Islander

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Oceanside

Seaside Rooms & Suites

Set along the turquoise waters of the Atlantic, our Oceanside resort is ideal for a range of adventures and experiences for couples to groups.

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Bayside

Villas for Up to 6

On the emerald waters of the bay with views of the mangroves, the Bayside is ideal for groups of up to 6 and offer serene bayside exclusive amenties including private pool and boatslips with full access to our Oceanside resort amenities.

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ISLANDER RESORT, REIMAGINED

A NEW ERA OF RELAXATION AND REJUVENATION

Islander Resort is embarking on a transformative journey to redefine paradise. We're reimagining our resort to embrace the very essence of the island lifestyle and allow our guests to form a deeper connection to nature. The first chapter of our transformation is complete, featuring brand new rooms and suites at Islander Oceanside's South Village and fully renovated villas at Islander Bayside. But this is just the beginning.

The next few chapters will enhance our oceanside dining, beach club, glimmering pools, daily activities, on-site water sports, and more, offering an ever-evolving array of experiences to discover your inner Islander. Our Main Pool will not be available from August through Mid-December 2024, however, our Tides Pool, Beach Area, and Aqua Cabanas will be available to enjoy. 

Be a part of our story as we unveil each chapter. Once you visit, Islander will be a spirit that you always carry within.

Suite Escape

Relax in paradise with suites, private patios, island views. Enjoy up to 15% off, plus a Welcome Amenity, Prosecco, & Chocolates

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Life on Islander Time

Islander time, at its heart, is a reflection of living in the moment. It’s a call back to nature, a reminder that we’re part of a greater whole. More than a lifestyle, it’s a state of mind that cultivates a deep-seated sense of ease and joy, anchoring experiences in a heartfelt connection to the natural world and the simple, yet profound, pleasures it offers.

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Cabana Poolside Retreats

Coming Soon

With stunning views of Islander Resort's pool, our Cabana Poolside Queen offers a perfect blend of relaxation and comfort. Enjoy two luxurious queen-size beds and thoughtful amenities, plus patio access to your private cabana with exclusive food and beverage offerings.

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SPECIAL OFFERS

Explore Islander Resort’s special rates and package offers for your Florida Keys getaway.

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One More Night of Islander Life

One More Night of Islander Life

Sometimes a day or two in paradise just isn't enough!  When you book a 2-night stay, we'll treat you to a 3rd night on us! 

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Suite Escape

Suite Escape

Relax in paradise with suites, private patios, island views. Get up to 15% off, plus a Welcome Amenity, Prosecco, & Chocolates

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Florida & Georgia Resident Special

Florida & Georgia Resident Special

Make your way south for an island escape and enjoy up to 15% off plus a $50 food & beverage credit per room.

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Cruise the keys

Cruise the keys

Unlock the gateway to paradise with a road trip through the Florida Keys. During your trip, enjoy a $50 food and beverage credit

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Stay More, Save More

Stay More, Save More

Book your stay of 3 nights or longer and we'll give you up to 20% off our best available rate to experience your island adventure.

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Advance Purchase

Advance Purchase

Be rewarded for planning ahead! Book 7 days prior to arrival and receive 15% off our best available rate.

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Islamorada Romance

Islamorada Romance

Stay for two nights or longer and enjoy a welcome bottle of sparkling wine, a $100 dining credit, late check-out, and more.

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Exclusive AAA Discount

Exclusive AAA Discount

Up to 15% off our best available rate at Islander Resort with AAA!

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Breakfast by the Sea

Breakfast by the Sea

Book our Breakfast by the Sea package and receive a complimentary breakfast and more with your stay.

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Senior Discount

Senior Discount

Exclusive Senior Savings of up to 15% off our best available rates.

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Underwater Excursions

Head out with our water sports guides for a private snorkeling trip along the reef and meet the colorful native creatures along the way. Your adventure includes boat transportation, lunch, and snacks.

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Adventures & Activities

Paddleboarding

A Man And A Woman On A Paddle Board In The Water

Glide across the water with our guided stand-up paddleboarding experience, offering a perfect blend of adventure and tranquility.

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Boating

A Small Boat In A Body Of Water

Boating in the Florida Keys offers a unique and picturesque experience with its crystal-clear waters, abundant marine life, and vibrant coral reefs.

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Meditation

A Man Sitting On The Sand

Meditation in the Florida Keys provides a tranquil and rejuvenating escape amidst stunning natural surroundings.

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Say ‘I Do’ in Paradise

Celebrate your wedding in the paradise of Islamorada, where sunlit beaches and crystalline waters create the perfect backdrop for cultivating deep, enduring connections. With a diverse selection of venues, each moment of your special day can unfold in one location, ensuring convenience and cohesiveness throughout your celebration.

Weddings
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Restaurants & Bars

Tides Beachside Bar & Grill

We're transforming our space to better showcase the island's bounty. During this exciting time, we're still open for lunch and dinner. Enjoy fresh seafood, signature sandwiches, daily specials, and refreshing drinks, including beer, wine, and tropical cocktails sure to put you on island time.

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A Plate Of Food On A Table
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Restaurants & Bars

ELEMENTS RESTAURANT

Start the day at Elements Restaurant, an island-inspired breakfast spot nestled among swaying palms. With top-quality, locally sourced ingredients, the restaurant’s minimalist approach showcases the ocean's fresh flavors in every dish.

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Resort Happenings

Chairs And Tables On A Beach

Beach Movie Night

Fridays, 08:00 PM

Relax, unwind and enjoy a beachside featured movie.

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Moonrise Bonfire

Saturdays, 08:00 PM

Enjoy an oceanside moonrise

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Papa’s Pilar Rum Tasting

06:00 PM

Explore the flavors of Key West’s own Papa’s Pilar Rum

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Celebrate Mother’s Day Island-Style

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Celebrate Mother’s Day Island-Style

Celebrate Mother's Day with a taste of island living at Islander Resort in Islamorada

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A Guide to the Holidays in Islamorada

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A Guide to the Holidays in Islamorada

The holiday season is a popular time of year for travelers to visit Islamorada and the Florida Keys.

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Why Islander Resort is a Culinary Destination in Islamorada

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Why Islander Resort is a Culinary Destination in Islamorada

The Florida Keys are dense with critically-acclaimed restaurants serving up dishes inspired by local traditions and featuring some of the freshest seafood you’ll ever eat.

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Why Every Time Of Year is Great To Visit Islamorada

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Why Every Time Of Year is Great To Visit Islamorada

Islamorada is a beautiful destination to visit all year long, with each season offering its own unique island charm.

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Whether you’re taking a look at us prior to your stay, or feeling nostalgic until your next one, we invite you to visit us on social media.

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