Three Resorts. One Seamless Keys Experience.
However you dream of the Keys, you’ll find your place in paradise with the Islamorada Resort Collection. Landing the big one on a fishing adventure. Playing the day away on the beach. Discover the Islamorada experience that speaks to you and enjoy access to endless amenities at all three of our resorts.
The Islamorada Resort Collection
Amara Cay Resort
La Siesta Resort & Villas
Three Waters Resort & Marina
Discover more of our Islamorada resorts and save with these offers.
La Siesta Resort & Villas | Amara Cay Resort
Resolution Relaxation: 2026 in the Florida Keys
Book two nights in Islamorada and we’ll gift you a third night free—extra time to soak up sunshine and enjoy our beautiful beaches and pools. Start the year refreshed, recharged, and ready for everything ahead. Valid for stays April - December 2026. Make 2026 the year you truly hit reset.
Three Waters Resort & Marina
Resolution Relaxation: 2026 in the Florida Keys
Book two nights in the Keys and we’ll gift you a third night free at Three Waters Resort—extra time to soak up sunshine, swim in turquoise waters, and let the ocean restore your energy and spirit. Valid for stays April - December 2026. Make 2026 the year you truly hit reset.
La Siesta Resort & Villas | Amara Cay Resort
Defrost in the Keys
Escape the cold – Book now to receive 25% off and a $150 food & beverage credit for your vacation January - April 2026. Your sunshine is calling!
Three Waters Resort & Marina
Defrost in the Keys
Escape the cold – Book now to receive 25% off and a $150 food & beverage credit for vacations that occur January through April 2026. Your sunshine is calling!
La Siesta Resort & Villas | Amara Cay Resort
Florida & Georgia Resident Special
Kick back and relax on a tropical beach vacation. We offer Florida and Georgia residents up to 25% off our best available rate.
Three Waters Resort & Marina
Florida & Georgia Resident Special
Kick back and relax on a tropical beach vacation. We offer Florida and Georgia residents up to 20% off our best available rate.
La Siesta Resort & Villas | Amara Cay Resort
Stars, Stripes & Savings
Celebrate America's 250th Birthday. Book now and receive up to 25% off and a $250 dining credit for the 4th of July holiday.
Three Waters Resort & Marina
Stars, Stripes & Savings
Celebrate America's 250th Birthday. Book now and receive up to 25% off and a $250 dining credit for the 4th of July holiday.
La Siesta Resort & Villas
Sandbar & Suite Experience
When you book our Two Bedroom Bi-Level Garden View Suite for up to 6 guests, enjoy a 4-hour boat charter on Tropic It Like It's Hot to the Islamorada Sandbar and a $500 food & drink credit to enjoy across the Islamorada Resort Collection.
Three Waters Resort & Marina
Members Stay For Breakfast
Enjoy a daily breakfast for two guests at Mercado Morada (50 USD daily value) when you stay with us.
Three Waters Resort & Marina
Helm to Hearth Culinary Celebration (April 17 - 19, 2026)
Secure your spot at the Second Annual Helm to Hearth at Three Waters Resort & Marina — an unforgettable oceanfront weekend featuring seven Michelin-starred and James Beard award-winning chefs, while benefiting the Coral Restoration Foundation.
Three Waters Resort & Marina
Grand Getaway
Escape to paradise with 10% off select oceanview suites. Enjoy island-inspired design and stunning sea views, perfect for a romantic retreat or relaxing getaway. Don’t miss this exclusive offer!
Three Waters Resort & Marina
Resort Retreat Package
Stay 3+ nights and enjoy a $100 nightly food and beverage credit! Indulge in nine culinary destinations—your perfect escape just got better!
La Siesta Resort & Villas
Best Siesta at La Siesta
Take advantage of our exclusive offer for Garden View Rooms and Suites, and enjoy 20% off your stay, steps from the beach. Start your day right with a delicious daily breakfast included.
La Siesta Resort & Villas
Villa Vacations
Enjoy up to 20% off your villa, personalized service with a dedicated Villa Butler, and a $100 food and beverage credit per stay.
La Siesta Resort & Villas | Amara Cay Resort
Advance Purchase Offer
Plan for paradise. Pre-pay and save up to 30% off our best available rate.
Three Waters Resort & Marina
Prepay & Save At Three Waters Resort
Plan ahead for paradise! Book and pay in advance to unlock savings!
La Siesta Resort & Villas | Amara Cay Resort
Salute Our Heroes
Current and former military, fire rescue, law enforcement, medical personnel, and teachers - enjoy discounts on your stay and resort credit!
La Siesta Resort & Villas | Amara Cay Resort
AAA Member Rate
Unlock exclusive AAA member perks and enjoy up to 20% off our Best Available Rate. Simply present your valid AAA membership card at check-in and start saving on your stay.
Three Waters Resort & Marina
AAA Member Rate
Unlock exclusive AAA member perks and enjoy up to 20% off our Best Available Rate. Simply present your valid AAA membership card at check-in and start saving on your stay.
Explore the Island on the Rum Runner
Island Days: Fun-Filled Events Across All Three Resorts
Island Moments & Memorable Experiences Await
Unlock the Keys and experience life on island time.
Watersports
Marinas & Fishing
Beaches & Pools
Island Dining
Celebrate and gather with the ocean as your backdrop. Host your wedding or event at any venue across our resorts—no matter where you stay.