Luxury housing in Islamorada, Florida

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.

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.

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 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.

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.

Venetian Shores Islamorada Fl is a premier real estate agency located at 85996 Overseas Highway in Islamorada, Florida. Specializing in luxury waterfront properties, this institution offers unparalleled service and expertise in the vibrant and sought-after community of Venetian Shores. With a team of experienced and knowledgeable real estate professionals, Venetian Shores Islamorada Fl is dedicated to helping clients find their dream home or investment property in this picturesque and exclusive neighborhood. Whether you are looking for a waterfront estate, a vacation rental, or a charming bungalow, Venetian Shores Islamorada Fl has the resources and connections to make your real estate goals a reality. Contact them today to start your journey towards owning a piece of paradise in the beautiful Florida Keys.

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.

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!

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.

Located at 81801 Overseas Highway in Islamorada, Florida, Atlantic's Edge Restaurant is a culinary destination that offers a meal with a view. Overlooking the stunning Atlantic Ocean, this flagship seafood restaurant showcases the flavors of the Keys with a modern twist on island-inspired cuisine. Whether you choose indoor or outdoor dining, you can enjoy panoramic views while savoring dishes infused with local, fresh ingredients native to the Florida Keys. From breakfast to dinner, Atlantic's Edge serves up a diverse menu featuring everything from poached jumbo Gulf shrimp to Cuban-inspired dishes like guajillo braised short rib tacos. Indulge in decadent desserts like the chocolate sable tart or the rich key lime custard. Pair your meal with a refreshing cocktail from their extensive drink menu, including classics like mojitos and margaritas. With a relaxed yet elegant atmosphere, Atlantic's Edge Restaurant offers a unique dining experience that celebrates the flavors and cultural influences of the Caribbean and Atlantic islands.

Elements Restaurant is a charming island-inspired eatery located at 82100 Overseas Highway in Islamorada, Florida. With a focus on fresh, locally-sourced ingredients, our menu offers a pier-to-plate dining experience that captures the essence of the Florida Keys. Start your day with a delicious breakfast featuring enhanced favorites like avocado toast and eggs benedict with chipotle hollandaise. Our minimalist approach to cooking allows the flavors of the ocean to shine through in every dish. Enjoy your meal in our relaxing courtyard, where you can feel the sea breeze and soak in the island vibe. Planning a special event? Our private dining room and patio are perfect for hosting large parties or intimate gatherings. If you're staying at Islander Resort or Bayside Villas, don't hesitate to inquire about our private dining options. Come visit us at Elements Restaurant and let us transport you to the magic of the Florida Keys through our food and ambiance.

Located at 81801 Overseas Highway in Islamorada, Florida, Cheeca Lodge & Spa offers a luxurious retreat surrounded by turquoise waters, towering palms, and calm breezes. This oceanfront resort invites guests to experience barefoot luxury and embrace the laid-back lifestyle of the Florida Keys. With a range of thrilling activities, luxurious accommodations, exceptional dining options, and unparalleled relaxation, Cheeca Lodge & Spa promises an unforgettable getaway. Whether you're looking to celebrate love with a picturesque oceanfront wedding or host a productive corporate retreat, Cheeca Lodge & Spa offers the perfect venue. With over 15,000 square feet of meeting space, impeccable service from event planners, and a stunning backdrop of the Atlantic ocean, this resort is ideal for weddings, sales meetings, conferences, and more.

Located at 80241 Overseas Highway in Islamorada, Florida, La Siesta Resort & Villas offers a tropical island style getaway with spacious guest rooms, beachside cottages, and private vacation homes. Experience authentic Keys life with island-inspired flavors and legendary cocktails while enjoying stunning sea views. The resort features lush private beaches, pools with ocean views, and fishing charters for the catch of your dreams. Accommodations include suites, cottages, and villas with idyllic Islamorada views and unique resort amenities. Special offers include discounts for Florida and Georgia residents, military personnel, and tax season rewards. Enjoy dining at Wild & Lime and nearby restaurants, as well as unforgettable experiences for special occasions. Plan your dream destination wedding or arrive at the Florida Keys marina for a seamless vacation experience. Explore all that La Siesta Resort & Villas has to offer and make memories to last a lifetime.

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.

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.

KeysCaribbean Resorts is a premier lodging institution located at 97501 Overseas Highway in Key Largo, Florida, United States. Our team of professional agents is available 24 hours a day to ensure a stress-free and exceptional vacation experience for our guests. Choose from our select rentals at premier Upper & Middle Keys resort communities, where you'll have exclusive access to top-notch amenities such as private swimming pools, boat dockage, Jacuzzi tubs, and more. Whether you're planning a family reunion or a getaway with friends, we can accommodate your needs with our range of rental options.

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.

