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The Best Islamorada Beachside Retreat

Delight in the natural beauty of the Florida Keys on your vacation at Lookout Lodge Resort! This luxurious getaway offers you a wonderful waterfront Islamorada setting, a range of spacious boutique-style accommodations, and activities to enjoy both on and offsite that is sure to keep you entertained. Head out onto the soft, white-sand shores and relax under the sun with a good book, or make a splash in the deep blue waters as you swim, surf, or fish. Rent out a kayak and explore their beautiful private lagoon, indulge in a beachfront barbecue, and much more! Everything you need for a fun-filled and relaxing Florida Keys vacation awaits at Lookout Lodge Resort!


Lookout Lodge Resort offers you the perfect beachside retreat! Featuring their own private stretch of beautiful white-sand shores and a lagoon, you don't have to leave the resort to enjoy fun beach activities. Rent a kayak and explore the waters, or just soak up the sun as you lounge out on the sand. Lookout Lodge Resort is located near two spacious beaches, Anne's Beach and Founder's Park, where you can indulge in more watersports, paddle-boating, fishing, and more!


Florida Keys scuba diving & snorkeling excursions will take you out to the Florida Keys reef for world class diving and snorkeling in the mostly crystal clear and calm turquoise blue waters. Florida Keys dive sites have hundreds of different kinds of Florida Keys tropical fish along with the colorful hard and soft corals and other reef creatures. Diving in the Florida Keys is a very popular activity in the Keys and your stay at Lookout Lodge gives you close proximity to either Key West dive sites or upper keys dive sites.


From fun in the sun to making a splash in the clear blue waters, families of all sizes will have a blast at Lookout Lodge Resort! This beautiful Islamorada destination offers a convenient location to nearby beaches, restaurants, and attractions, while featuring plenty of activities to enjoy right onsite. Make a sandcastle with the kids on the private beach, or explore their lagoon on a kayak. Spacious accommodations ensure everyone in the family can rest and relax together comfortably!


Bring the whole family together for an unforgettable reunion in the beautiful Florida Keys! Lookout Lodge Resort features spacious group accommodations that make it easy for every member of your family to rest comfortably throughout your vacation. Their prime location offers great activities on and offsite so there's never a dull moment! Enjoy a beachfront barbecue, ride a boat out into the water, or dive under for an incredible adventure. With so much to do, you'll have to plan a second reunion to experience it all!


Fishing-enthusiasts will have the time of their lives at the Lookout Lodge Resort. This Islamorada destination puts you in perfect spot for some of the most amazing Florida fishing, whether it's reef-based fishing, offshore fishing in the ocean, or back-country fishing in the Florida Bay. Hop aboard a local charter that will take you out to the best locations for a wide array of fish - everything from mahi mahi to silver king tarpon to yellowtail snapper. This is a fishing vacation you'll never forget!


Start the newest chapter of your life together at the Lookout Lodge Resort. The beautiful white-sand shores, the sparkling blue waters and the brilliant sunshine come together to make the most magical honeymoon setting. Here, you can unwind on the beaches, explore the depths of the ocean on a diving trip, and grab a bite to eat a nearby restaurants. There's no better place than this to celebrate your newlywed status!


Located at Mile Marker 88 in Islamorada, Lookout Lodge Resort offers you the ideal island vacation in the Florida Keys! This beautifully tropical destination is perfect for all types of vacations, whether you're here with family, a group of friends, or that special someone. Their convenient setting puts you near the stunning waters of the Gulf of Mexico and plenty of island activities and attractions. Spend a day out on the beach, rent a kayak and explore the waves, or visit the many art galleries in the area! There's so much to do, you'll have to plan a second vacation just to experience it all!

Pet Friendly

Lookout Lodge Resorts features some pet-friendly accommodations! So don't worry about having to leave your favorite pet behind during your vacation; bring them along and enjoy all the fun together! Whether it's spending a day out on the beach, or taking a stroll through town, your pet is sure to enjoy this vacation just as much as you!


The beautiful sunshine and relaxing blue waves are sure to set the mood for your romantic Florida Keys vacation. At Lookout Lodge Resort, you and your sweetheart will delight in cozy accommodations, snuggling together on a hammock, and enjoying a relaxing ride through the private lagoon on a kayak. In town, you can dine at local restaurants, and visit quaint boutique shops. Or, to satisfy that sense of adventure, head out for fantastic underwater diving excursions, deep-sea fishing, and more! The Lookout Lodge Resort concierge will gladly help you find the perfect destinations!


There's nothing more romantic than exchanging your vows on the beautiful white-sand shores of the Florida Keys. Lookout Lodge Resort presents a truly elegant Islamorada setting that will enchant you and all your guests. Let their professional staff assist you in planning a dream wedding that you will never forget!

  • Wifi
  • Restaurant Onsite
  • Pets Allowed
  • Property Size 10 units
  • Conference Facility
  • Kids Allowed
  • Nearby City Islamorada
  • Nearby Water Atlantic Ocean
  • Open Dates All Year

Nearest Airports

  • Miami International Airport (MIA) / 59.3 miles
  • Fort Lauderdale Hollywood International Airport (FLL) / 80.3 miles
  • Key West International Airport (EYW) / 80.6 miles

* Not all airports listed here may be open to public use, or service commercial flights

Additional Information

  • Kayaking
  • Outdoor Grill(s)
  • Beach
  • Sailing
  • Saltwater Fishing
  • Scuba Diving
Room Amenities
  • Coffee Maker
  • Kitchenette
  • Microwave
  • Photography
  • Shopping
  • Sightseeing
  • Swimming
  • Volleyball
Languages Spoken
  • English
87770 Overseas Hwy Islamorada, Florida 33036-3051 United States  
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