Islamorada Vacation Packages, Offers, & Promotions
Make the most of your time at our resorts in the Florida Keys with specials and offers that speak to your unique vacation style. Save on experiences that let you discover more of Islamorada, from local resident deals, to credits that let you be a part of authentic island life.
Three Waters Resort & Marina
Locals Back at the Isle – Summer at Three Waters
Rediscover what you love right here in Islamorada. The spirit of Holiday Isle lives on at the all-new Three Waters Resort & Marina. Monroe County residents can enjoy rates starting from $129/night—this summer only.
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!
Islamorada Resort Collection
'Tis the Season to Start Planning
From twinkling palms to champagne toasts by the sea, holiday parties at Islamorada Resort Collection are anything but ordinary. Treat your team, friends, or family to a celebration that blends coastal charm with seasonal sparkle — all against a backdrop of unforgettable ocean views. Book your private holiday event between November 30 and December 23 to enjoy special locals pricing.