Stay in Islamorada, Florida

Off the Hook Churrascaria in Islamorada, Florida is a culinary haven that focuses on simplicity and quality. Located at 82205 Overseas Highway, this restaurant specializes in crafting unforgettable moments through exceptional meat selection and preparation. With a focus on using precise seasonings to enhance the natural flavors of the finest cuts, Off the Hook Churrascaria offers a unique dining experience that is perfect for enjoying with loved ones. Their charcoal and rotisserie style cooking ensures that all the juices stay within the meat, resulting in a delicious char and incredible flavor. Discover the most exquisite and award-winning cuts at this establishment, including Certified Angus Picanha, Churrasco, and Wagyu. Come experience the finger-licking goodness of Off the Hook Churrascaria 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.

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.

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.

Creekside Inn Islamorada is a charming lodging establishment located along the picturesque Old Highway in Islamorada, Florida. Surrounded by lush tropical gardens and just a stone's throw away from the crystal-clear waters of the Florida Keys, this inn offers a tranquil and relaxing retreat for guests looking to escape the hustle and bustle of everyday life. The cozy rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy a refreshing dip in the outdoor pool, relax in the hot tub, or take a leisurely stroll along the nearby creek. With its convenient location and laid-back atmosphere, Creekside Inn Islamorada is the perfect choice for a memorable vacation in the Florida Keys.

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.

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.

Jamie Engel & The Florida Keys Home Team Realtors is a premier real estate agency located at 85996 Overseas Highway in Islamorada, Florida. Specializing in luxury homes in the beautiful Florida Keys, our team of experienced professionals is dedicated to helping clients buy and sell their dream properties. From Key Largo to Key West, we are here to assist with all your real estate needs. With over 17 years of experience in the Florida Keys market, we understand the unique challenges and rewards of buying and selling property in this special area. Our team stays ahead of the curve by keeping up with the latest trends in luxury real estate, utilizing cutting-edge marketing techniques, internet technology, and social media to help clients make informed decisions.

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.

White Gate Court is a family-owned resort located at 76010 Overseas Highway in Islamorada, Florida. We are proud recipients of the 2021 TripAdvisor Award of Excellence, ranking in the top 10% of hotels worldwide. Our charming Old Keys family-style cottages welcome pets of all sizes, making us a true family resort. Each cottage comes with free kayaks, bicycles, fishing rods, and a boat slip, with on-site boat trailer parking available. With 220 feet of bayside water access, guests can snorkel right at the resort and explore our own reef teeming with colorful fish, lobsters, and manatees. The warm, tranquil waters of the Florida Bay are just a few yards away, perfect for swimming, kayaking, and snorkeling. Our accommodations cater to different group sizes, from romantic retreats for honeymooners to spacious cottages for families.

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 History of Diving Museum, located at 82990 Overseas Highway in Islamorada, Florida, is a unique institution that showcases the fascinating evolution of diving equipment and techniques. This museum is not just a store or tourist attraction, but also a hub for diving enthusiasts and history buffs. The museum features a variety of exhibits that highlight the rich history of diving, from ancient diving techniques to modern advancements in underwater exploration. Visitors can explore interactive displays, view rare artifacts, and learn about the important role that diving has played in marine science and exploration.

Aqua Salon and Day Spa, located at 81888 Overseas Highway in Islamorada, Florida, is a premier destination for all your hair care needs. Our passionate stylists are dedicated to staying up to date on the latest trends and techniques to provide you with the perfect cut and color. Whether you're looking for a natural look or something more vibrant, our technicians can create the perfect color for you. In addition to hair services, our nail specialists can make your color dreams come true with a fresh manicure or pedicure. At Aqua Salon and Day Spa, we are committed to providing high quality services while maintaining the integrity of your hair, skin, body, and nails. Our mission is to build strong relationships with our clients and meet all of your beauty needs. Come visit us and let us pamper you from head to toe!

