A sunny street lined with historic buildings, a 'ONE WAY' sign, and a flagpole with flags.

Key West hotels

We found 266 hotels — enter your dates for availability

Explore Key West hotel rentals

Image of Tropical Playground | Relaxed Key West Stay w/ Pool, Karaoke Nights & Tiki Bar

Tropical Playground | Relaxed Key West Stay w/ Pool, Karaoke Nights & Tiki Bar

Sleeps 3 · 1 bedroom · 1 bathroom

Image of Classic King Room at Southernmost Beach Resort – Minutes from South Beach!

Premier Host

Classic King Room at Southernmost Beach Resort – Minutes from South Beach!

Sleeps 2 · 1 bedroom · 1 bathroom

Image of Sun, Sip, & Socialize | Island Stay w/ 2 Pools & Backyard Bash

Premier Host

Sun, Sip, & Socialize | Island Stay w/ 2 Pools & Backyard Bash

Sleeps 2 · 1 bedroom · 1 bathroom

Image of Luxury Retreat | Onsite Parking | Pool Access | Pets Allowed

Luxury Retreat | Onsite Parking | Pool Access | Pets Allowed

Sleeps 8 · 3 bedrooms · 3 bathrooms

Image of 2 Stylish Key West Units | Onsite Outdoor Pool | Pet Friendly | Parking

2 Stylish Key West Units | Onsite Outdoor Pool | Pet Friendly | Parking

Sleeps 16 · 6 bedrooms · 6 bathrooms

Image of Colorful Stay at Blue Flamingo | Poolside Bar, Lawn Games, Music & Fire Pits

Colorful Stay at Blue Flamingo | Poolside Bar, Lawn Games, Music & Fire Pits

Sleeps 3 · 1 bedroom · 1 bathroom

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