TOP 30 Spacious oceanfront accommodations in Islamorada, Florida

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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.

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.

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.

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.

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.