Specials & Packages

Florida Keys Resort 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. 

Advance Purchase Rate

Enjoy up to 20% off Best Available Rate when you book ahead. Savings vary based on days to arrival and demand.

OFFER HIGHLIGHTS:

  • Up to 20% off the entire stay
  • Resort amenities and services
  • Private beach
  • Book at least 45 days in advance

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Florida Resident Offer

Your next Florida Keys escape is closer than you think. Florida residents can save up to 18% on a stay at The Islands of Islamorada.

OFFER HIGHLIGHTS:

  • Up to 18% off the entire stay
  • Resort amenities and services
  • Private beach
  • Easy access to on-the-water experiences

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The Suite Life, Together

Toast to time together with chilled champagne, keepsake flutes, locally made chocolates, and charcuterie. Enjoy a $100 dining credit, 10% off the Best Available Rate, and late checkout for a little extra time to unwind.

OFFER HIGHLIGHTS:

  • 10% off the best available rate
  • Chilled champagne with 2 keepsake flutes
  • Locally-made chocolate truffles
  • Charcuterie board
  • One-time $100 dining credit
  • 1pm late check-out

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The Sandbar Society

Soak up island time with a sandbar experience and a cooler packed for two, followed by drinks and light bites at the tiki bar. Enjoy sunshine, salt air, and 10% off Best Available Rate.

OFFER HIGHLIGHTS:

  • 10% off the best available rate
  • Local sandbar experience
  • A packed cooler with lunch for two
  • Sunscreen
  • Drinks & light bites at the Tiki Bar upon return

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Sunset & Sparkle

Sail into sunset with a cruise for two, complete with sparkling wine and locally inspired bites. Enjoy an Islands keepsake to take home and late checkout for one more leisurely morning.

OFFER HIGHLIGHTS:

  • Sunset cruise for two
  • Bottle of sparkling wine
  • Locally-inspired snacks
  • Islands keepsake
  • 1pm late check-out

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The Holiday House

Celebrate the holidays your way with festive touches, sparkling wine, and a fully stocked villa kitchen. Add holiday meal delivery or a private chef for effortless gatherings and more time to make memories by the water.

OFFER HIGHLIGHTS:

  • Miniature Christmas tree
  • Bottle of sparkling wine
  • Islands of Islamorada ornament
  • Locally-sourced welcome treat
  • One-time full grocery stocking for your villa
  • Optional holiday meal delivery OR private chef

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Paws By the Water

Treat your four-legged companion to a waterfront escape with custom YETI bowls, a collar, treats, and a local dog-friendly guide. Plus, enjoy the nightly pet fee included in your stay.

OFFER HIGHLIGHTS:

  • Custom YETI food and water bowls
  • Dog collar
  • Nightly pet fee included
  • Dog treats
  • Dog waste bags
  • Dog-friendly local guide

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Pickleball in Paradise

Bring your game to the Florida Keys. Pair time on the court with a three-night waterfront villa stay and the easygoing rhythm of Islamorada.

OFFER HIGHLIGHTS:

  • 10% off best available rate
  • Lesson for two with a local pro
  • Paddles for on-site use
  • Two Moorlow hats
  • Three or more nights in a waterfront villa

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Golden Hour Getaway

Make golden hour part of your Keys escape with a $500 credit toward a private sunset charter for up to six guests. Available with a three-night villa stay booked at least seven days in advance.

OFFER HIGHLIGHTS:

  • $500 credit toward a private sunset charter
  • Cruise for up to six guests
  • Villa stay at The Islands of Islamorada

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The Mahjong Edit

Trade the usual game night for an island escape. Gather your favorite people in a waterfront villa or suite at The Islands of Islamorada, where unhurried days by the water lead into evenings around the table.

OFFER HIGHLIGHTS:

  • Villa or suite accommodation
  • Mahjong board during stay
  • Key lime cooler mocktail ingredients
  • Local snack tray
  • Late check-out subject to availability

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DEALS & PACKAGES

FREQUENTLY ASKED QUESTIONS

  • What offers and packages are currently available at The Islands of Islamorada?

    Our offers change throughout the year and may include seasonal packages, Florida resident rates, extended-stay savings, and experiences designed around the best of the Florida Keys. Explore our current specials above to find the offer that best fits your stay.

  • Can I combine an offer with another promotion or discount?

    Offers cannot always be combined with other promotions and may have individual terms, restrictions, blackout dates, or booking requirements. Please review the details of each offer before booking.

  • Do your special offers have minimum-stay requirements?

    Some packages and promotional rates require a minimum number of nights. Any applicable minimum-stay requirements will be noted in the individual offer details.

  • Are special offers available for all travel dates?

    Availability varies by offer, and certain blackout dates or seasonal restrictions may apply. We recommend booking early to secure your preferred dates and accommodation.

  • What is your Islamorada resort's booking and cancellation policy?

    Our Islamorada resort policies are based on your confirmation details.

    Standard Guarantee Policy

    25% due at time of booking is refundable until 7-days prior to arrival. 100% deposit nonrefundable due 7-days of arrival

    Standard Cancellation Policy

    25% due at booking, refundable up to 7 days prior. Balance due 7 days prior, non-refundable. Resort fee due at check-in. Storm: If a tropical storm or hurricane warning is issued in Monroe County within 7 days, rebook within 12 months at no charge.

    For Non-Refundable Bookings:

    100% of payment is due at time of booking: all room nights, plus fees and taxes. This type of reservation is non-refundable and non-changeable. Modifications, cancellations, and refunds are not allowed.

    Special Dates

    For stays between December 24 and January 2, as well as between February and April, the following policies will apply:

    Guarantee Policy

    A 30% deposit is due at booking and is refundable until 30 days before arrival. The remaining balance of a 100% deposit will be charged 30 days prior to arrival and is nonrefundable.

    Cancel Policy

    30% due at booking, refundable up to 30 days prior. Balance due 30 days prior, non-refundable. Storm protection: If a tropical storm or hurricane warning is issued in Monroe County within 7 days, guests may rebook within 12 months at no charge.

  • Does your resort have a service/resort fee?

    Yes. The service fee is $49 per night and includes the following in addition to resort amenities:

    • Access to two resort swimming pools with a hot tub
    • Fully equipped Fitness Studio
    • Pickleball Courts
    • Kayak and Paddleboard Equipment
    • Fishing Poles for Fishing at Our Jetty
    • Friday Morning Yoga Classes
    • Resort Bikes
  • What is the pet policy?

    We welcome up to two dogs per villa or suite in our designated pet-friendly accommodations, with a non-refundable fee of $50 + tax per night, per dog. Guests must contact the resort directly to reserve a pet-friendly villa or suite. For everyone’s enjoyment, please keep your pet leashed while on resort grounds and mindful of noise such as barking or crying. While service animals are welcome on the pool deck, pets aren’t permitted in pool areas. If your pet becomes overly energetic or disruptive, we may ask you to make other arrangements to ensure a peaceful stay for all guests.

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