Discover Sun, Sea, and Serenity in Islamorada

Nestled in the heart of the Florida Keys, Islamorada is a paradise known for its balmy weather, crystal-clear waters, and breathtaking sunsets. Here, the atmosphere is infused with the sweet scent of tropical flora, and days can be spent exploring the colorful coral reefs, engaging in water sports, or simply relaxing on the sun-kissed shores. Symbolic of this village of islands is the rejuvenated Islander Resort and Bayside Villas, a sanctuary where the charm of old Florida blends with tropical luxury.

Committed to awakening each guest’s inner islander spirit, Islander provides a personalized journey that marries stunning seaside surroundings with the warmth of a welcoming stay. Whether you’re a family on vacation, a solo explorer, newlyweds on a romantic getaway, or a local seeking an escape from the hustle and bustle of everyday life, Islander offers an oasis for rejuvenation and connection. Here, you’ll find plenty of intimate hideaways and adventurous outdoor escapes, perfect for a dose of vibrant island life.

A Reimagined Tropical Haven

Step into a tropical sanctuary at Islander, where every guest can enjoy their own oasis. With four distinct accommodation experiences, including the South Village bungalows, North Village bungalows, Bayside Villas, and Oceanside Suites, each setting is thoughtfully designed to offer relaxation and renewal.

Recently reimagined, all 114 of the rooms and suites at Islander Resort mirror the beauty of Islamorada. The décor, inspired by the surrounding natural splendor, combines modern luxury with a touch of island polish, ensuring every moment of your stay is as serene as the seaside. For more romantic retreats, the Oceanside Suites at Islander offer breathtaking views of the turquoise water that characterizes Islamorada. 

Depending on your room or suite selection, you can sip on a coffee from your kitchenette and let the peaceful waters and lush landscapes of the Keys become the backdrop to your morning and evening routine. Whether you opt for uninterrupted views of the Atlantic from a plush king-size bed or a spacious room that feels like home, every detail is curated to ensure your stay is nothing short of renewing.

Likewise, the accommodations at Bayside Villas offer a spacious option, ideal for family gatherings or friend groups, providing ample space and comfort for everyone. Featuring amenities such as on-site boat slips, private patios, and access to the Bayside pool, Bayside Villas is a beautiful option for groups of up to eight, with a tropical townhouse feel. No matter your choice of stay, each accommodation has been refreshed to provide a marriage of comfort and style, making every space a personal island hideaway.

Amenities Designed With You in Mind

At Islander, access to the outdoors is unparalleled, with the resort residing in harmony with the captivating native flora and fauna that surround the space. Extensive amenities are intricately crafted to elevate your stay while providing a space to be carefree, at peace, and connected to the community of Islamorada.

Guests enjoy access to a wealth of facilities across both Islander and Bayside Villas. From the meticulously designed spaces that invite exploration and reflection to the designated bike paths weaving through the twenty-acre property, every element is thoughtfully placed to enhance your connection with the environment. Start your day with invigorating energy at our fitness center, transition to a rejuvenating swim in the salt and freshwater pools, and wander through the lush, tropical gardens before lying back in one of the private aqua cabanas and beach cabanas — your front-row seat to the breathtaking tableau of the Keys.  

Further enriching your stay, the Florida Keys History and Discovery Center stands as a testament to Islander’s commitment to embracing the region’s cultural and ecological heritage. The center allows you to delve into the area’s rich history and natural beauty, providing guests with a deeper appreciation and understanding of the area’s past and its natural environment.

As the day unfolds, Islander’s expansive private beach offers a serene retreat. The largest privately owned stretch of pristine white coral sand in the Florida Keys is a sanctuary, from sunrise to sunset. Gather around an intimate beachside bonfire, or find solace in a cozy hammock hideaway, swaying under the starlit sky. Every moment during your stay is an invitation to unwind, explore, and immerse yourself in the timeless beauty of island life.

For locals looking to enjoy a slice of paradise, Islander extends a warm invitation with its Resort Pass. This special offer fosters a deep connection with the community, allowing local residents to enjoy the full array of Islander’s amenities and dining experiences, from access to Islander’s pools to complimentary use of bicycles, paddle boards, and kayaks.

