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Luxury vacation homes inKey West, Florida

Our favorites

Discover luxury vacation rentals in Key West. All curated by people, not algorithms. Every property is hand-selected, but these are the ones that made us say 'wow'.

Island time perfection

Experience the tropical freedom of Key West, Florida from the comfort of a luxury vacation home. The southernmost point in the US combines Caribbean culture, historic charm, legendary sunsets, and island lifestyle. Whether you're exploring Duval Street, visiting Hemingway's house, or enjoying Mallory Square sunsets, premium KEY.co Key West vacation rentals provide the perfect island escape.

Our curated selection of luxury vacation rentals in Key West offers something for every traveler - from historic properties near Old Town to modern waterfront homes with boat access. Each rental home features thoughtful amenities, stylish décor, and the authentic Key West experience you're seeking. Discover why visitors fall in love with this tropical paradise while enjoying the privacy and comfort of your own vacation home in Key West.

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Why KEY

We curate exceptional homes and arrange every detail so you can simply arrive and relax.

Homes that raise the bar

Homes that raise the bar

Our portfolio is small on purpose. Every home is professionally managed, design-forward, and vetted for comfort and style.

Services to elevate your stay

Services to elevate your stay

After booking your home, complete your stay with tailored services. From pre-arrival groceries and private chefs to in-home massages.

Obsessed with the details

A team who obsesses over every detail

From hand-selecting homes to coordinating logistics, our team makes planning seamless. Your only to-do is to arrive and relax.

Escape beyond Key West

Your wanderlust doesn't have to stop here. Discover what other destinations are calling.

Ready to book?

Start planning your perfect getaway today.