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.
Pet-friendly properties
Built for entertaining
Why KEY
We curate exceptional homes and arrange every detail so you can simply arrive and relax.
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
After booking your home, complete your stay with tailored services. From pre-arrival groceries and private chefs to in-home massages.
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.
Explore Locations
Wherever you're headed, make it memorable with KEY.