The 30 Best Island vacation rentals in Key Largo, Florida

Island Ventures is a premier institution located at 13 Seagate Boulevard in Key Largo, Florida, United States. Specializing in SCUBA and snorkel tours, we offer the finest personal experiences on the Key Largo reef. Our knowledgeable crews will guide you 6 miles offshore to explore vibrant coral reefs and encounter marine life up close. Our commitment to top-tier customer service ensures that your journey is not only memorable but also enriched with information and care. Embark on an underwater adventure with our SCUBA tours, where expert guides will take you to the best and safest parts of the reef. Alternatively, dive into crystal-clear waters with our Key Largo Snorkel Tours, where you can experience the breathtaking beauty of coral reefs and colorful marine life.

Located in Key Largo, Florida, the Key Lime Sailing Club and Cottages offers a unique and tranquil waterfront lodging experience. Our self-contained cottages provide everything you need for a relaxing getaway, with no hidden charges. Enjoy the beautiful sunsets from our intimate setting, or explore the local dining and dancing options just a short walk or paddle away. Easy to reach but hard to forget, our hideaway is the perfect place to unwind and enjoy the beauty of the Florida Keys. Book your stay with us today and experience the magic of Key Largo.

Tiki Boat Tours Key Largo Events Scuba Cruises & Charters NAUI & PADI is a premier institution located in Key Largo, Florida, United States. We offer a range of exciting activities including scuba diving tours, charters, and events. Our experienced instructors are certified by NAUI & PADI, ensuring a safe and enjoyable experience for all participants. Join us for an unforgettable adventure on the beautiful waters of Key Largo.

Paddle the Florida Keys is a top-rated institution located in Tavernier, Florida, offering kayak and paddleboard rentals, eco-tours, sales, and deliveries. Whether you're a beginner or experienced paddler, our professional guides will lead you on an unforgettable journey through the beautiful mangrove tunnels and seagrass meadows of the Florida Keys. With flat rates and the option to rent for 24 hours or longer, you can paddle at your own pace and explore at your leisure. Owner Deven Carrier, a lifelong Keys local and competitive paddle board racer, is passionate about the sport and has helped grow the local paddlesport community for over a decade. Our retail store offers a wide selection of paddle boards, skateboards, gear, and accessories, ensuring you have everything you need for a day on the water or onshore.

Sail Key Largo is a premier travel agency located at 1313 Ocean Bay Drive in Key Largo, Florida. Specializing in sailing adventures and excursions, Sail Key Largo offers a wide range of services including yacht charters, sailing lessons, and guided tours of the stunning Florida Keys. Whether you are a seasoned sailor or a beginner looking to explore the open waters, Sail Key Largo has something for everyone. With a team of experienced sailors and knowledgeable staff, you can trust that your sailing experience with Sail Key Largo will be unforgettable. Plan your next sailing adventure with Sail Key Largo and discover the beauty of the Florida Keys from a whole new perspective.

Hampton Inn Key Largo is a charming lodging institution located at 102400 Overseas Highway in Key Largo, Florida, United States. Situated in the heart of the Florida Keys, this hotel offers comfortable accommodations and convenient amenities for both leisure and business travelers. Guests can enjoy a complimentary hot breakfast, outdoor pool, fitness center, and easy access to nearby attractions such as John Pennekamp Coral Reef State Park and Dolphin Cove. Whether you're looking to relax by the water or explore the local sights, Hampton Inn Key Largo is the perfect choice for your stay in the beautiful Florida Keys.

Playa Largo Resort & Spa, Autograph Collection is a luxurious lodging institution located in Key Largo, Florida, United States. Situated at 97450 Overseas Highway, this resort offers a tranquil escape with stunning views of the ocean and lush tropical surroundings. Guests can relax and rejuvenate at the on-site spa, enjoy delicious dining options, and take advantage of the various amenities such as a swimming pool, fitness center, and water sports activities. With its elegant accommodations and top-notch service, Playa Largo Resort & Spa is the perfect destination for a memorable vacation or romantic getaway.

