TOP 30 Best Beach vacations usa in Islamorada, Florida

Islamorada Turtle Tours LLC is a travel agency located at 96 Madeira Road in Islamorada, Florida, United States. Cruise Islamorada aboard its newest, biggest, and best tour boat, "The Turtle", a custom-built 53ft XL Deck Boat that can accommodate up to 42 people. Explore beautiful Islamorada on one of our spectacular tours, departing daily from The Lorelei Restaurant & Cabana Bar. On our tours, you can enjoy a short cruise to the famous Islamorada sandbar, where you can walk along the sandy flat, float on giant mats, soak up the sun, and relax. Fun for all ages! You can also snorkel at one of Islamorada's beautiful shallow water reefs, with depths between 8-20 feet. The choice of reef location will depend on factors such as visibility and weather conditions.

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.

The Islamorada Chamber of Commerce & Visitors Center is a travel agency located at 87100 Overseas Highway in Islamorada, Florida. As the gateway to the beautiful Florida Keys, this institution serves as a one-stop destination for tourists and locals alike looking for information on local businesses, attractions, events, and accommodations. Whether you're planning a vacation, a weekend getaway, or just passing through, the friendly staff at the Islamorada Chamber of Commerce & Visitors Center are ready to assist you with all your travel needs. Visit us today and let us help you make the most of your time in this tropical paradise.

The Islands of Islamorada is a charming lodging institution located at 82779 Old Highway in Islamorada, Florida, United States. Nestled in the heart of the Florida Keys, this picturesque resort offers guests a serene and relaxing retreat surrounded by the beauty of the islands. With comfortable accommodations, stunning ocean views, and easy access to a variety of outdoor activities such as fishing, snorkeling, and kayaking, The Islands of Islamorada is the perfect destination for a peaceful getaway. Whether you're seeking a romantic escape or a family vacation, this institution provides a tranquil and unforgettable experience for all who visit.

Anglers Reef Vacation Rental is a premier real estate and travel agency located at 109 Anglers Way in Islamorada, Florida. Our vacation rentals offer luxurious accommodations in a picturesque setting, perfect for those looking to escape and unwind in the beautiful Florida Keys. From cozy beachfront cottages to spacious waterfront villas, we have a variety of options to suit every traveler's needs. Our friendly and knowledgeable staff is dedicated to providing top-notch service and ensuring a memorable stay for all our guests. Experience the ultimate tropical getaway at Anglers Reef Vacation Rental.

Robbie's of Islamorada is a Keys-style waterfront Restaurant and Bar located at 77522 Overseas Highway in Islamorada, Florida. Offering scenic views and a tropical atmosphere, Robbie's is a popular tourist attraction and travel agency for those looking to explore the Florida Keys. Home to the world-famous tarpon feeding, visitors can hand-feed massive tarpon, enjoy water sports, and shop for handcrafted souvenirs at the local shops. The restaurant serves fresh seafood and signature cocktails on the waterfront deck, while also offering a clothing store with a unique range of beachwear. Robbie's also provides yacht charters, snorkeling trips, fishing excursions, sunset cruises, and eco-tours to experience the beauty of the Florida Bay. With a variety of activities and amenities available, Robbie's of Islamorada is the perfect destination for a fun and memorable vacation in the Florida Keys.

Barefeet Vacation Rentals is a real estate and travel agency located at 103400 Overseas Highway in Key Largo, Florida. Specializing in Key Largo and Islamorada vacation rentals, Barefeet Rentals offers a variety of private homes and condos to fit any budget, some even featuring docks for boaters. Whether you're a boater, fisherman, scuba diver, sun worshiper, or snowbird, Barefeet Rentals has something for everyone in the fabulous Florida Keys. From snorkeling coral reefs to deep-sea fishing excursions, there are endless activities to enjoy in this tropical paradise. Explore the Everglades National Park on an airboat tour or kayak through the Florida Keys for a unique eco-adventure.

