Where to Stay in Key West
Prices & schedules checked October 18, 2026
Almost everything in our guides starts in Old Town: the Dry Tortugas ferry terminal, the sunset sails at the seaport, Mallory Square, the museums and the ghost trolley. Staying in or near Old Town means you can walk or bike everywhere. Further out is usually cheaper, but you’ll drive or ride in, and parking in Old Town is limited.
| Base | Best for | Trade-off |
|---|---|---|
| Old Town / Duval Street | First-timers; walking to everything | Busy and lively, especially at night |
| Mallory Square & seaport end | Early ferry, sunset sails | Popular, so book early in winter |
| Rest of the island | More space, rentals | Bike or ride into Old Town |
| Stock Island | Lower prices | You’ll drive to Old Town |
Old Town & Duval Street
Our pick for a short trip: walk to the museums, the trolley stops, the New Year’s Eve drops and the restaurants.
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Mallory Square & the seaport
Closest to the sunset, the seaport boats and the walk to the ferry terminal for an early Dry Tortugas start.
The rest of Key West
Search the whole island for more choice, especially vacation rentals.
Stock Island
The next island up the Overseas Highway, a short drive from Old Town.
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We don’t quote room rates; they change by date and climb around the holidays. Each button opens a live search for that area.
Planning around the tours? See the one-day itinerary or the holidays & New Year’s Eve guide.