Sun Outdoors Key Largo is a charming lodging and RV park located at 97680 Overseas Highway in Key Largo, Florida, United States. Nestled in the heart of the Florida Keys, this institution offers guests a serene and picturesque retreat surrounded by lush tropical landscapes and stunning ocean views. The accommodations at Sun Outdoors Key Largo are comfortable and well-appointed, providing a relaxing home away from home for travelers seeking a peaceful escape. With amenities such as a swimming pool, picnic areas, and easy access to nearby beaches and outdoor activities, this institution is the perfect destination for those looking to unwind and enjoy the natural beauty of the Florida Keys. Whether you are traveling in an RV or looking for a cozy cabin or cottage, Sun Outdoors Key Largo has something for everyone. Come and experience the laid-back island lifestyle at this idyllic retreat in Key Largo.

The Pelican Key Largo Cottages is a charming lodging institution located at 99446 Overseas Highway in Key Largo, Florida, United States. Offering waterfront cottages and suites, guests can experience the beauty of the Florida Keys right on Florida Bay. Whether you're looking to relax on the beach, enjoy world-class dining, or try your hand at fishing, there's something for everyone to enjoy. The Pelican also serves as a magical wedding destination, with an intimate beach area and reception space available for couples to make their dream wedding a reality. With its tropical atmosphere and ideal location, The Pelican Waterfront Cottages offers a truly unforgettable experience in the Florida Keys.

Key Largo Inn is a charming lodging option located at 99202 Overseas Highway in Key Largo, Florida, United States. This cozy inn offers comfortable accommodations for guests looking to relax and unwind in the beautiful Florida Keys. The Inn is conveniently located near popular attractions such as John Pennekamp Coral Reef State Park and offers easy access to a variety of outdoor activities such as snorkeling, fishing, and boating. Guests can enjoy a peaceful stay in well-appointed rooms, complete with modern amenities and friendly service. Whether you're visiting for a weekend getaway or an extended vacation, Key Largo Inn is the perfect choice for your stay in the Florida Keys.

Key Largo Cottages is a charming lodging institution located at 99306 Overseas Highway in Key Largo, Florida, United States. This hidden gem offers a romantic retreat for couples as well as family-friendly accommodations right on the tropical Florida Keys dock and beach front. Guests can relax and enjoy the slow rustic atmosphere of Old Florida Keys while taking in the stunning Florida sunsets from the waterfront Sunset tiki hut. Conveniently located near a variety of Key Largo activities, guests can easily access sailing, swimming, fishing charters, scuba diving, and more. The property also offers free kayaks for guests to explore nearby sunken boats, deserted islands, and mangrove canals teeming with wildlife.

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.

Key Largo Water Fun Private Boat and Kayak is a premier travel agency located at 112 La Paloma Road in Key Largo, Florida. We offer a unique and exciting way to explore the beautiful waters of Key Largo with our private boat and kayak rentals. Whether you're looking for a relaxing day on the water or an adventurous kayaking expedition, we have the perfect option for you. Our experienced staff is dedicated to providing exceptional customer service and ensuring that your experience with us is unforgettable. Come visit us and embark on an unforgettable water adventure in Key Largo!

Hector's Jet Ski Rental-Tours Key Largo is a premier travel agency located at 107690 Overseas Highway in Key Largo, Florida. We offer exhilarating jet ski rentals and guided tours for those looking to explore the stunning waters of the Florida Keys. Our experienced team is dedicated to providing top-notch service and ensuring a memorable and safe adventure for all our customers. Whether you're a seasoned jet ski rider or a first-timer, Hector's Jet Ski Rental-Tours Key Largo has something for everyone. Come experience the thrill of jet skiing in the beautiful waters of Key Largo with us!

Florida Keys Rental Store is a premier real estate and travel agency located at 99980 Overseas Highway in Key Largo, Florida. We specialize in providing vacation rentals, property management services, and travel accommodations in the beautiful Florida Keys. Whether you are looking for a beachfront villa, a cozy cottage, or a luxurious condo, our team of experienced professionals is here to help you find the perfect rental for your next getaway. With a wide selection of properties to choose from and top-notch customer service, Florida Keys Rental Store is your go-to destination for a memorable vacation experience in the stunning Florida Keys.

