create unforgettable experiences. With their extensive knowledge of the area and personalized service, you can trust that your travel plans are in good hands. Contact All Florida Keys Travel today to start planning your dream vacation in the beautiful Florida Keys.

Calypso Sailing is a premier travel agency located at 99701 Overseas Highway in Key Largo, Florida. Specializing in sailing excursions and adventures, Calypso Sailing offers a wide range of services including yacht charters, sailing lessons, and sunset cruises. With experienced captains and a fleet of well-maintained vessels, guests can enjoy a luxurious and unforgettable experience on the beautiful waters of the Florida Keys. Whether you're looking to relax and unwind or embark on a thrilling sailing adventure, Calypso Sailing is the perfect choice for your next maritime experience.

Captain Lew Charter is a premier travel agency located at 604 Portia Circle in Key Largo, Florida, United States. Step aboard our luxurious 2023 Worldcat 325 DC yacht and experience the ultimate in comfort and safety as you explore the stunning waters of the Florida Keys. Our yacht features an enclosed helm, full head, hot and cold water, sun screens, dive ladder, and plenty of space for your group to relax and enjoy the journey. Whether you're looking to witness a breathtaking sunset, snorkel a vibrant reef, relax at a sandbar, or experience a full moon cruise, Captain Lew Charter has endless options for you to choose from. We also offer multi-day excursions to Key West and other locations, providing you with a truly unforgettable experience.

Cubamax Travel is a reputable travel agency located at 4380 West 12th Avenue in Hialeah, Florida, United States. Specializing in travel services to Cuba, the agency offers a wide range of travel packages, flights, hotel reservations, car rentals, and visa assistance for those looking to visit or reconnect with loved ones in Cuba. With a team of experienced travel agents and excellent customer service, Cubamax Travel is dedicated to providing a seamless and stress-free travel experience for their clients. Contact them today to start planning your next trip to Cuba!

Cuba Travel Services is a premier travel agency located at 2100 Ponce de Leon in Coral Gables, Florida, United States. Specializing in travel to Cuba, our agency offers a wide range of services including flights, accommodations, tours, and visa assistance. With knowledgeable staff and excellent customer service, we strive to provide our clients with unforgettable experiences and seamless travel arrangements to the vibrant island of Cuba. Whether you are planning a leisurely vacation or a business trip, Cuba Travel Services is your go-to agency for all your Cuba travel needs.

Tours Of Key West Land And Sea is a premier travel agency located on Overseas Highway in Tavernier, Florida, United States. Specializing in both land and sea excursions, they offer a wide range of tours and activities for visitors to explore the beautiful Key West area. Whether you're interested in snorkeling, fishing, sightseeing, or simply relaxing on the beach, Tours Of Key West Land And Sea has something for everyone. Their experienced guides and staff are dedicated to providing unforgettable experiences for all guests. Book your next adventure with Tours Of Key West Land And Sea and discover the magic of the Florida Keys.

Sea of Thieves Boat Charter is a premier travel agency located in the beautiful coastal town of Key Largo, Florida. We specialize in providing unforgettable boating experiences for our clients, offering a range of charter options to explore the stunning waters of the Florida Keys. Whether you're looking for a relaxing day on the water or an exciting adventure, our experienced crew will ensure you have a safe and enjoyable trip. Visit us at 325 Calusa Street to book your next unforgettable boating experience with Sea of Thieves Boat Charter.

Solfinis Sunset Cruise is a premier travel agency located at 84001 Overseas Highway in Islamorada, Florida. Specializing in unforgettable sunset cruises, we offer a luxurious and relaxing experience on the beautiful waters of the Florida Keys. Our expert staff will ensure that every detail of your cruise is perfect, from the stunning views to the delicious cocktails served on board. Whether you're looking for a romantic evening with your loved one or a fun outing with friends, Solfinis Sunset Cruise is the perfect choice for a memorable experience on the water. Book your cruise today and prepare for an unforgettable journey into the sunset.

Florida Keys Boat Charters is a premier travel agency located in Islamorada, Florida. Our expert team specializes in providing top-quality boat charters for exploring the beautiful waters of the Florida Keys. Whether you're looking for a relaxing day on the water or an exciting fishing adventure, we have the perfect charter for you. With our convenient location on Overseas Highway, we make it easy for you to start your unforgettable journey through the stunning Florida Keys. Book your charter with Florida Keys Boat Charters today and experience the ultimate in luxury and adventure on the water.

Blackbeard Private Charters is a premier travel agency located at 85920 Overseas Highway in Islamorada, Florida. Specializing in private custom boat charters, Blackbeard Charters offers a unique opportunity to experience the Florida Keys like a local. Whether you're looking to relax at the Islamorada Sandbar or explore the vibrant reefs in the upper Keys, our experienced team is dedicated to providing you with the trip of a lifetime. Swim among tropical fish, soak up the sun, and create unforgettable memories with Blackbeard Private Charters.

My Keys Vacations is a premier real estate and travel agency located at 500 Burton Drive in Tavernier, Florida. Specializing in vacation rentals and property management in the beautiful Florida Keys, our dedicated team is committed to providing top-notch service and helping guests create unforgettable memories. Whether you are looking for a beachfront villa, a cozy cottage, or a luxurious condo, our extensive selection of properties caters to every type of traveler. Let us help you plan your dream vacation in the stunning Florida Keys with My Keys Vacations.

Key Biscayne Travel is a premier travel agency located at 660 Crandon Boulevard in the beautiful Key Biscayne, Florida. Our dedicated team of experienced travel experts are committed to providing personalized service and creating unforgettable travel experiences for our clients. Whether you are planning a relaxing beach getaway, an adventurous outdoor expedition, or a luxurious cruise vacation, Key Biscayne Travel has the expertise and resources to make your travel dreams a reality. Contact us today to start planning your next unforgettable journey!

Now and Zen Sailing Charters is a top-rated travel agency located at 4234 Lakeside Drive in Jacksonville, Florida. Starting on May 24, 2024, they will be offering charters for the Summer of 2024 on their luxurious 42 ft cruising catamaran, Now & Zen. Guests can book day or sunset cruises for a unique and unforgettable experience on the water. Rated as one of Jacksonville's best sailing charters, Now and Zen offers private charters for up to 6 people, perfect for special occasions such as birthdays, anniversaries, or simply a relaxing day out on the water. Departing from Jacksonville (Ortega), rates start at $499 for a 4-hour tour for 4 people.