Ocean Oasis at Ocean Pointe is a luxurious vacation destination located in Tavernier, Florida. This stunning institution offers a range of amenities including a pool, Jacuzzi, tennis and pickleball courts, a private beach, and a marina. Centrally located between Islamorada and Key Largo, guests can easily explore the surrounding areas and enjoy all that the Florida Keys have to offer. Whether you're looking for a relaxing beach getaway or an active vacation filled with water sports and outdoor activities, Ocean Oasis at Ocean Pointe has something for everyone. Contact our real estate and travel agency at 500 Burton Drive to book your dream vacation today.

Islamorada Ocean Oasis is a premier real estate and travel agency located at 75831 Overseas Highway in Islamorada, Florida. Our team of dedicated professionals specialize in providing clients with luxurious oceanfront properties and unforgettable travel experiences in the stunning Florida Keys. Whether you are looking to invest in a beachfront paradise or plan your dream vacation, Islamorada Ocean Oasis is here to make your dreams a reality. Contact us today to start your journey to paradise.

Sands of Islamorada Hotel & Resort is a luxurious lodging destination located at 80051 Overseas Highway in Islamorada, Florida. Offering a perfect blend of tropical charm and modern amenities, this resort is the ideal retreat for those seeking a relaxing getaway in the beautiful Florida Keys. Guests can enjoy stunning ocean views, pristine beaches, and top-notch service during their stay. Whether you're looking to relax by the pool, explore the nearby attractions, or indulge in delicious dining options, Sands of Islamorada Hotel & Resort has everything you need for a memorable vacation experience.

Located at 84001 Overseas Highway in Islamorada, Florida, the Postcard Inn Beach Resort and Marina offers a unique and authentic Keys experience. As the "Sportfishing Capital of the World," guests can bring their own boat or book an excursion to explore the waters surrounding this beautiful resort. With the merging of two Islamorada resorts into one destination, the Postcard Inn Resort & Marina is set to become the heartbeat of the Islamorada Resort Collection in 2024. Offering island-chic guestrooms, exciting culinary experiences, a lively marina, a stunning beachfront, and a variety of activities, guests can seamlessly transition between adventure and relaxation from sunrise to sunset.

Sun Outdoors Islamorada is a charming lodging and RV park located at 87395 Old Highway in Islamorada, Florida, United States. Nestled in the heart of the Florida Keys, this institution offers a relaxing and picturesque setting for guests to enjoy the beauty of the surrounding area. With a range of accommodations including RV sites and cozy cabins, Sun Outdoors Islamorada provides a comfortable and convenient stay for visitors looking to explore the stunning natural landscapes and attractions of the Florida Keys. Whether you're looking to relax by the pool, go fishing in the nearby waters, or simply unwind in the peaceful surroundings, Sun Outdoors Islamorada is the perfect destination for a memorable getaway.

The Sunset Inn in Islamorada, Florida is a charming lodging establishment located on the beautiful Overseas Highway. This cozy inn offers comfortable accommodations with a laid-back atmosphere, perfect for a relaxing getaway in the Florida Keys. Guests can enjoy stunning sunsets from the inn's private beach or take a dip in the crystal-clear waters of the Gulf of Mexico. With its convenient location near local attractions, restaurants, and shops, The Sunset Inn is the ideal choice for travelers looking to experience the best of Islamorada. Whether you're seeking a romantic retreat or a family vacation, this quaint inn provides a welcoming and peaceful escape.

Located at 83409 Overseas Highway in Islamorada, Florida, the Chesapeake Beach Resort is a stunning seaside lodging destination that exceeds all expectations. As the Sport Fishing Capital of the World, Islamorada offers a relaxed atmosphere and year-round activities for guests to enjoy. Each room at the resort features comfortable beds and a tranquil ambiance, with the option to choose a Garden View room with a private balcony or upgrade to a suite or villa for added luxury. Surrounded by crystal blue waters and white sandy beaches, the resort offers a picturesque setting for a relaxing and breathtaking vacation.

