View in Islamorada, Florida

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.

Transparensea Glass Bottom Boat Tours, located at 77522 Overseas Highway in Islamorada, Florida, offers a unique and educational experience for visitors. Our knowledgeable guides will take you on a journey to explore reefs such as Cheeca Rocks, Alligator Reef, Caloosa Rocks, and more, while sharing fascinating information about the underwater world. On windy days, enjoy a relaxing ride in the shallow waters of Florida Bay. We are proud to be the only Seakeeper stabilized glass bottom boat in the state of Florida. Join us for tours at 9:30am, 12:00pm, 3:00pm, and 20 minutes after sunset for a night tour with underwater lights. Embark on an unforgettable adventure with our Glassbottom Eco Tour at Night, where you can witness the mesmerizing marine ecosystem after dark. Check in 30 minutes before departure and prepare to be amazed by the vibrant nightlife of Islamorada's marine creatures.

The Theater of the Sea is a unique park and tourist attraction located at 84721 Overseas Highway in Islamorada, Florida. This institution combines elements of a zoo and an entertainment venue, offering visitors the opportunity to interact with a variety of marine animals in a beautiful tropical setting. From dolphin and sea lion shows to guided tours and educational programs, Theater of the Sea provides a fun and informative experience for visitors of all ages. Come explore the wonders of the sea at this exciting attraction in the heart of the Florida Keys.

The Moorings Village is a charming lodging institution located at 123 Beach Road in Islamorada, Florida, United States. Nestled in a picturesque seaside setting, this luxurious retreat offers guests a tranquil and rejuvenating escape from the hustle and bustle of everyday life. With its beautifully appointed accommodations, lush tropical gardens, and pristine white sandy beaches, The Moorings Village provides the perfect backdrop for a relaxing vacation or romantic getaway. Whether you are seeking a peaceful retreat or an adventurous beach vacation, The Moorings Village offers a unique and unforgettable experience for all who visit.

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.

Reef Marine Inc. is a premier tourist attraction and travel agency located at 85501 Overseas Highway in Islamorada, Florida. As a leading provider of marine excursions and experiences, Reef Marine Inc. offers a wide range of activities such as snorkeling, diving, fishing charters, and boat tours to explore the beautiful waters of the Florida Keys. With a team of experienced guides and staff, visitors can enjoy unforgettable adventures and create lasting memories in this tropical paradise. Whether you're looking for a relaxing day on the water or an action-packed adventure, Reef Marine Inc. has something for everyone. Come and discover the wonders of the ocean with Reef Marine Inc.

Located at 80001 Overseas Highway in Islamorada, Florida, the Tiki Bar at Amara Cay Resort offers an effortless island style experience. Our rooms and suites embody the authentic Keys life, while our bar and restaurant serve up island-inspired flavors and legendary cocktails with stunning sea views. Our venues provide the perfect setting for any gathering, whether you're looking to enjoy classic burgers and succulent seafood or custom-blended treats and top-shelf spirits. Join us at ReelCatch, Coastal Cup, or Tiki Bar any time of day to indulge in cuisine rooted in the traditions of the Florida Keys. Don't miss out on our calendar of authentic island experiences - come see what's happening at Amara Cay Resort today.

Located at 80001 Overseas Highway in Islamorada, Florida, ReelCatch Restaurant is a bar and restaurant that embodies effortless island style. Our Florida Keys rooms and suites offer enriching moments that allow you to experience authentic Keys life. With a menu full of island-inspired flavors and legendary cocktails, you can savor your meal with stunning sea views. Our Keys venues provide the perfect setting for any gathering, whether it's a casual meal with friends or a special celebration. ReelCatch is a favorite spot for locals and guests alike, offering indoor and outdoor seating for breakfast and dinner.

Tides Beachside Bar & Grill is a charming waterfront restaurant located in Islamorada, Florida. Situated at 82100 Overseas Highway, this establishment offers a relaxed and casual dining experience with stunning views of the ocean. Guests can enjoy a delicious menu featuring fresh seafood, grilled meats, and refreshing cocktails. Whether you're looking for a romantic dinner by the water or a fun lunch with friends, Tides Beachside Bar & Grill is the perfect spot to unwind and savor the flavors of Florida.

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.

