Cheeca Lodge & Spa

Cheeca Lodge & SpaSince 1946 the historic Cheeca Lodge & Spa has enchanted guests with world-class fishing, exceptional accommodations, and gracious hospitality. Come experience this lush oceanfront retreat, considered the premier luxury resort in the Florida Keys.

Amara Cay Resort

Amara Cay Resort
What's the key to a laid-back experience in the Keys? To some, it's a hammock and a good book, to others it's a day on the boat battling a marlin or perhaps a tropical cocktail in a thatched hut, the breeze at your back. It could be a day spent wreck diving or snorkeling along a shallow reef. To us, it's all those things and so much more. Amara Cay Resort is anchored in the laid-back style and carefree atmosphere that makes Islamorada the Sport Fishing Capital of the World. Reflecting the easy tranquility of the Upper Keys, Amara Cay Resort seamlessly blends recreation with relaxation. Hammocks dot the sandy shoreline, palm trees sway in the breeze and a shimmering oceanfront pool beckons early risers. Can you imagine a more perfect setting to unwind, reconnect with the sea and make lasting memories? 

Grassy Flats Resort & Beach Club

Grassy Flats Resort and Beach Club is a new boutique resort located in the true heart of the Florida Keys, Grassy Key. If you are looking for Florida hotels on a sunny tropical beach, with gorgeous oceanfront accommodations, and a sustainably operated resort with amenities for any traveler, look no further, we are your newest destination for a vacation escape and family friendly beach resorts.

As one of the top locally owned and operated Florida Keys Resorts we are pleased to offer a variety of thoughtfully and tastefully furnished rooms with breathtaking ocean views. Our amenities and experiences are provided through our unique local knowledge and relationships that allow us to custom cater to any of your needs and desires. We proudly provide all guests young and old with the best accommodations by offering facilities for disabled guests and top amenities to enjoy your stay, including our pool, beach, and our beachfront tiki bar

Casa Morada

Casa Morada - A unique experience awaits you at Casa Morada. As the best resort and lodging facilities available in the keys, we offer you a calm and delightful ambience designed by one of the best architects, Raymond Jungles in Florida. Docks-to-kitchen fresh cuisine is also a part of our plan to present you a memorable getaway.  We believe that it bodes well for us that we offer you a timeless experience at our Casa. A romantic destination wedding or an adventurous honeymoon, we’re here to enable a memory.

Kon Tiki Resort

Kon Tiki Resort - For decades, generations of guests have made The Kon Tiki Resort in Islamorada the vacation destination of choice in which to share treasured moments and make lasting memories. Located in the Sports fishing Capital of the World, The Kon Tiki is centrally located in Islamorada, on the bayside. Guests select from spacious, fully-equipped villa accommodations in various sizes, some complete with a kitchen, living room, and dining area all the way to effiencites. The Kon Tiki is a quick five minute boat ride to the Atlantic Ocean and is located just down the bay from Worldwide Sportsman / Bass Pro.

La Jolla Resort

La Jolla Resort - Our Islamorada resort is as relaxing, informal and unforgettable as the Florida Keys. La Jolla Resort is a Florida Keys resort located in beautiful Islamorada. If you're looking for a place for family or a place to begin and end your days of fishing, you've arrived at the ideal Islamorada hotel. La Jolla Resort is the premier family destination and has been locally owned and operated for more than 50 years.

Drop Anchor Resort

Drop Anchor Resort - Located approximately 80 miles south of Miami International Airport and 85 miles north of Key West, Drop Anchor Resort and Marina is a unique oceanfront hideaway nestled in the heart of the fabulous purple island of Islamorada. Intimate and private, the Resorts' sandy property harbors 18 rooms and suites offering simple Keys comforts. Accommodations range from one- to two-bedrooms units, in most cases with private balconies. With a refreshing, plantation-style décor, each room is designed with an individual Caribbean Island in mind. 

Pines and Palms Resort

Pines & Palms Resort - Located in the heart of Islamorada at mile marker 80.4... minutes from the best fishing, diving, dining and shopping in the Florida Keys. You will appreciate our Keys feel, laid-back style, personal attention and quiet tropical setting. All rooms come with a fully equipped kitchen, king or queen bed, living area (some with sofa-sleepers) and patio or balcony, most with ocean views. If you have a larger family we also offer 2 and 3 bedroom accommodations. - An ocean front resort offering with a casual, island atmosphere.