The Caribbean Resort, located at 117 Carroll Street in Islamorada, Florida, is a charming lodging option that offers a taste of the Caribbean right in the heart of the United States. With its tropical-inspired decor, lush gardens, and stunning ocean views, this resort is the perfect escape for those looking to relax and unwind in a beautiful setting. Whether you're lounging by the pool, enjoying a cocktail at the beachside bar, or exploring the nearby attractions, The Caribbean Resort provides a tranquil and luxurious retreat for guests seeking a slice of paradise.

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.

Anglers Reef Villas is a luxurious waterfront lodging option located at 110 Anglers Way in Islamorada, Florida. As a combination of a lodging, real estate, and travel agency, Anglers Reef Villas offers guests the opportunity to experience the ultimate vacation in paradise. With stunning views of the ocean, top-notch amenities, and a prime location near popular attractions, Anglers Reef Villas is the perfect choice for those seeking a memorable stay in the Florida Keys. Whether you're looking to relax on the beach, explore the local area, or invest in a vacation home, Anglers Reef Villas has everything you need for a truly unforgettable experience.

Islander Bayside Villas is a charming lodging institution situated at 81450 Overseas Highway in the picturesque town of Islamorada, Florida. Nestled along the beautiful bayside, this tranquil retreat offers guests a peaceful and relaxing atmosphere with stunning views of the water. The villas are tastefully decorated and equipped with modern amenities to ensure a comfortable stay for visitors. Whether you are looking for a romantic getaway, a family vacation, or a solo retreat, Islander Bayside Villas provides the perfect escape 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.

Superior Interior Home Detailing is a premier home detailing service located at 82801 Overseas Highway in Islamorada, Florida. Our team of skilled professionals specializes in enhancing the beauty and functionality of your home's interior spaces. From deep cleaning and organizing to decorative accents and furniture arrangement, we take pride in transforming your living spaces into a sanctuary of style and comfort. With attention to detail and a commitment to excellence, Superior Interior Home Detailing is your go-to destination for creating a home that truly reflects your personal taste and lifestyle. Visit us today and experience the difference that superior interior detailing can make in your home.

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.

Lime Tree Apartments is a charming residential complex located at 113 Mastic Street in the beautiful town of Islamorada, Florida. Our apartments offer a serene and peaceful environment surrounded by lush greenery and picturesque views. Each unit is thoughtfully designed with modern amenities and spacious layouts to provide our residents with comfort and convenience. With easy access to the beach, shopping, dining, and entertainment options, Lime Tree Apartments is the perfect place to call home in the heart of the Florida Keys.

Island Villa Rental Properties is a premier real estate and travel agency located at 81681 Old Highway in Islamorada, Florida, United States. Specializing in luxurious vacation rentals on the beautiful islands of Islamorada, our agency offers a wide selection of stunning villas and properties for visitors looking to experience the ultimate island getaway. With top-notch customer service and a team of experienced professionals, Island Villa Rental Properties is dedicated to helping clients find their perfect vacation rental in this tropical paradise. Whether you're looking for a romantic beachfront villa or a spacious family-friendly property, we have something for everyone. Book your dream vacation with us today and let us help you create unforgettable memories in the Florida Keys.

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.

Coral Cove Rentals is a premier real estate and travel agency located at 81906 Overseas Highway in Islamorada, Florida. Specializing in vacation rentals, Coral Cove offers a wide range of luxurious properties for short-term stays in this beautiful tropical paradise. Whether you're looking for a beachfront villa, a cozy cottage, or a spacious condo, Coral Cove Rentals has the perfect accommodation for your next getaway. With personalized service and attention to detail, our team is dedicated to providing you with a memorable and stress-free vacation experience. Contact us today to book your dream vacation rental in Islamorada!

Anglers Reef 140 Rental is a real estate and travel agency located at 140 Anglers Way in Islamorada, Florida, United States. This stunning property offers 3 bedrooms, 2.5 baths, and breathtaking oceanfront views. Guests can enjoy huge decks, optional boat slips, and a gated community for added security. Located in the heart of Islamorada, guests have access to a variety of dining, activities, and shopping options. Whether you're looking to relax on the beach or explore the vibrant local culture, this property has something for everyone.

The Heart of Morada is a unique institution located at 81906 Overseas Highway in Islamorada, Florida. As a real estate agency, we specialize in helping clients find their dream homes in this beautiful coastal town. Our team of experienced agents is dedicated to providing personalized service and expert guidance throughout the buying or selling process. In addition to our real estate services, we also operate as a travel agency, offering vacation rental properties and booking assistance for those looking to explore all that Islamorada has to offer. Whether you're searching for a permanent residence or a temporary getaway, the Heart of Morada is here to help you find the perfect property to suit your needs.