Drop Anchor Resort & Marina is a charming lodging establishment located at 84959 Overseas Highway in the beautiful Islamorada, Florida. This waterfront resort offers a serene and relaxing escape for guests looking to unwind and enjoy the stunning views of the Florida Keys. With comfortable accommodations, a marina for boat enthusiasts, and a range of amenities including a pool and beach access, Drop Anchor Resort & Marina is the perfect destination for a memorable vacation in the heart of the Keys.

Islander Resort is a luxurious lodging facility located at 82100 Overseas Highway in the beautiful town of Islamorada, Florida. Situated in the heart of the Florida Keys, this resort offers guests a serene and picturesque retreat with stunning ocean views and pristine beaches. The resort features spacious and well-appointed rooms, a range of amenities including a pool, spa, and on-site dining options. Perfect for a romantic getaway, family vacation, or corporate retreat, Islander Resort provides a peaceful and relaxing atmosphere for guests to unwind and enjoy the tropical paradise of the Florida Keys.

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.

Located at 80401 Old Highway in Islamorada, Florida, the Pines and Palms Resort is a charming lodging institution that offers boutique-style accommodations right on the Atlantic Ocean. The resort is designed as a peaceful tropical village, with oceanfront cottages and suites for an authentic Florida Keys experience. Guests can enjoy daily natural spectacles, fiery sunrises, and a laid-back lifestyle that embodies the essence of Keys life. The resort boasts an oceanfront climate-controlled pool for relaxation, as well as seasonal yoga classes for rejuvenation. With personalized service and genuine hospitality, guests are welcomed as family at Pines and Palms Resort. Visitors can take advantage of complimentary kayaks, paddle boards, and bike rentals, as well as sunset sails and private fishing charters for added adventure.

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.

Windley Key Fossil Reef Geological State Park is a unique destination in Islamorada, Florida, where visitors can explore the ancient coral formations that make up the park. Originally used as a quarry for building materials, this park now offers a glimpse into Florida's history and natural beauty. Visitors can walk along the quarry walls, reaching heights of 8 feet, to see the cross sections of the fossilized coral. The park also features five short self-guided trails, perfect for leisurely strolls through the island's natural landscape.

Founders Park is a picturesque park located in Islamorada, Florida, United States. Situated at 87000 Overseas Highway, this park offers a serene escape for visitors to enjoy the natural beauty of the Florida Keys. With lush greenery, scenic walking paths, and recreational facilities, Founders Park is the perfect spot for picnics, family outings, and outdoor activities. Whether you're looking to relax by the water, play sports, or simply take in the stunning views, Founders Park has something for everyone to enjoy. Come visit this hidden gem and experience the tranquility and charm of Islamorada's Founders Park.

Executive Bay Club is a premier institution located at 87200 Overseas Highway in Islamorada, Florida. It offers a luxurious and exclusive experience for its members, featuring top-notch amenities and services. With stunning views of the surrounding area and access to a range of recreational activities, Executive Bay Club is the perfect destination for those seeking a high-end lifestyle in the heart of the Florida Keys. Whether you're looking to relax by the pool, enjoy a game of tennis, or indulge in gourmet dining, this institution has everything you need for a truly unforgettable experience.

Habanos Oceanfront Dining is a low-key Cuban restaurant located at 73510 Overseas Highway in Islamorada, Florida. This casual beachfront eatery offers classic Cuban dishes such as ham, pork, and Swiss cheese sandwiches on sweet buns, as well as thin-sliced steak sandwiches on Cuban bread with lettuce, tomato, and potato sticks. Their menu also features a variety of pizzas topped with ham, pepperoni, chorizo, bacon, and more. Customers can customize their pizzas with additional toppings for an extra charge. Please note that consuming raw or undercooked meats, poultry, seafood, shellfish, or eggs may increase the risk of foodborne illness. Enjoy a taste of Cuba at Habanos Oceanfront Dining!

Oceanside Safari Restaurant & Lounge is a vibrant and lively establishment located at 73814 Overseas Highway in the beautiful coastal town of Islamorada, Florida. This unique institution offers a mix of delicious food, refreshing drinks, and a relaxed atmosphere perfect for unwinding and enjoying the ocean views. Whether you're craving a tasty meal or looking to sip on a cocktail while watching the sunset, Oceanside Safari is the perfect spot for locals and tourists alike. With its welcoming staff and inviting ambiance, this bar and restaurant is a must-visit destination for anyone looking to experience the true essence of Florida's coastal charm.

