TOP 30 Best Beach escape in Islamorada, Florida

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.

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.

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.

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.

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.

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.

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.

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.

Gulf Coast Tiki Tours & Yacht Charters is a premier tourist attraction and travel agency located at 450 Harbor Court in Fort Myers Beach, Florida, United States. Captain Tracy Newsam, with over 40 years of experience and a USCG 100 Ton Masters License, will take you on a memorable journey through the waters of Southwest Florida. Explore iconic maritime sites such as the Sanibel Lighthouse, Estero Bay, Mound Key, and Lover's Key while enjoying the refreshing sea breeze on one of our daily tours for up to six people. Witness the breathtaking Southwest Florida sunsets from the water on our evening sunset tours departing from our private marina.

Reef Quest Tours, located at 81576 Overseas Highway in Islamorada, Florida, is a travel agency specializing in family adventures and wildlife experiences in the South Florida Keys. Guests can enjoy spotting dolphins, manatees, birds, and fish while learning about the local wildlife. The tours also include visits to the World Famous Florida Keys Sandbar and breathtaking sunsets aboard the all new ReefQuest Tour Boats. Reef Quest is a dog-friendly company, offering pet sitting accommodations so guests can bring their furry family members along on the cruise. The personalized and immersive experiences provided by Reef Quest include snorkeling expeditions, habitat observations, flora programs, and island history tours. The tours are designed to teach about the diverse ecosystems, habitats, and natural history of Islamorada and the reefs of South Florida.

Aquablue Adventures is a premier travel agency located in the beautiful coastal town of Islamorada, Florida. Situated at 85501 Overseas Highway, our agency specializes in creating unforgettable aquatic experiences for our clients. Whether you're looking to explore the crystal-clear waters of the Florida Keys or embark on a thrilling deep-sea fishing excursion, our team of experienced travel experts is dedicated to planning the perfect adventure for you. From snorkeling with vibrant marine life to sailing along the stunning coastline, Aquablue Adventures is your gateway to the ultimate aquatic escape. Contact us today to start planning your next unforgettable journey.

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.

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.

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.

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.

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.

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.

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.

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.

Breezy Palms Resort is a charming lodging destination located in the beautiful Islamorada, Florida. Situated at 80015 U.S. 1, this tropical oasis offers guests a relaxing and unforgettable experience in the heart of the Florida Keys. With cozy accommodations, stunning ocean views, and a range of amenities including a pool, beach access, and on-site dining options, Breezy Palms Resort is the perfect choice for those looking to unwind and soak up the sun in paradise. Whether you're seeking a romantic getaway, a family vacation, or a solo retreat, this resort has everything you need for a memorable stay. Book your stay at Breezy Palms Resort and escape to a slice of paradise in Islamorada.

Oneness the Spa is a luxurious and serene wellness retreat located at 123 Beach Road in Islamorada, Florida. This all-encompassing institution offers a wide range of services including beauty treatments, a state-of-the-art gym, health and wellness programs, comfortable lodging options, and a rejuvenating spa experience. Our expert staff is dedicated to providing personalized care and creating a tranquil environment for our guests to relax and rejuvenate. Whether you are looking to pamper yourself with a luxurious spa treatment, improve your fitness level in our gym, or simply unwind in our comfortable accommodations, Oneness the Spa is the perfect destination for a holistic wellness experience.

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.

Sea The Keys Island Adventures is a premier travel agency located in the beautiful coastal town of Islamorada, Florida. Specializing in unique and unforgettable island adventures, our team of experienced professionals is dedicated to providing top-notch service and creating unforgettable experiences for our clients. Whether you're looking to explore the stunning underwater world of the Florida Keys, embark on a thrilling fishing excursion, or simply relax on a pristine beach, Sea The Keys Island Adventures has something for everyone. Let us help you plan the perfect island getaway and make memories that will last a lifetime.

Coconut Cove Resort & Marina is a charming lodging establishment located at 84801 Old Highway in the picturesque town of Islamorada, Florida. This waterfront resort offers guests a tranquil and tropical escape, with cozy accommodations and stunning views of the marina. Whether you're looking to relax by the pool, explore the nearby beaches, or enjoy water activities like fishing and snorkeling, Coconut Cove Resort & Marina has something for everyone. With its convenient location and welcoming atmosphere, this resort is the perfect destination for a relaxing getaway in the Florida Keys.

Hadley Resort Marina is a stunning oceanfront lodging establishment located at 82749 Overseas Highway in Islamorada, Florida. Situated in the heart of the Florida Keys, our resort offers easy access to all of the popular activities in the area. Our guest rooms are beautifully designed and equipped with modern amenities such as HDTVs and free WiFi to ensure a comfortable stay. Whether you choose a spacious suite or a cozy standard room, we have accommodations to fit every budget.

Located in the picturesque town of Islamorada, Florida, the Zane Grey Lounge is a cozy and inviting bar that offers a relaxed atmosphere for locals and tourists alike. Named after the famous American author and avid fisherman, the lounge is a popular spot for enjoying a cold beer or cocktail while taking in stunning views of the ocean. With a laid-back vibe and friendly staff, the Zane Grey Lounge is the perfect place to unwind after a day of exploring the Florida Keys. Whether you're looking to socialize with friends or simply enjoy a peaceful evening by the water, this charming bar is sure to become a favorite hangout spot.

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!

Dean Rabb Expeditions, LLC is a premier travel agency located in Islamorada, Florida. Situated at 85920 Overseas Highway, this institution offers unforgettable expeditions and adventures for all travel enthusiasts. With a focus on providing unique and personalized experiences, Dean Rabb Expeditions, LLC is dedicated to creating memories that will last a lifetime. Whether you're looking to explore the beautiful landscapes of Florida or embark on a thrilling adventure abroad, this travel agency has got you covered. Book your next expedition with Dean Rabb Expeditions, LLC and get ready to embark on the journey of a lifetime.