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The New Bayside Villas

Start dreaming of your serene seaside getaway

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New Villas Coming 2024

Fully renovated and reimagined rooms, amenities, and beyond - coming soon

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Experience The New Bayside

Fully renovated and reimagined rooms, amenities, and beyond - coming soon

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The New Bayside Villas by Islander Resort

This January Experience the Keys as They Were Meant to Be

Bayside Villas by Islander Resort is undergoing a complete transformation this fall to become your revamped home away from home in the Florida Keys. Our townhome-style beachfront accommodations will debut in January as the ideal stay for group getaways, family vacations, and extended stays in beautiful Islamorada. Plus, our exceptional on-site amenities including boat slips and 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

Stay More, Save More

Heading to the Keys? Book your stay of 3 nights or longer and we'll give you up to 20% off your stay in Islamorada.

Learn More


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 eight — 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

A Kitchen With A Dining Table And A Chandelier

Bayfront Two-Bedroom Villa

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

A Bed With A White Bed Frame

Bay View Two-Bedroom Villa

Enjoy gorgeous ocean views from your personal patio.

A Room With A Couch And Chairs

Preferred Bayside Two-Bedroom Villa

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

A Deck With Chairs And A Body Of Water In The Background

Bayside Two-Bedroom Villa

Quiet mornings give way to tranquil evenings in Bayside Villa.

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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 Kite Surfing In The Sea


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

Local & Resort Activities
A Group Of Boats On A Beach


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


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


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

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.

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


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

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