Specials & Packages

Florida Keys Hotel Deals

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. 

Sunset over a calm marina with boats, palm trees, and reflections on the water, as houses line the shore.

Golden Hour Getaway

Enjoy 50% off a private sunset cruise for up to six guests when booking any new stay in one of our villas! Step aboard and slip into the magic of Islamorada’s golden hour as you glide across calm turquoise waters. Toast to the day, savor the views, and watch the sky transform into a canvas of warm island hues.

Book Golden Hour Getaway Now

Subject to availability. For new reservations only. Blackout dates may apply. Offer includes a $200 credit toward the charter; guest is responsible for the remaining charter fee and gratuities.

A group of people stand on a beach, chatting and holding drinks. Palm trees and houses can be seen in the background.

CAMP KEYS: A GROWN-UP ESCAPE TO THE ISLANDS

Summer camp, reimagined for grown-ups. This 3-night retreat includes a private oceanfront villa for up to 8 friends, unique activities like hammock meditation, yoga, and glass-making, plus camp-style touches from s’mores by the fire to late-night snack baskets. With island adventures, a “field trip” to the Diving Museum, and plenty of time to relax, it’s the ultimate blend of play, connection, and laid-back luxury in the Florida Keys.

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A person is playing pickleball on an outdoor court, holding a paddle, with a ball in motion, while others watch in the background.

Pickleball in Paradise Getaway

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:

  • 10% off best available rates
  • 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
  • Three 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!

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Based on new reservations for 3 or more night stays in a villa | Paddleball set includes two branded paddles and balls | Subject to availability and can change with without notice

Two people sit in wooden chairs by the beach, holding drinks, enjoying the view and relaxation together.

The Isla Edit: Curated Moments, Just for the Girls

The Isla Edit includes everything you need to kick off an unforgettable escape with your crew. Each stay features:.

  • A spacious, four-bedroom villa—perfect for hosting up to eight gal pals in island style
  • A signature welcome cocktail from The Islamorada Brewery & Distillery
  • A locally-curated welcome tray of snacks
  • A conversation card game to spark connection and laughter
  • A gift shop credit of $150 to choose a keepsake from our exclusive logo’d collection
  • Complimentary late check-out, so your final moments feel just as relaxed as the first (subject to availability)

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Bookings must be made at least 5 days prior to arrival | Black-out dates apply | Package inclusions are based on occupancy of four guests | Additional food and beverage are available upon request for $25pp

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Sunshine State Resident Offer

Soak up the sunshine with an exclusive offer just for our Florida and Georgia neighbors. Stay at The Islands and receive 15% off your entire stay. Enjoy the Florida Keys 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.

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This special offer is based on availability for stays of two or more nights | Florida or Georgia state issued identification required at check-in | Blackout dates may apply | Offer is subject to change

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Beyond by CoralTree

As part of the CoralTree Hospitality family, our new loyalty program helps amplify your experience, paying 2% back when you book direct!