Three Florida Keys Resorts. One Connected Experience.
We trade in long-lasting memories and unforgettable experiences. When you arrive at our resorts, you’ll feel immediately inspired to relax and connect deeper with family, friends, and create moments of meaningful island discovery. Our friendly, considerate staff will greet you like an old friend and help you find moments that speak uniquely to your tastes and interests.
Award Winning

Top 15 Resort in the Florida Keys

Top 15 Resort in the Florida Keys

Top 10 Resort in the Florida Keys




2023
Best Things to do in the Florida Keys
Fifty Grande
Otherwise known as the Holiday Isle, this vacation haven has been a beloved Keys institution for decades.
2023
The Nefarious Tale of the Rum Runner, a Florida Keys Icon
Fifty Grande
At Postcard Inn, the preferred way to enjoy a Rum Runner is frozen, the perfect antidote to the hot Florida sun that beats down even in mid-winter.
2023
The Best Honeymoon Destinations in the U.S.
Conde Naste Traveler
Your first official vacation as a married couple will be memorable no matter where you decide to go, but the occasion is the perfect excuse to splurge on an ultra-luxurious, once-in-a-lifetime trip.
2022
Insider Video: Going Boutique in the Keys at Amara Cay Resort
Insider Travel Report
Tiffiany Holmes, area general manager of Davidson Hospitality, talks with James Shillinglaw of Insider Travel Report, about Amara Cay Resort, one of four small boutique resorts owned and run by the company in the Florida Keys.
2023
Best Hotels in Islamorada
U.S. News & World Report
U.S. News & World Report ranks the best hotels in Islamorada based on an analysis of industry awards, hotel star ratings and user ratings.
2022
The Trendiest Ingredients to Cook With in 2023, According to Professional Chefs
Real Simple
A new year brings new food trends, and many of them can be enjoyed in your home kitchen. And who better to predict the upcoming hot and trending ingredients than professional chefs?
FAQs
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What amenities are offered at the Islamorada Resort Collection?
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Islamorada Resort Collection offers beaches, pools, eight restaurants, daily events from sunrise to sunset, complimentary beachside yoga, retail stores, two fitness centers, complimentary shuttle service within four miles, a Marina and Charter reservations center with a fleet of experienced captains, marina access with unloading ramps and trailer parking, fuel, Tarpon feeding, and Islamorada Dive Center, as well as a diving courses, and much more.
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What's included in the resort fee?
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Access to the resorts in the Islamorada Resort Collection; two fitness centers across the Collection; bicycles, kayak, and paddleboard check out; lawn games; complimentary daily resort events and activities; yoga classes offered four days a week; beach and pool chaise lounges and umbrellas; in-room bottled water, tea and coffee; Wi-Fi; local and toll-free phone calls; parking; and shuttle service within a four-mile radius from 7 am - 11 pm. Our resort fee is $40/day per room. Resort fees will be increasing to $49 effective 01/01/2024.
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Do guests have to pay for watersports rentals?
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Bicycle rentals, kayak rentals, and paddleboard rentals are all included in the resort fee. Stop by our Beach Services Tiki and let our seaside staff help you plan your adventure. Jetski rentals and guided tours can be reserved through Spray Watersports.
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How many people are allowed in your rooms?
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The maximum number of people allowed in each room varies based on square footage and fire code. Each room type and cottage specifies the number of people that can be accommodated.
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I’m under 21. Can I check in by myself?
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The minimum age to check-in is 21 years old.
Stories
Our blog showcases the must-do’s and hidden gems of Islamorada, so you can plan your Keys getaway with ease.
A Well-Crafted Taco Is A Beautiful Thing
Fish tacos. Ah. The sweet allure of fresh ocean-to-table fish delicately folded in flour tortillas and topped with delicious...
Discover One-Of-A-Kind Creations
If you’re looking to beat the heat, Islamorada offers a number of art galleries and boutiques that provide solace from the...
Full Moon Party At Morada Bay
The moon is one of the most important elements on – or should we say around – the planet.
Friendly Fish | Swim with Dolphins
If you’re visiting the Florida Keys, then a dolphin encounter is a must. Whether you’re spotting them in the wild via boat or...
Top 4 Places for Couples
Islamorada, Florida is the perfect place for a romantic and adventurous getaway. Whether you and your partner are looking to...
Fun Facts About The Florida Keys That You Might Not Know
Have you ever been curious about the Florida Keys? Read on for cool and interesting facts about our beautiful archipelago...
Top 3 Snorkeling Spots in the Florida Keys
The warm summer waters of the Florida Keys are waiting for exploration. Elevate your vacation by spending a day underwater...