One Stay. Three Islamorada Resorts. Endless Florida Keys Experiences.
Stay at one and enjoy it all. The Islamorada Resort Collection brings together three premier Islamorada resorts in the Florida Keys, giving you access to five beaches, five pools, and 12 unique dining destinations - all included in your stay.
From beachfront relaxation to world-class fishing, water sports, and island-inspired dining, discover why we’re the top choice for a Florida Keys resort experience. Every stay unlocks access to all three properties, so you can explore more, dine more, and experience more of Islamorada.
Find Your Perfect Islamorada Resort
Each of our Florida Keys resorts offers a distinct experience - from laid-back beachfront escapes to vibrant social stays - with full access to the entire collection.
The Islamorada Resort Collection
Amara Cay Resort
La Siesta Resort & Villas
Three Waters Resort & Marina
Unlock the Keys and experience life on island time.
3 Resorts, One Destination
Resort Water Taxi
Five Beaches & Pools
Marinas & Fishing
Watersports
Island Dining
Explore the Island on the Rum Runner
Island Days: Fun-Filled Events Across All Three Resorts
Island Moments & Memorable Experiences Await
Discover more of our Islamorada resorts and save with these offers.
Three Waters Resort & Marina
Celebrate the Florida Keys
Unlock our best summer offer with up to 30% off accommodations, plus added perks designed for fun and flavor in the Florida Keys. Enjoy a $200 USD food and beverage credit, 10% off at Salt and Sea store, a complimentary round of ocean golf balls, and two free soft-serves from Lucky Twist.
La Siesta Resort & Villas | Amara Cay Resort
Celebrate the Florida Keys
Unlock our best summer offer with up to 30% off accommodations, plus added perks designed for fun and flavor in the Florida Keys. Enjoy a $200 USD food and beverage credit, 10% off at Salt and Sea store, a complimentary round of ocean golf balls, and two free soft-serves from Lucky Twist.
La Siesta Resort & Villas | Amara Cay Resort
Stars, Stripes & Savings
Mark America’s 250th birthday with a sun-soaked Fourth of July in the Florida Keys. Receive up to 25% off your stay and a $250 dining credit, and don’t miss the dazzling fireworks at Three Waters Resort.
Three Waters Resort & Marina
Stars, Stripes & Savings
Mark America’s 250th birthday with a sun-soaked Fourth of July in the Florida Keys. Receive up to 25% off your stay and a $250 dining credit, and don’t miss the dazzling fireworks at Three Waters Resort.
La Siesta Resort & Villas | Amara Cay Resort
Florida and Georgia Residents Sweet Summer Sale
Florida and Georgia residents enjoy up to 25% off plus a $150 dining credit per stay—just in time for your perfect summer getaway.
Three Waters Resort & Marina
Florida and Georgia Residents Sweet Summer Sale
Sweet summertime in the Florida Keys! For a limited time, Florida & Georgia residents will save 25% on accommodations and a $150 dining credit per stay for summer vacation.
Three Waters Resort & Marina
Members Stay For Breakfast
Enjoy a daily breakfast for two guests at Kindler Wood-Fire Fare (50 USD daily value) when you stay with us.
Three Waters Resort & Marina
Helm to Hearth Culinary Weekend (2027 Details Coming Soon)
Secure your spot at the Third 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 $50 nightly food and beverage credit! Indulge in nine culinary destinations—your perfect escape just got better!
La Siesta Resort & Villas
Best Siesta Breakfast Escape
Enjoy 20% off Garden View Rooms and Suites, steps from the beach. Each stay includes a delicious daily breakfast to start your mornings right in Islamorada.
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.
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.