Rocket Cooling, formerly known as Houston Air, is a trusted general contractor and store located at 171 Hood Avenue in Tavernier, Florida, United States. Specializing in air conditioning services, including installation, repair, and maintenance, Rocket Cooling serves the Upper Keys area, including Islamorada, Key Largo, Tavernier, and Ocean Reef. When you choose Rocket Cooling, you can expect prompt and professional service from our team of experienced technicians. We arrive in well-stocked Mercedes Sprinter vans to ensure efficient service and minimal downtime for our customers. Our technicians are background-checked and dedicated to keeping your HVAC systems running smoothly year-round.

Experience the ultimate Florida Keys vacation at Angler's Reef Resort Select Rentals by KeysCaribbean. Located in the picturesque town of Islamorada, this stunning resort offers 52 cottages inspired by Caribbean fishing villages, complete with deep-water boat docks and luxurious amenities. Enjoy two-bedroom, two and a half bath rentals with spacious decks and full kitchens, perfect for a relaxing getaway. With easy access to Alligator Reef and the only living coral barrier reef in the Continental United States, anglers will delight in the abundant marine life in the area. Take advantage of special offers and discounts to make your stay even more memorable. Whether you're planning a last-minute getaway or booking in advance, Angler's Reef Resort has the perfect package for you. Relax by the oceanfront swimming pool or private beach, or explore the vibrant marine life just offshore. With Snake Creek Marina nearby, boating enthusiasts can easily access the Atlantic Ocean for deep-sea adventures. Discover the charm of Islamorada and experience the best of the Florida Keys at Angler's Reef Resort. Book your stay today and immerse yourself in the beauty of this tropical paradise.

Welcome to Best of Both Worlds Resort, a luxurious lodging destination located in the heart of Islamorada, Florida. Situated along the picturesque Overseas Highway, our resort offers the perfect blend of relaxation and adventure, providing guests with the best of both worlds. Our resort features spacious and beautifully appointed rooms, each designed to provide a comfortable and inviting atmosphere for our guests. Whether you're looking to unwind by the pool, indulge in a spa treatment, or explore the natural beauty of the Florida Keys, Best of Both Worlds Resort has something for everyone.

Ocean Sotheby’s International Realty is a prestigious real estate agency located at 81888 Overseas Highway in Islamorada, Florida. We specialize in connecting buyers with truly extraordinary properties in the Florida Keys, including condos, houses, and homes for sale in Sunset Key, Marathon, Key Largo, Key West, and beyond. Our team takes pride in utilizing our extensive experience, resources, and global connections to match unique properties with discerning buyers who appreciate their special qualities. Stay up to date with the latest real estate news and insights from the most desirable neighborhoods in the area by checking out our blog. With our esteemed advertising partners, we are excited to showcase the best of The Florida Keys and help you find your perfect home away from home. Contact us at 305-712-8888 or email us at [email protected] to learn more about our services. Please note that this website is not the official website of Sotheby’s International Realty, Inc., and each office is independently owned and operated. Visit us at our additional locations in Marathon and Key West.

Topsiders Resort is a charming lodging establishment located at 75500 Overseas Highway in the picturesque town of Islamorada, Florida. This tropical oasis offers guests a relaxing and comfortable stay in the heart of the Florida Keys. The resort features spacious and well-appointed rooms, a sparkling swimming pool, and stunning views of the surrounding landscape. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, Topsiders Resort is the perfect destination for your next trip to paradise. With its convenient location and top-notch amenities, this resort is sure to provide a memorable and enjoyable experience for all guests.

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.

The Oceanview Inn & Sports Pub is a charming establishment located at 84500 Overseas Highway in Islamorada, Florida. This institution offers a unique combination of bar, food, and lodging, making it the perfect destination for a Keys vacation. The guest rooms at The Oceanview Inn & Pub are clean, comfortable, and have a tropical flair, providing guests with a relaxing and enjoyable stay. Whether you're visiting for a weekend getaway or a longer stay, this inn has everything you need for a perfect vacation.