Ocean Reef Cart Rental is a premier rental service located in Key Largo, Florida, United States. We offer a wide range of top-quality golf carts for exploring the beautiful surroundings of the Ocean Reef Club. Whether you're looking to cruise around the marina or explore the lush tropical landscapes, our carts are the perfect way to get around in style and comfort. Our friendly staff is dedicated to providing excellent customer service and ensuring that your rental experience is smooth and hassle-free. Come visit us at Ocean Reef Cart Rental and let us help you make the most of your time in Key Largo.

Sunkissed Vacation Rental is a charming lodging option located at 19 Alcanta Lane in the picturesque Key Largo, Florida. This vacation rental offers a cozy and comfortable stay for guests looking to relax and unwind in the beautiful surroundings of the Florida Keys. The property is conveniently located near a variety of attractions, including beaches, restaurants, and outdoor activities. With its welcoming atmosphere and convenient location, Sunkissed Vacation Rental is the perfect choice for a memorable getaway in Key Largo.

Fairfield Inn & Suites by Marriott Marathon Florida Keys is a charming lodging establishment located at 13201 Overseas Highway in Marathon, Florida. Situated in the heart of the picturesque Florida Keys, this hotel offers comfortable accommodations and modern amenities for guests to enjoy during their stay. The hotel features a range of well-appointed rooms and suites, as well as a variety of on-site facilities including a fitness center, outdoor pool, and complimentary breakfast. With its convenient location and welcoming atmosphere, Fairfield Inn & Suites by Marriott Marathon Florida Keys is the perfect choice for travelers looking to explore the beautiful surroundings of the Florida Keys.

Casa Sierra Rental is a reputable real estate agency located at 205 36th Street in Holmes Beach, Florida, United States. We specialize in providing top-notch rental properties for vacationers looking to experience the beauty of Anna Maria Island. Our team is dedicated to helping clients find the perfect rental home that fits their needs and budget. Whether you are looking for a cozy beach cottage or a luxurious waterfront villa, Casa Sierra Rental has a wide selection of properties to choose from. Contact us today to start planning your dream vacation on Anna Maria Island!

Islamorada Vacation Rentals is a premier real estate agency located at 81610 Overseas Highway in Islamorada, Florida. Specializing in providing luxurious vacation rentals in the beautiful Florida Keys, our agency offers a wide range of properties to suit every traveler's needs. Whether you're looking for a beachfront villa, a cozy cottage, or a spacious waterfront home, we have the perfect rental for your next getaway. Our dedicated team is committed to providing exceptional service and ensuring that your vacation in Islamorada is unforgettable. Book with us today and experience the ultimate in relaxation and luxury.

Playa Largo Ocean Residences Vacation Rentals is a premier real estate and travel agency located at 97801 Overseas Highway in Key Largo, Florida. Offering luxurious oceanfront properties for rent, Playa Largo provides guests with the ultimate vacation experience in the beautiful Florida Keys. Whether you're looking for a relaxing beachfront retreat or a fun-filled water adventure, Playa Largo Ocean Residences Vacation Rentals has something for everyone. Book your dream vacation today and make memories that will last a lifetime.

Anchors Away Boat Rentals is a tourist attraction located in Tavernier, Florida, United States. Serving Islamorada, Key Largo, Tavernier, and Marathon, they offer the perfect solution for experiencing all that the Florida Keys has to offer by getting out on the water. Special discounted rates are available for Military, Law Enforcement, and Fire Fighters. To enhance your experience, they offer rental add-ons such as fishing poles and a GoPro Hero 9 with an 8gb SD card that you get to keep. All boats are equipped with brand new Garmin navigation systems to ensure you can easily navigate to your favorite spots.

Key Largo Home Rental is a premier real estate and travel agency located at 15 Eagle Drive in the beautiful Key Largo, Florida. We specialize in providing luxurious vacation homes for rent in this tropical paradise. Our properties are meticulously maintained and offer top-notch amenities to ensure a comfortable and unforgettable stay for our guests. Whether you are looking for a cozy beachfront cottage or a spacious waterfront villa, Key Largo Home Rental has the perfect accommodation for your dream vacation. Contact us today to book your next getaway in Key Largo!

