Best beach vacation resort in Islamorada, Florida

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.

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.

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.

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.

Nestled in the picturesque town of Islamorada, Florida, Treasure Harbor is a charming lodging institution located at 200 Treasure Harbor Drive. Offering a tranquil and relaxing atmosphere, this hidden gem is the perfect destination for those seeking a peaceful getaway in the heart of the Florida Keys. With comfortable accommodations, stunning views of the harbor, and a range of amenities, including a pool and on-site restaurant, Treasure Harbor provides guests with a truly unforgettable experience. Whether you're looking to unwind by the water or explore the local attractions, Treasure Harbor is the ideal choice for your next vacation.

The Key Lantern Motel is a charming lodging establishment located at 82150 Overseas Highway in Islamorada, Florida. Situated in the heart of the Florida Keys, this motel offers cozy and comfortable accommodations for travelers looking to relax and unwind. With its convenient location near the beach and various local attractions, guests can enjoy a peaceful stay while exploring the beautiful surroundings. The Key Lantern Motel provides a welcoming atmosphere and excellent hospitality, making it a perfect choice for a memorable vacation in the sunshine state.

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.

Scuba Town is a one-stop destination for all things related to diving and adventure in Islamorada, Florida. Located at the beautiful Postcard Inn resort and marina, Scuba Town offers divers a unique experience with lodging, food, drink, entertainment, shopping, beach access, pools, and a variety of dive related activities all in one convenient location. As part of the Scuba Town family, guests have access to a range of partners including the Islamorada Dive Center, Florida Keys Dive Center, Florida Keys Spearfishing co., Florida Keys Shark Encounters, Islamorada Pro Center, and Descend Apparel. Whether you're a seasoned diver or looking to try something new, Scuba Town has something for everyone.

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.

Wet Net Villas is a charming waterfront resort located at 81101 Overseas Highway in Islamorada, Florida. Offering luxurious accommodations with stunning views of the ocean, this institution is the perfect destination for a relaxing getaway. Guests can enjoy a range of amenities including a private beach, swimming pool, and on-site dining options. Whether you're looking to unwind by the water or explore the nearby attractions, Wet Net Villas provides the ideal setting for a memorable vacation in the beautiful Florida Keys.

Little Basin Villas is a premier real estate and travel agency located in the picturesque Islamorada, Florida. Situated at 84 Johnston Road, our institution offers luxurious villas for rent or purchase in this stunning seaside town. Whether you are looking for a vacation rental or a permanent residence, our team of experts is dedicated to helping you find the perfect property to suit your needs. With a focus on personalized service and attention to detail, Little Basin Villas is the ideal choice for those seeking a slice of paradise in the Florida Keys. Contact us today to start your journey towards owning or renting your dream villa in Islamorada.

Keys Ocean House is a charming lodging establishment located at 76311 Overseas Highway in the picturesque town of Islamorada, Florida. This quaint and cozy inn offers guests a peaceful and relaxing stay right by the ocean. The rooms are tastefully decorated and equipped with all the amenities needed for a comfortable stay. Guests can enjoy stunning views of the ocean from their rooms or take a leisurely stroll along the beach. The friendly staff is always ready to assist with any requests or recommendations for activities in the area. Whether you're looking for a romantic getaway or a family vacation, Keys Ocean House is the perfect choice for a memorable stay in the Florida Keys.

Welcome to The "Nest" Villa, located at 82236 Overseas Highway in Islamorada, Florida. Our villa is the perfect home away from home for your next Florida Keys vacation. Situated in a central part of Islamorada, our property is close to local attractions, shops, bars, and restaurants, many of which are within walking distance. Our villa is one of only seven units on the property, nestled on a shaded one-acre tropical hammock that stretches from the highway down to the beautiful shores of Florida Bay. The villa is secluded and private, with stunning views of the water and spectacular sunsets.

Beacon Reef Condominiums is a luxurious waterfront property located at 83201 Old Highway in Islamorada, Florida. These stunning condominiums offer breathtaking views of the ocean and are surrounded by lush tropical landscaping. Residents can enjoy resort-style amenities such as a pool, fitness center, and private beach access. The spacious units feature modern finishes and open floor plans, perfect for entertaining guests or relaxing in style. With its prime location in the heart of the Florida Keys, Beacon Reef Condominiums is the perfect place to call home for those seeking a peaceful and upscale coastal lifestyle.

