Florida Keys Villas | Islander Bayside Villas

Book Now

Rooms

Adults

Children

Special Rates

EXPERIENCE THE KEYS AS THEY WERE MEANT TO BE

Discover your home away from home in the Florida Keys at the new Bayside Villas by Islander Resort. Our townhome-style beachfront accommodations are fully renovated and reimagined. Here you'll find an idyllic escape for group getaways, family vacations, and extended stays in beautiful Islamorada. Plus, our exceptional on-site amenities including boat slips and a bay view pool, ensure that your luxury experience is second to none.

We look forward to welcoming you to our piece of paradise.

A Woman Sitting On A Balcony Overlooking A Beach And Water

Discover your islander spirit

Discover a home by the bay in our Bayside Villas. These two-bedroom townhouse-style accommodations are ideal for families or friend groups and feature bayside pool access, water sports, rental boat slips, and full access to our oceanside resort’s amenities.

Explore Islander

Discover your islander spirit

Ut enim ad minima veniam, quis nostrum exercitationem ullam corporis suscipit laboriosam, nisi ut aliquid ex ea commodi consequatur? Quis autem vel eum iure reprehenderit qui in ea voluptate velit esse quam nihil molestiae consequatur, vel illum qui dolorem eum fugiat quo voluptas nulla pariatur?

Explore Islander

Find your perfect accommodation experience

Sunset Views

Explore Bayside Villas View All Experiences

Stay Experiences: From the Ocean to the Bay

An Oasis of Ocean Views

Rise with the sun in our Oceanside Bungalows. These new retreats offer sweeping ocean and tropical views, queen and king-bed options, and expansive indoor-outdoor living spaces.

Explore Oceanside Bungalows View All Experiences

Stay Experiences: From the Ocean to the Bay

A Beachfront Escape

Experience comfort and luxury in our beautifully appointed suites, featuring breathtaking views and top-tier amenities.

Explore Oceanside Suites View All Experiences

Islander Signature Moments 

Explore All Experiences

Islander Day Trip

Escape to the Islander Resort for an unforgettable day of sun-soaked leisure.

Sunset Cruises

This trip departs from the iconic Islander Resort and takes a comfortable boat ride to the bayside of the island.

A Group Of People Sitting On A Boat With A Table And Food

Aqua Cabana

Equipped with comfortable seating, shaded floating cabanas offer a luxurious escape where guests can relax, unwind, and enjoy uninterrupted views of the ocean.

Seaside Links

Brand New: Experience the PuttTek Putting Course at Islander Resort—where scenic design and playful spirit turn every round into lasting memories with family and friends.

Experience Drift

Restaurants & Bars

Drift: On The Beach

Drift celebrates the pure flavors and simple joys of dining. Inspired by the culinary traditions of coastal towns, Drift's dishes are crafted using fresh, locally sourced ingredients, cooked over open flames to accentuate their intrinsic flavors. This method highlights the quality and freshness of the produce, delivering a dining experience where every element on the plate shines. The bar complements this setting with a nod to the adventurous rum-running history of the Keys, featuring carefully crafted cocktails, local beers, and an eclectic, global selection of wines.

A Table With Plates Of Food And Drinks On It

Tides Beachside Bar & Grill View all

Restaurants & Bars

Tides beachside Bar

Choose from freshly caught seafood, signature sandwiches and entrees, daily specials, and more. Pair it with an ice-cold beverage, including a wide selection of beer and wine, tropical cocktails, and signature drinks sure to put you on island time.

A Table With Plates Of Food And Cans Of Soda

Experience Coccoloba

Restaurants & Bars

Coccoloba

Set against the resort’s easygoing rhythm, Coccoloba provides the perfect in-between bite—a place where flavors meet the moment. Shaded tables, the distant sound of gentle waves, and the sun's warmth create an inviting space for relaxed enjoyment. Coccoloba embodies the essence of Islander Resort—bold, fresh and effortlessly vibrant.

Discover your adventurous side

Paddle Board

Glide across the water with our guided stand-up paddleboarding experience, offering a perfect blend of adventure and tranquility while exploring the ocean from a unique perspective.

Discover More

Boating

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

Discover More

Yoga

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

Discover More

Seaside Links

At Islander Resort, the PuttTek Putting course is more than just a game – it’s about bringing people together. With scenic design and a playful spirit, PuttTek turns each round into cherished moments with family and friends. Come play, connect, and create lasting memories.

Seaside Greens

Snorkeling

A Person Riding A Wave On A Surfboard In The Water

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.

Experiences

Bocce Ball

A Group Of Blue Balls On A Sandy Surface

Our resort's bocce ball court is nestled just steps from the pristine sand, offering a delightful blend of leisurely competition and breathtaking coastal views.

Bocce Ball

Kayaking

Paddle through the serene waters of Islamorada with our guided kayaking adventure at Islander Resort.

Biking

A Group Of People Riding Bikes On A Dirt Road

At Islander Resort, biking isn't just an activity—it's a journey through paradise. Cruise along lush tropical paths framed by swaying palms and the glimmer of the turquoise ocean.

Volleyball

Feel the sun-kissed sand between your toes as you dive for the volleyball on our brand new court, perfectly positioned just steps from the ocean's edge.

Cabanas

Unwind to the gentle sound of waves, lounge under the shade of palm trees, and enjoy direct access to the beach for swimming, sunbathing, or leisurely walks along the shore.

Pets Welcome

Make memories with your whole family, furry companions included. Enjoy a relaxing getaway together at our pet-friendly resort.

Learn More

Our Keys community

Known for its stunning beaches, world-class fishing, and rich marine life, Islamorada offers a laid-back atmosphere and a plethora of outdoor activities.

Book Now

Reserve your stay

Rooms

Adults

Children

Special Rates

Stay More, Save More

Islander Signature Moments

Restaurants & Bars

Drift: On The Beach

Restaurants & Bars

Tides beachside Bar

Restaurants & Bars

Coccoloba

Discover your adventurous side

Sign Up for Our Newsletter

Islander Signature Moments 