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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 off site that are 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! The accommodations at the lodge feature 10 studio and suite options with fully equipped kitchenettes and bay or garden views! Everything you need for a fun-filled and relaxing Florida Keys vacation awaits at Lookout Lodge Resort!

Beach
Family
Reunions
Wedding
Fishing
Romantic
Pet Friendly
Honeymoon
Diving
Island
Exterior view of Lookout Lodge Resort. The dock at Lookout Lodge Resort. View of dock at Lookout Lodge Resort. The beach at Lookout Lodge Resort. View from Lookout Lodge Resort. Relaxing by the beach at Lookout Lodge Resort. Exterior view of Lookout Lodge Resort. View from Lookout Lodge Resort. Sunrise at Lookout Lodge Resort. The beach at Lookout Lodge Resort. Fishing at Lookout Lodge Resort. Kayak rental at Lookout Lodge Resort. The dock at Lookout Lodge Resort. Exterior view of Lookout Lodge Resort. The beach at Lookout Lodge Resort. Exterior view of Lookout Lodge Resort. Exterior view of Lookout Lodge Resort. Lookout Lodge Resort sign. Weddings 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 water sports, paddle-boating, fishing, and more!
Exterior view of Lookout Lodge Resort. View of dock at Lookout Lodge Resort. The beach at Lookout Lodge Resort. Exterior view of Lookout Lodge Resort. Suite interior at Lookout Lodge Resort. Suite interior at Lookout Lodge Resort. Suite interior at Lookout Lodge Resort. Suite living room at Lookout Lodge Resort. Guest bedroom at Lookout Lodge Resort. Guest bedroom at Lookout Lodge Resort. Guest bedroom at Lookout Lodge Resort. Guest bedroom at Lookout Lodge Resort. View from Lookout Lodge Resort. The beach at Lookout Lodge Resort. Exterior view of Lookout Lodge Resort. The beach at Lookout Lodge Resort. Exterior view of Lookout Lodge Resort. Exterior view of Lookout Lodge Resort. Lookout Lodge Resort sign. Weddings at Lookout Lodge Resort. 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 and fully equipped kitchenettes ensure everyone in the family can rest and relax together comfortably!
The beach at Lookout Lodge Resort. 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 off site 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!
Weddings at Lookout Lodge Resort. 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!
The dock at Lookout Lodge Resort. View of dock at Lookout Lodge Resort. The beach at Lookout Lodge Resort. Fishing at Lookout Lodge Resort. The dock at Lookout Lodge Resort. Exterior view of Lookout Lodge Resort. Fishing at Lookout Lodge Resort. Exterior view of Lookout Lodge Resort. 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 and yellowtail snapper. This is a fishing vacation you'll never forget!
View from Lookout Lodge Resort. Sunrise at Lookout Lodge Resort. Weddings at Lookout Lodge Resort. 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!
Exterior view of Lookout Lodge Resort. View of dock at Lookout Lodge Resort. Exterior view of Lookout Lodge Resort. Suite interior at Lookout Lodge Resort. Suite interior at Lookout Lodge Resort. Suite interior at Lookout Lodge Resort. Suite living room at Lookout Lodge Resort. Guest bedroom at Lookout Lodge Resort. Guest bedroom at Lookout Lodge Resort. Guest bedroom at Lookout Lodge Resort. Guest bedroom at Lookout Lodge Resort. View from Lookout Lodge Resort. The beach at Lookout Lodge Resort. Exterior view of Lookout Lodge Resort. Exterior view of Lookout Lodge Resort. Lookout Lodge Resort sign. 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 dock at Lookout Lodge Resort. 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 at nearby restaurants. There's no better place than this to celebrate your newlywed status!
The beach at Lookout Lodge Resort. Exterior view of Lookout Lodge Resort. Florida Keys Scuba Diving & Snorkeling Excursions will take you out to the reef for world-class diving and snorkeling in the crystal clear and calm turquoise blue waters. Many of these dive sites have hundreds of different species of tropical fish along with the colorful hard and soft corals and other reef creatures. Diving in the Florida Keys is a very popular activity and your stay at Lookout Lodge gives you close proximity to either Key West dive sites or Upper Keys dive sites.
Exterior view of Lookout Lodge Resort. The dock at Lookout Lodge Resort. View of dock at Lookout Lodge Resort. The beach at Lookout Lodge Resort. View from Lookout Lodge Resort. Relaxing by the beach at Lookout Lodge Resort. Exterior view of Lookout Lodge Resort. View from Lookout Lodge Resort. Sunrise at Lookout Lodge Resort. The beach at Lookout Lodge Resort. Fishing at Lookout Lodge Resort. Kayak rental at Lookout Lodge Resort. The dock at Lookout Lodge Resort. Exterior view of Lookout Lodge Resort. The beach at Lookout Lodge Resort. Exterior view of Lookout Lodge Resort. Fishing at Lookout Lodge Resort. Exterior view of Lookout Lodge Resort. Lookout Lodge Resort sign. Weddings at Lookout Lodge Resort. 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.
Amenities
Open Dates
  • All Year
Property Size
  • 10 units
Nearby City
  • Islamorada
Nearby Water
  • Atlantic Ocean
Room
  • Coffee Maker
  • Kitchenette
  • Microwave
Activities
  • Photography
  • Shopping
  • Sightseeing
  • Swimming
  • Volleyball
  • Beach
  • Outdoor Grill(s)
  • Kayaking
  • Sailing
  • Saltwater Fishing
  • Scuba Diving
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Group Information

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

Traveler Reviews

Lodging in or near Islamorada

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