Sea La Vie Beach Boutique is a charming clothing store located in Islamorada, Florida, United States. Situated at 80431 Old Highway, this boutique offers a curated collection of stylish beachwear, resort wear, and accessories for both men and women. With a laid-back coastal vibe, Sea La Vie Beach Boutique is the perfect destination for those looking to update their vacation wardrobe or find the perfect outfit for a day at the beach. Whether you're in search of flowy sundresses, trendy swimwear, or unique beach accessories, this boutique has something for every beach lover. Visit Sea La Vie Beach Boutique and let the sea inspire your style.

Coastal Vacation Rentals of the Florida Keys is a premier real estate and travel agency located at 82889 Overseas Highway in Islamorada, Florida, United States. We specialize in luxury vacation homes that exceed your expectations and cater to all your needs. Our extensive inventory includes weekly and monthly rentals, condos, villas, estates, corporate retreats, oceanfront and bayfront properties. Our personalized service sets us apart, ensuring that your vacation is a success no matter where you choose to stay in the Florida Keys. From breathtaking views to top-notch amenities, we have everything you need for a memorable getaway. Whether you're looking for a romantic escape or a family adventure, we have something for everyone.

Pineapple Beach is a premier real estate and travel agency located at 130 Aregood Lane in the beautiful coastal town of Islamorada, Florida. Our team of experienced professionals is dedicated to helping clients find their dream beachfront property or plan the perfect tropical getaway. With a focus on personalized service and attention to detail, Pineapple Beach is committed to making your real estate or travel experience seamless and unforgettable. Contact us today to start your journey to paradise.

Island Paradise Villas offers a luxurious and relaxing stay in the beautiful Florida Keys. Located at 75710 Overseas Highway in Islamorada, Florida, this vacation rental agency provides a range of stunning villas for visitors to choose from. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, Island Paradise Villas has the perfect accommodation for you. With top-notch amenities, breathtaking ocean views, and convenient access to local attractions, this is the ideal destination for your next vacation in paradise. Book your stay with Island Paradise Villas for a truly unforgettable experience in the Florida Keys.

MyKeys Tours of Islamorada is a premier travel agency located at 85920 Overseas Highway in the picturesque town of Islamorada, Florida. Specializing in creating unforgettable experiences for visitors to the Florida Keys, our team of knowledgeable and friendly experts are dedicated to providing top-notch service and personalized itineraries. Whether you're looking to explore the stunning coral reefs, indulge in world-class fishing opportunities, or simply relax on the beautiful beaches, MyKeys Tours of Islamorada is here to help you plan the perfect vacation. Come visit us and let us show you the best that Islamorada has to offer!

Islamorada Island Tours is a travel agency located at 77522 Overseas Highway in Islamorada, Florida, United States. We specialize in boat rentals, Jetski tours, and private Island tours, available 7 days a week. Whether you're looking for a relaxing day on the water or an adventurous excursion, we have the perfect boat for you. Our docks are conveniently located within 7 miles of eight amazing points of interest. Contact us at 305-664-5533 to discuss your options and plans, or send us an email or live chat with us for more information. Let us help you create unforgettable memories on the beautiful waters of Islamorada.

Casa Rio Islamorada is a charming lodging institution located at 121 Sapodilla Drive in Islamorada, Florida. Nestled in the heart of the Florida Keys, this cozy retreat offers a peaceful and serene atmosphere for guests to relax and unwind. With comfortable accommodations and a welcoming staff, Casa Rio Islamorada is the perfect place to escape the hustle and bustle of everyday life. Whether you're looking for a romantic getaway or a family vacation, this hidden gem is sure to provide a memorable experience. Explore the beautiful surroundings, soak up the sun on the nearby beaches, or simply enjoy a leisurely stroll along the waterfront. Come and experience the laid-back charm of Casa Rio Islamorada for yourself.

