The 30 Best Accommodation reservations in Islamorada, Florida

Cruisin' Tikis Islamorada is a unique travel agency located at 96 Madeira Road in Islamorada, Florida, United States. Experience a one-of-a-kind cruise along the stunning waterways of Islamorada in true Tiki style! Relax on a 90-minute cruise guided by our Captain, passing by iconic locations from the Netflix series Bloodline. Keep an eye out for dolphins who are frequent guests on our cruises. Prices start at $59.99 per person for a shared cruise or $349 for a private charter. For those looking for fun in the sun, our Swim Stop cruise is perfect. Jump in and swim in the beautiful waters of Islamorada. Prices start at $69.99 per person for a 2-hour shared cruise or $400 for a private charter.

The Islamorada Chamber of Commerce & Visitors Center is a travel agency located at 87100 Overseas Highway in Islamorada, Florida. As the gateway to the beautiful Florida Keys, this institution serves as a one-stop destination for tourists and locals alike looking for information on local businesses, attractions, events, and accommodations. Whether you're planning a vacation, a weekend getaway, or just passing through, the friendly staff at the Islamorada Chamber of Commerce & Visitors Center are ready to assist you with all your travel needs. Visit us today and let us help you make the most of your time in this tropical paradise.

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.

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.

White Gate Court is a family-owned resort located at 76010 Overseas Highway in Islamorada, Florida. We are proud recipients of the 2021 TripAdvisor Award of Excellence, ranking in the top 10% of hotels worldwide. Our charming Old Keys family-style cottages welcome pets of all sizes, making us a true family resort. Each cottage comes with free kayaks, bicycles, fishing rods, and a boat slip, with on-site boat trailer parking available. With 220 feet of bayside water access, guests can snorkel right at the resort and explore our own reef teeming with colorful fish, lobsters, and manatees. The warm, tranquil waters of the Florida Bay are just a few yards away, perfect for swimming, kayaking, and snorkeling. Our accommodations cater to different group sizes, from romantic retreats for honeymooners to spacious cottages for families.

Pirates For Hire Charters is a travel agency located at 81576 Overseas Highway in Islamorada, Florida. Captain Ron Brack, a third generation professional fisherman, offers Back Country Fishing Charters in the Fabulous Florida Keys, Florida Bay, and Everglades. Choose from full days, half days, night fishing, Ecotours, and Sunset tours, targeting a variety of fish including Tarpon, Snook, Trout, Redfish, Permit, and Spanish Mackerel. To book your trip, a deposit is required to reserve your date. Payment can be made with Visa, Master Card, or American Express. Cancellations must be made at least 48 hours in advance to receive a refund. Captain Ron's vessel, a 247 Sportsman Masters bay boat, is clean and equipped with a 250 four stroke Yamaha engine, Garmin GPS/Fishfinder, JL Audio sound system, Standard Horizon VHF, and more. The boat can accommodate up to four people comfortably.