TOP 30 Beach vacation package in Islamorada, Florida

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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.

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.

Freewheeler Vacations is a premier real estate and travel agency located in the beautiful coastal town of Islamorada, Florida. Our team of experienced professionals specialize in helping clients find their dream vacation rental or investment property in this stunning tropical paradise. Whether you're looking for a luxurious beachfront villa or a cozy cottage by the water, we have the expertise to make your vacation dreams a reality. Come visit us at 85992 Overseas Highway and let us help you plan the perfect getaway in the Florida Keys.

The Islamorada Visitors Centre is a travel agency located at 50 Russell Street in Islamorada, Florida. This center serves as a one-stop destination for tourists seeking information, assistance, and resources for exploring the beautiful surroundings of Islamorada. From booking accommodations to planning excursions, the friendly staff at the Visitors Centre are dedicated to helping visitors make the most of their time in this tropical paradise. Whether you're looking for recommendations on local attractions, dining options, or outdoor activities, the Islamorada Visitors Centre is your go-to resource for all things travel-related in this charming seaside town.

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.

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.

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.

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.

La Jolla Resort is an iconic lodging institution located at 82216 Overseas Highway in Islamorada, Florida, United States. Known for its "Old Florida" charm, the resort offers a front-row seat for stunning sunsets over the Florida Keys. Situated in the heart of the Purple Isle, guests are just moments away from all the island has to offer. Complimentary activities such as kayaking, biking, and fishing are available for the whole family to enjoy. The resort's multi-bedroom bayfront lodges offer modern luxury in a laid-back setting, perfect for families or groups. With Islamorada's unique beauty and wide-ranging attractions, La Jolla Resort is the perfect destination for a memorable Florida Keys getaway.

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.

Located at 81200 Overseas Highway in Islamorada, Florida, the Kon-Tiki Resort is a charming lodging institution that offers a unique and unforgettable vacation experience. Nestled in the heart of Islamorada, our resort boasts fully-equipped villa accommodations and an unbeatable location on the Florida Bay, making it the perfect destination for those seeking a relaxing getaway. With 23 unit accommodations to choose from, each with its own unique flair, guests can enjoy a range of options including standard rooms, spacious efficiency apartments, and villas complete with a kitchen, living room, and dining area. Our accommodations are designed to provide ultimate comfort and style for our guests.

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.

Sundance Watersports is a premier travel agency located at 77522 Overseas Highway in Islamorada, Florida. We specialize in providing unforgettable water-based experiences for our clients, including snorkeling tours, paddleboarding adventures, and jet ski rentals. Our knowledgeable staff are dedicated to helping you create the perfect vacation itinerary, whether you're looking to relax on the beach or explore the crystal-clear waters of the Florida Keys. Come visit us and let us help you make the most of your time in this beautiful coastal paradise.

Little Basin is a charming amusement park located in Islamorada, Florida, United States. Nestled in the heart of the Florida Keys, this family-friendly park offers a variety of thrilling rides, games, and attractions for visitors of all ages to enjoy. From roller coasters and water slides to carnival games and delicious food vendors, Little Basin has something for everyone. Whether you're looking for a fun day out with the family or a lively destination for a weekend getaway, Little Basin is the perfect place to create lasting memories and have a blast in the sunshine.

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.

Wild Dolphin Tours is a travel agency located at 80001 Overseas Highway in Islamorada, Florida, offering a variety of boat tours for your enjoyment. Take advantage of our SPRING SALE PRICING and choose from options such as Islamorada Sandbar, Snorkel, Eco Tours, Sightseeing Tours, and more. We also offer Go Pro Camera & Wet Suit Rentals for your convenience. Our Large Group Boat Charter can accommodate 7 to 12 passengers on our 2 boats, providing a more intimate experience compared to larger boats. Explore the beautiful coral reefs of Islamorada and spot tropical fish like angelfish, damselfish, and parrot fish during our Snorkel & Sandbar Charters. Depending on sea conditions, we may visit Alligator Lighthouse, Cheeca Rocks, or Hen & Chickens for snorkeling.

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!

Solfinis Sunset Cruise is a premier travel agency located at 84001 Overseas Highway in Islamorada, Florida. Specializing in unforgettable sunset cruises, we offer a luxurious and relaxing experience on the beautiful waters of the Florida Keys. Our expert staff will ensure that every detail of your cruise is perfect, from the stunning views to the delicious cocktails served on board. Whether you're looking for a romantic evening with your loved one or a fun outing with friends, Solfinis Sunset Cruise is the perfect choice for a memorable experience on the water. Book your cruise today and prepare for an unforgettable journey into the sunset.