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.

Island Adventures is a premier travel agency located at 80500 Overseas Highway in Islamorada, Florida. Specializing in creating unforgettable island getaways, our dedicated team of travel experts can help you plan the perfect vacation to tropical destinations around the world. From luxurious beach resorts to thrilling outdoor excursions, Island Adventures offers a wide range of travel options to suit every traveler's preferences. Let us help you turn your dream island getaway into a reality. Book your next adventure with Island Adventures today!

Capt. Jack Backus is a reputable travel agency located at 79901 Overseas Highway in the beautiful town of Islamorada, Florida. Specializing in providing top-notch travel experiences and adventures, Capt. Jack Backus offers a wide range of services including booking flights, hotels, cruises, and tours. With a team of experienced and knowledgeable travel experts, this agency is dedicated to helping clients plan unforgettable vacations and create lasting memories. Whether you're looking for a relaxing beach getaway, an exciting outdoor adventure, or a romantic escape, Capt. Jack Backus has you covered. Contact them today to start planning your dream vacation!

Blackbeard Private Charters is a premier travel agency located at 85920 Overseas Highway in Islamorada, Florida. Specializing in private custom boat charters, Blackbeard Charters offers a unique opportunity to experience the Florida Keys like a local. Whether you're looking to relax at the Islamorada Sandbar or explore the vibrant reefs in the upper Keys, our experienced team is dedicated to providing you with the trip of a lifetime. Swim among tropical fish, soak up the sun, and create unforgettable memories with Blackbeard Private Charters.

Casa Morada Tours is a premier travel agency located in Islamorada, Florida. Situated at 136 Madeira Road, this institution specializes in creating unforgettable travel experiences for its clients. From arranging luxurious accommodations to organizing exciting excursions, Casa Morada Tours is dedicated to providing top-notch service and ensuring that every trip is tailored to meet the unique needs and preferences of each traveler. Whether you're seeking a relaxing beach getaway or an adventurous outdoor expedition, Casa Morada Tours has the expertise and resources to make your dream vacation a reality. Experience the beauty and charm of Islamorada and beyond with Casa Morada Tours as your trusted travel partner.

True Island Adventures is a premier travel agency located in the heart of Islamorada, Florida. Our team of experienced professionals is dedicated to providing unforgettable experiences for those seeking the ultimate island adventure. Whether you're looking to explore the crystal-clear waters of the Florida Keys, encounter exotic wildlife, or simply relax on pristine beaches, True Island Adventures has you covered. With a wide range of customizable tour packages and expert guides, we ensure that every trip is tailored to your individual preferences and interests. Come and discover the true beauty of the islands with True Island Adventures.

Bluewater Adventure is a premier institution located at 81576 Overseas Highway in Islamorada, Florida, United States. Specializing in boat rentals, sandbar trips, and sunset tours, Bluewater Adventure offers a luxurious and pampering experience for all guests. Step aboard your chartered vessel and enjoy the freedom to bring your favorite food and beverages on board. With amenities such as a bar area and Bluetooth connectivity, you can set the soundtrack for your adventure and relax while cruising along the azure waters. Whether you prefer lively beats or tranquil melodies, the music is yours to control, creating the perfect ambiance for your voyage. Visit Bluewater Adventure at Shelter Cove Marina in Hilton Head Island, SC for an unforgettable experience on the water.

Indian Key Historic State Park is a unique and historic institution located on an offshore island in Islamorada, Florida, United States. Accessible only by kayak launch, this park offers a glimpse into the past as it was once the first county seat for Dade County in 1836. The island was a hub for salvaging cargo from shipwrecks in the Florida Keys, making it a lucrative business at the time. Today, visitors can enjoy swimming, sunbathing, and hiking on the island. Kayak rentals are available from local charter companies for those looking to explore the area by water. Please note that as of Sept. 29, 2021, the boat ramp at Indian Key Fill is closed due to storm damage, and the observation tower is also closed. Park fees can be paid in cash at the iron ranger near the kayak launch or in advance using the "Pay Online Single-Use Day Pass" link. Visit Indian Key Historic State Park for a unique and educational experience in the beautiful Florida Keys.