Luxury Beachfront Vacation Rentals in Islamorada

Luxury Beachfront Vacation Rentals in Islamorada

Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.
We found 3 beachfront vacation rentals – enter your dates for availability.
Welcome to the shores of Islamorada

Welcome to the shores of Islamorada

Make the Keys your front yard with Wander's luxury beachfront vacation rentals in Islamorada. Our collection places you directly on the shoreline, with panoramic Atlantic or Florida Bay views, expansive terraces, and light filled living spaces designed for effortless coastal living.
Expect hotel-grade comforts in every home, including ultra fast WiFi, plush bedding, pristine cleaning, and 24/7 concierge. Many properties add private pools, hot tubs, outdoor kitchens, and waterfront decks for sunrise coffees and starlit evenings. When you book a Wander, you get the beauty you see in the photos and the consistency of a luxury hotel, all in a private beachfront setting.

Highlights in Islamorada

Discover the sportfishing capital of the world, where turquoise waters, vibrant coral reefs, and a relaxed island vibe await you.
Theater of the Sea
Robbie's of Islamorada
History of Diving Museum
Lignumvitae Key Botanical State Park
Anne's Beach
Windley Key Fossil Reef Geological State Park
Indian Key Historic State Park

IT'S A VACATION HOME, BUT BETTER

The Wander difference

Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.

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Most popular amenities for beachfront vacation rentals in Islamorada

More popular beachfront destinations near Islamorada

Other popular amenities & vacation types in Islamorada

Discover more of coastal Islamorada

Discover more of coastal Islamorada

Set between Key Largo and Marathon, Islamorada is a string of six islands where turquoise flats meet the Atlantic Reef Tract and the sunsets blaze across Florida Bay. Clear, shallow waters frame views of Alligator Reef Lighthouse, and gentle winds keep the air warm and inviting.
With an easy drive from Miami yet a distinct island rhythm, the Village of Islands offers luminous skies, swaying palms, and water in every direction. That coastal energy makes every gathering feel special. This is why Wander's luxury beachfront vacation rentals in Islamorada are the perfect choice, whether you are traveling for work or leisure.

FAQs: Vacation Rentals in Islamorada

Why should I book a Wander in Islamorada over other beachfront vacation rentals?

Wander offers a level of consistency and quality you won’t find with most beachfront vacation rentals.
Every home in Islamorada delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?

Which are Wander’s most popular beachfront vacation rentals in Islamorada?

Some of our most popular beachfront vacation rentals in Islamorada include Wander Islamorada Beach, Wander Islamorada Island, and Wander Islamorada Beachfront. Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.

How many different beachfront vacation rentals does Wander have available in Islamorada?

Wander offers 3 beachfront vacation rentals in Islamorada, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.

What time is check-in and check-out at Wander’s beachfront vacation rentals in Islamorada?

You can check-in to Wander beachfront vacation rentals in Islamorada after 4.00pm and check-out before 10.00am.

Do Wander’s beachfront vacation rentals in Islamorada have WiFi access?

Yes. Every Wander home in Islamorada has ultra fast, reliable WiFi so you can stay connected throughout your stay.

What is Wander’s cancellation policy?

You can cancel your reservation within 24 hours of booking for a full refund.
For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.
For some homes, a 30-day deadline applies; this will be clearly shown before you book.
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