Moonbay Key Largo Vacation Rentals is a premier real estate and travel agency located in the picturesque Key Largo, Florida. Our agency specializes in providing luxurious vacation rentals in the beautiful Moonbay community, offering guests a unique and unforgettable experience in the Florida Keys. With stunning waterfront properties, top-notch amenities, and personalized service, Moonbay Key Largo Vacation Rentals is the perfect choice for your next vacation getaway. Discover the ultimate in relaxation and luxury at our exclusive properties in Key Largo, where paradise awaits.

Oasis Vacation Rentals is a premier real estate and travel agency located in the beautiful Key Largo, Florida. Situated at 103101 Overseas Highway, our agency specializes in providing luxurious vacation rentals for those looking to experience the ultimate getaway in paradise. From beachfront villas to cozy cottages, we offer a wide range of accommodation options to suit every traveler's needs. Our dedicated team is committed to providing exceptional service and ensuring that your vacation is nothing short of spectacular. Whether you're planning a romantic retreat or a family adventure, Oasis Vacation Rentals is here to make your dream vacation a reality. Book with us today and experience the magic of Key Largo!

Historic Shadow Point Vacation Rental in Florida Keys is a real estate and travel agency located at 598-601 Bonito Avenue, Key Largo, Florida, United States. This institution offers a unique and historical experience for friends and family looking for a beach vacation rental in Key Largo. The property consists of two historic beach houses surrounded by water on a 2.5-acre lush garden and hammock point, perfect for accommodating up to 16 people. Guests can relax and enjoy the stunning views from hammocks and swings overlooking the beautiful scenery. "Shadow", the mascot of Historic Shadow Point, adds to the charm and character of this vacation rental. Whether you are looking for a peaceful retreat or an adventurous getaway, Historic Shadow Point is the ideal destination for your next vacation in the Florida Keys.

Welcome to The Keys Paradise, a luxury real estate and travel agency located at 25 Mangrove Lane in Key Largo, Florida. Our vacation rental spaces are perfect for your next adventure, offering top-notch amenities such as waterfront views, a dock for your boat, 3 bedrooms, 2 bathrooms, and direct canal access to the Bay. With only 7 houses separating you from the Bay and just about 3 miles from Adam's Cut, our properties provide the perfect location for your getaway. At The Keys Paradise, we specialize in providing luxury waterfront vacation rentals that offer everything you need for a memorable stay in Key Largo. Whether you're interested in boating, fishing, kayaking, or simply soaking up the sun and water views, our properties have it all.

Welcome to KeySea Cruising Houseboat Rentals, located at 51 Shoreland Drive in Key Largo, Florida. Our houseboat vacation experience allows you to explore the beautiful Florida Bay at your own pace with a bareboat charter. Our 35-foot Catamaran Cruiser is perfect for two, but can accommodate up to four guests. The galley kitchen is fully stocked with all the necessities for cooking, and the comfortable living area converts into a double bed for extra space. Enjoy cruising through Blackwater Sound, Barnes Sound, and Buttonwood Sound, where you can relax, kayak, fish, snorkel, and more. Dolphins may even swim by as you soak up the sun and enjoy the peaceful waters. Our houseboat rentals offer a unique way to experience the Florida Keys, providing all the comforts of home while you explore and unwind. Come aboard and experience the perfect Florida Keys vacation with KeySea Houseboats.

Florida Keys Real Estate is a premier real estate agency located in Key Largo, Florida. Our experienced team of professionals is dedicated to helping clients buy, sell, or rent properties in the beautiful Florida Keys. Whether you are looking for a beachfront vacation home, a cozy condo, or a luxurious waterfront estate, we have the expertise to guide you through the process. With a prime location on Overseas Highway, we are conveniently situated to assist clients throughout the Florida Keys. Contact us today to start your journey to finding your dream property in paradise.

Sanctuary At Key Largo is a luxurious waterfront resort located at 100 Sanctuary Drive in Key Largo, Florida. This exclusive institution offers a serene and tranquil atmosphere, perfect for those looking to escape the hustle and bustle of everyday life. With stunning views of the ocean and lush tropical gardens, guests can relax and unwind in style. The resort features elegant accommodations, world-class amenities, and personalized service to ensure a truly unforgettable experience. Whether you're looking to enjoy water sports, indulge in gourmet dining, or simply lounge by the pool, Sanctuary At Key Largo has everything you need for a perfect getaway. Come and experience the ultimate in luxury and relaxation at this exceptional institution.