Islamorada Mercantile is a charming clothing store located at 81900 Overseas Highway in Islamorada, Florida. This unique boutique offers a curated collection of stylish and trendy clothing for men and women, as well as accessories and gifts. Whether you're looking for the perfect outfit for a day at the beach or a night out on the town, Islamorada Mercantile has something for everyone. Come visit us and experience the laid-back island vibe of Islamorada while shopping for the latest fashion trends.

Islamorada Vacation Rentals is a premier real estate and travel agency located in the picturesque town of Islamorada, Florida. Situated at 109 Columbus Drive, our agency specializes in providing luxurious vacation rentals for those looking to experience the beauty and charm of the Florida Keys. From waterfront villas to cozy beachfront cottages, we offer a wide range of accommodation options to suit every traveler's needs. Our dedicated team of professionals is committed to ensuring that your stay in Islamorada is unforgettable, providing top-notch customer service and expert advice on local attractions and activities. Whether you're looking for a romantic getaway or a family vacation, Islamorada Vacation Rentals is your go-to destination for the perfect tropical retreat.

Freewheeler Vacations is a premier real estate and travel agency located in the beautiful coastal town of Islamorada, Florida. Our team of experienced professionals specialize in helping clients find their dream vacation rental or investment property in this stunning tropical paradise. Whether you're looking for a luxurious beachfront villa or a cozy cottage by the water, we have the expertise to make your vacation dreams a reality. Come visit us at 85992 Overseas Highway and let us help you plan the perfect getaway in the Florida Keys.

Tropical Paradise in Venetian Shores is a luxurious retreat located at 141 Stromboli Drive in Islamorada, Florida. This stunning property offers guests a true taste of paradise with its lush tropical surroundings and breathtaking views. The resort features a heated pool, perfect for relaxing and soaking up the sun. Whether you're looking to unwind in style or explore the nearby attractions, Tropical Paradise in Venetian Shores is the perfect destination for your next getaway.

Beach Park is a stunning oceanfront park located at 87000 Overseas Highway in Islamorada, Florida. This picturesque park offers visitors a beautiful sandy beach, crystal-clear waters for swimming and snorkeling, and lush greenery for picnicking and relaxing. With its prime location in the Florida Keys, Beach Park is a popular destination for locals and tourists alike looking to enjoy a day out in nature. Whether you're looking to soak up the sun, explore the underwater world, or simply unwind in a peaceful setting, Beach Park has something for everyone to enjoy. Come and experience the beauty and tranquility of this waterfront oasis in Islamorada.

The Beach House at Tarpon Point is a luxurious oceanfront home located at 77521 Overseas Highway in Islamorada, Florida. This stunning property offers amazing ocean views, a sandy beach, pool, and an observation pier perfect for watching sunrises and sunsets. As a real estate and travel agency, The Beach House provides top-notch amenities and furnishings to ensure a relaxing and memorable vacation experience for all guests. Whether you're looking for a peaceful retreat or a fun-filled getaway, The Beach House at Tarpon Point is the perfect destination for your next trip to the beautiful Florida Keys.

Islamorada Vacation Rental is a premier lodging option located at 101 Leoni Drive in Islamorada, Florida. As a combination of a real estate agency and travel agency, we specialize in providing top-quality vacation rentals for visitors looking to experience the beauty and charm of the Florida Keys. Our properties offer a range of amenities and locations, ensuring that guests have a comfortable and memorable stay. Whether you're looking for a beachfront villa, a cozy cottage, or a luxurious waterfront home, Islamorada Vacation Rental has the perfect option for you. Book with us today and start planning your dream vacation in paradise.

Islamorada Resort Wear is a premier clothing store located in the beautiful coastal town of Islamorada, Florida. Our store offers a wide selection of stylish resort wear for men and women, perfect for those looking to embrace the laid-back, beachy vibe of the Florida Keys. From flowy sundresses and colorful swimwear to casual shorts and breezy tops, we have everything you need to create the perfect vacation wardrobe. Visit us at 86700 Overseas Highway and shop the latest trends in resort wear today!

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.