Casa Morada is a luxurious boutique lodging located on a quiet side road in Islamorada, Florida. Our property features 16 suites spread across two guest houses, the Garden House and the Seaview House. Guests can enjoy complimentary breakfast, use of kayaks, paddle boards, and bicycles, as well as yoga sessions on select days. Conveniently situated between Miami and Key West, Casa Morada is easily accessible by car or boat. We are a pet-friendly establishment and welcome children aged 16 and older. Each suite is uniquely designed and offers a range of amenities, from private terraces and soaking tubs to panoramic views of the water and private island.

Matecumbe Resort is a lodging institution located at 76261 Overseas Highway in Islamorada, Florida, United States. Situated on an oceanfront setting, our resort offers 32 recently remodeled units with fully equipped in-suite kitchens. Each unit includes a microwave, stove, refrigerator, pots & pans, toaster, and coffee maker. Additionally, all rooms feature a seating area with a sleeper sofa and an outdoor porch. Relax in our welcoming accommodations that provide all the essentials of home and more. Choose from a variety of room options, all equipped with full kitchens. Our large one-bedroom 1st floor suites offer beautiful views of the grounds and ocean.

Bud N' Mary's Marina is a charming lodging institution located at 79851 Overseas Highway in Islamorada, Florida, United States. Situated right on the water, this marina offers guests the opportunity to stay in comfortable accommodations while enjoying easy access to fishing charters, boat rentals, and water sports activities. With its picturesque surroundings and convenient location, Bud N' Mary's Marina is the perfect destination for those looking to experience the beauty and excitement of the Florida Keys.

Located at 80001 Overseas Highway in Islamorada, Florida, the Amara Cay Resort offers a luxurious and effortless island experience. From the chic coastal style of the rooms and suites to the breathtaking views of the Alligator Reef Lighthouse, every aspect of this resort embodies the essence of the Florida Keys. Guests can enjoy island-inspired cuisine and cocktails with stunning sea views, as well as a variety of amenities and activities such as boating excursions and beach lounging. Whether you're looking for a relaxing beach vacation or an adventurous day on the water, Amara Cay has something for everyone. With special offers for Florida and Georgia residents, military personnel, and other groups, there are plenty of opportunities to save on your stay. The resort also offers a range of activities, from beachside yoga to ocean adventures, as well as delicious dining options at the poolside Tiki Bar and other on-site restaurants.

Soggy Paws Pet Resort and Spa is a luxurious retreat for your furry friends located at 88165 Overseas Highway in Islamorada, Florida. Our resort offers top-notch accommodations and amenities for dogs and cats, including spacious suites, grooming services, and a variety of activities to keep your pets entertained and happy. With a team of experienced and caring staff members, Soggy Paws provides a safe and comfortable environment for pets to relax and enjoy their stay. Whether your pet needs a relaxing spa day or a fun-filled vacation, Soggy Paws Pet Resort and Spa is the perfect destination for all your pet care needs.

Caloosa Cove Resort & Marina is a charming lodging establishment located at 73801 Overseas Highway in Islamorada, Florida. Situated right by the water, this resort offers a peaceful and relaxing atmosphere for guests to enjoy. The cozy rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can take advantage of the marina facilities to go fishing, kayaking, or simply enjoy the stunning views of the ocean. With its convenient location and welcoming ambiance, Caloosa Cove Resort & Marina is the perfect choice for a memorable getaway in the Florida Keys.

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.

West Marine is a premier clothing store located at 81984 Overseas Highway in Islamorada, Florida. As a leading retailer in the marine industry, West Marine offers a wide selection of high-quality apparel and accessories for boating enthusiasts. Whether you're in need of durable outdoor gear or stylish nautical fashion, West Marine has everything you need to stay comfortable and stylish on the water. With a convenient location in the heart of Islamorada, West Marine is a must-visit destination for anyone looking to elevate their boating experience.