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A Body Of Water With Houses And Trees Around It
The Comforts of Home in the Idyllic Florida Keys
A Living Room With A Dining Table And A Chandelier
Fully renovated and reimagined villas
A Building With Palm Trees And A Body Of Water In The Background
A Townhome-Style Waterfront Escape
A Body Of Water With Trees And Buildings Around It
Endless Opportunities for Adventure
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The New Bayside Villas by Islander Resort

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.

About Bayside Villas

Find Your Summer Bliss

For a limited time only, enjoy up to 30% off your stay.

Learn More

EXCEPTIONAL ISLAND ACCOMMODATIONS

Bayside Villas by Islander Resort is an exquisite waterfront escape; each is a townhouse-feel enclave that’s the ideal “home base” for exploring all the Florida Keys has to offer. 

All of our villas afford guests a roomy, well-appointed space with incredible ocean views, full kitchens, multiple beds, and room enough for up to six — making them perfectly suited to groups and families. Guests also enjoy access to our on-site boat slips, pool, and all of the activities at our Oceanside resort. You’ll indulge in lush comfort and thoughtful amenities your entire stay. 

Choose the villa that’s right for you, and start dreaming of your serene seaside getaway!

Explore Our Villas

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A Bedroom With A Large Glass Door

Bayfront Two-Bedroom Villa

Guests at Bayside Villas enjoy access to the pool and boat slips.

A Living Room With A Tv And Chairs

Bay View Two-Bedroom Villa

Enjoy gorgeous ocean views from your personal patio.

A Room With A Table And Chairs

Preferred Bayside Two-Bedroom Villa

Enjoy stunning views of the emerald gulf from your private patio.

A Living Room With A Tv And Couches

Bayside Two-Bedroom Villa

Quiet mornings give way to tranquil evenings in Bayside Villa.

Islander life

A world of sun, sea, and serenity awaits. Embark on endless adventures and discover new ways of being at Bayside Villas by Islander Resort.

A Person Swimming In The Water

Experiences

From boating to diving, fishing to swimming, biking to snorkeling, the Keys are packed with amazing adventures.

Experiences
Background Pattern

Tours

Prefer a more guided experience? Our on-site partner Clearly Unique Watersports offers incredible excursions.

Chartered Tours
A House With A Pool And Trees Around It

Meetings

Plan your next gathering in one of our oceanside event rooms, and your guests will look forward to attending.

Event Venues
A Man And Woman Kissing

Weddings

There’s no more beautiful place on Earth to commit to each other than here. Say “I do” with an idyllic ocean view.

Wedding Venues

special offers

What's Nearby

Islamorada is a vibrant artists’ village and culinary destination in the heart of the Florida Keys. Here are just some of the great places to check out during your visit.

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A Deck With A Table And Chairs And A Pool With Palm Trees

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Whether you’re planning your stay or feeling nostalgic until your next one, connect with us here.

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