Located at 96 Madeira Road in Islamorada, Florida, Lorelei Restaurant & Cabana Bar is a popular spot for locals and tourists alike. With a laid-back and casual vibe, this institution offers a perfect setting to enjoy delicious food, refreshing drinks, and live music by local cover band Uncle Rico. The Sunset Celebration, featuring happy hour specials and stunning views of Florida Bay, is a highlight for many guests. Whether arriving by boat, car, or foot, visitors can relax and unwind while taking in the beautiful sunset. The on-site retail store offers a variety of items, including the popular Copper Line BBQ sauces. With a reputation for great value, amazing views, and fresh seafood, Lorelei is a must-visit destination in the Florida Keys. Join us for a memorable experience at Lorelei Restaurant & Cabana Bar.

Morada Bay is a charming waterfront restaurant located at 81600 Overseas Highway in Islamorada, Florida. This institution offers a unique dining experience with stunning views of the bay and a laid-back atmosphere. Guests can enjoy delicious food and cocktails while soaking in the beautiful surroundings. Whether you're looking for a romantic dinner, a casual lunch with friends, or a special event venue, Morada Bay has something for everyone. Come and experience the flavors of Florida at this must-visit restaurant in the United States.

Lazy Days is an award-winning restaurant located in Islamorada, Florida, offering the freshest seafood in town. Enjoy oceanfront dining with exquisite Keys-style dishes such as seafood pastas, vegetarian options, sandwiches, certified Angus steaks, and chicken at reasonable prices. The restaurant has been voted "Best Restaurant Overall", "Best Waterfront Dining", "Best Seafood Restaurant", "Best Lunch", and "Best Wait Staff" in the Upper Keys People's Choice Awards. With spectacular views from tables nestled in the sand, an outside upstairs patio overlooking the Atlantic, and a cozy Keys-style atmosphere indoors, Lazy Days offers a unique dining experience. The full-service bar serves a variety of drinks, including craft beers, wines, and specialty cocktails. Don't forget to visit the Lazy Days Seafood Market for the freshest seafood in town and stop by the gift shop for custom t-shirts, hats, and more.

Pierre's Restaurant is a unique and elegant establishment located at 81600 Overseas Highway in Islamorada, Florida. The exterior of the two-story building is reminiscent of old colonial residences in West Africa, while the interior showcases a blend of different cultures from around the world. The restaurant boasts a sparkling white facade facing the Florida Bay, offering stunning views of sunsets. The Green Flash Lounge on the ground floor features a beautiful mahogany bar, leather sofas, beige banquettes, and rattan chairs. The dark planked wood floors, Indian arcade, and Moroccan, Indian, and African artifacts add to the ambiance of the dining room and lounge.

Kaiyo Grill & Sushi is a premier dining destination located in Islamorada, Florida. Situated at 81701 Old Highway, this restaurant offers a unique and diverse menu featuring a fusion of Japanese and Caribbean flavors. Guests can enjoy fresh sushi, sashimi, and a variety of grilled seafood dishes in a stylish and upscale setting. With its waterfront location and breathtaking views, Kaiyo Grill & Sushi provides a memorable dining experience for locals and tourists alike. Come and indulge in delicious cuisine at this must-visit restaurant in the heart of the Florida Keys.

Island Grill, located at 85501 Overseas Highway in Islamorada, Florida, is a popular bar and restaurant known for its award-winning menu, live entertainment, and beautiful waterfront atmosphere. Specializing in fresh seafood, premium hand-cut steaks, and regional specialties, Island Grill is a favorite Florida Keys banquet destination, perfect for wedding rehearsals and receptions. With rave reviews from satisfied customers on Google, Island Grill invites you to share your own experience with them. From their famous Tuna Nachos to the Catch of the Day, their menu offers a variety of delicious options. Whether you're a tourist or a local, Island Grill is the ideal spot to enjoy casual dining and celebrate special moments in true Florida Keys style.

SandBar is a lively and vibrant institution located at 83413 Overseas Highway in Islamorada, Florida. This beachfront bar and restaurant offers a relaxed and casual atmosphere where guests can enjoy delicious food, refreshing drinks, and stunning views of the ocean. With a diverse menu featuring fresh seafood, mouth-watering burgers, and tasty appetizers, SandBar is the perfect spot to unwind and enjoy a meal with friends and family. Whether you're looking to grab a quick bite or spend a leisurely afternoon soaking up the sun, SandBar is the ideal destination for a memorable dining experience in the heart 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.

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.