Adventures for All

Whether you’re seeking adrenaline-pumping activities or tranquil moments, Islander has something for everyone. Islander is a vibrant playground for all tastes and interests, offering many experiences to enrich your stay. From the exhilaration of snorkel tours to the mellow pace of paddle boarding and sunrise yoga, guests can enjoy a range of watersports and on-site programming for long-lasting memories.

The excitement doesn’t stop at the water’s edge, though. Islander’s glistening oceanside pools are perfect for basking in the sun or enjoying a leisurely swim. On land, engage in lively on-site activities, including beach bowling, basketball, and volleyball. Daily organized activities and tournaments offer a fun-filled way for everyone to get involved. For a taste of local culture and entertainment, immerse yourself in live music performances, rum-tasting, and more of Islander’s daily events.

And for those with furry friends, Islander welcomes you with open arms. The property is not just pet-friendly, but it’s a pet paradise, complete with an on-site dog park where your pets can roam freely and safely. At Islander, every member of the family, including the four-legged ones, is treated to the vacation they deserve.

Treat Your Palate to a Tropical Paradise 

Embark on a tropic-inspired culinary journey, where the flavors of the Keys come to life at Islander’s oceanside restaurants. At Tides Beachside Bar & Grill, savor the quintessential Islander Conch Fritters or indulge in the succulence of a spicy Baja Fish Po’ Boy. For those seeking a more refined dining experience, Elements offers dishes, like the Smoked Salmon Tartine, that stand out as testaments to local flavors and fresh catches. For a true Islander touch, our weekend food truck serves up local favorites right on the beach.

With dining that reflects the destination, Islamorada’s signature cuisine is headlined by fresh-from-the-dock seafood. As you venture into town, you’ll also find tiki-covered bars, dockside fish houses, gourmet beachfront cafes, and secluded island bistros, each offering their unique twist on local fare. And of course, if you wish to stay in, Islander’s dining options will provide experiences that are as diverse as they are delicious, without having to step foot off the resort.

Beyond the Resort

As you plan your visit, don’t miss the rich culture and history of Islamorada. This unique chain of six islands is perfectly poised in the heart of the Florida Keys, close to iconic destinations like Key Largo and Long Key. Known globally as the sportfishing capital of the world, Islamorada boasts an unrivaled concentration of professional offshore boats and seasoned captains, making it a premier destination for lobster-catching, backcountry sportfishing, and saltwater fly-fishing enthusiasts.

The allure of Islamorada extends far beyond the thrill of the catch. Discover the charm of Founders Park, a community cornerstone offering beach access, sports facilities, and cultural events that encapsulate the spirit of the Keys. Long Key State Park is also an idyllic space to reconnect with nature, offering outdoor activities from kayaking to bird-watching, set against the backdrop of breathtaking natural beauty. The adventure continues at Robbie’s Marina of Islamorada, where you can feed the tarpons, embark on a fishing charter, or rent a kayak to explore the waters at your own pace.

For mellow, inspired moments, stroll through the artistic enclave of Rain Barrel Village, a picturesque spot brimming with local art, unique crafts, and the iconic Betsy the Lobster sculpture. Then, indulge your sweet tooth and dive into the world of the famous Key lime pie at the Blond Giraffe Key Lime Factory, where the rich history of this beloved dessert comes to life. For those wishing for a refreshing brew, dive into the local craft scene with a visit to Florida Keys Brewing Company, with vibrant flavors and innovative drafts that capture the essence of island life.

Discover Your Inner Islander

With a community deeply connected to the vibrant spirit of Islamorada, life at Islander is about embracing life’s simple joys and the natural world around us. At Islander, you’re invited to rediscover this spirit, with the sun, the sea, and the stars as your companions. Revel in the joy of simple pleasures through quiet mornings by the sea, the thrills of new adventures, and the comfort of genuine connections. Visit the refreshed Islander Resort and Bayside Villas and let your island story begin in the heart of the Florida Keys.