The Islands of Islamorada offers a personalized, intimate experience centered around the beauty of the water. Enjoy our on-site amenities, or let our Concierge connect you to the best of the Florida Keys through locally sourced experiences, and trusted local partners. Explore our current resort specials and packages below.
Make the most of summer with a beach vacation in paradise. The longer you stay, the more you save—up to 20% off! Relax by the pool, soak up the sun on the beach, and explore the beauty of the Keys. Book now and start your summer escape!
Book 2 nights, save 10%
Book 4 nights, save 15%
Book 7 or more nights, save 20%
Click the links above to book online or call our office today.
This special offer is valid for new reservations on stays of two or more nights. Based on availability, restrictions may apply. Must book by May 15, 2025.
Cast off with a fishing getaway—your perfect escape starts here.
Welcome to The Islands of Islamorada, where laid-back comfort meets world-renowned sportfishing. Nestled in the heart of the Sport Fishing Capital of the World, this tailored experience invites you to cast off, unwind, and embrace life by the water.
This Fishing-Focused Package Includes:
Whether you're chasing trophy catches or simply soaking in the stillness of the sea, The Islands offers the perfect place to drop anchor and stay awhile.
Reserve your villa today—because every great fishing story starts somewhere unforgettable!
This special offer is valid for new reservations on villa stays of 4 nights or more only | Stay dates: May - October 2025, based on availability
Stay at The Islands and receive 15% off your entire stay. Enjoy the Florida Key’s with great weather and plenty of activities. Enjoy a day on the water, your own private beach and the convenience of resort amenities and services.
This special offer is based on availabilty for stays of two or more nights. Blackout dates may apply and offer is subject to change.
Find casual luxury at The Islands of Islamorada and soak up the beauty of The Florida Keys as you stay in a tranquil, tropical paradise. Treat yourself to an exceptional experience for less when planning ahead.
Book your stay early and enjoy 15% savings.
This special offer must be booked 60 days in advance. Subject to change and based on new reservations.
Escape the rush and experience premium beachside relaxation during the week.
Enjoy 15% off your stay when you book weekdays with us.
This special offer must be booked for a weekday stay. Blackout dates apply and subject to change. Offer valid on stays through May 1, 2025.
Indulge your passion for pickleball in one of Florida’s most idyllic waterfront destinations. Whether you’re a seasoned player or simply discovering the joys of the game, this special package is designed to enhance your stay with the perfect balance of play and relaxation.
Your Pickleball in Paradise Package Includes:
A $150 Resort Credit to enjoy dining, beverages, or other on-property delights
A branded pickleball paddle set to elevate your game and serve as the perfect keepsake
Four or more nights in our luxurious three-story waterfront villas
Named one of Florida’s top hotels for pickleball enthusiasts, our property is the ideal setting to combine your love of the game with a rejuvenating island retreat.
Book your Pickleball in Paradise Getaway today and let the games begin!
Based on new reservations for 4 or more night stays in a villa through August 31, 2025. Paddleball set includes two branded paddles and balls. Subject to availability and can change with without notice.
