Where to Stay
Where to Stay in Key West for the First Time
Choose a first-trip base by walking needs, room style and daily plans—not just a hotel’s use of the words Old Town.
Read Guide →Choose your base
Staying in New Town
A more practical, vehicle-oriented base.
A feel for the area
Consider hotel facilities, parking and how you will reach the places on your itinerary.
- Best for
- Driving in, larger properties and plans that do not depend on walking everywhere.
- Getting around
- Plan rides, driving or a verified property shuttle for trips into the historic center.
- Why stay here
- Prioritize your property and day-to-day vehicle convenience over a central historic address.
- Think twice if
- Your ideal visit means stepping straight into Old Town without arranging transport.
- Orientation
- Farther east on Key West, beyond the historic western side. This broad planning zone simplifies local neighborhood distinctions.
Real island outlines; editorial planning zones, not official neighborhood boundaries. Downtown is within Old Town.
Staying in New Town
How do you like to stay?
Choose a stay type to see our curated recommendations.
Choose the stay that fits your trip.
Where to Stay
Is Stock Island a Good Place to Stay?
Stock Island suits a marina- or resort-oriented trip, but central Key West becomes an outing rather than the setting outside your room.
Read Guide →Where to Stay
Hotels, Guesthouses or Vacation Rentals in Key West?
Compare service, room layout, guest policies and rental periods before choosing the accommodation type for your trip.
Read Guide →These are editorial planning areas, not official neighborhood boundaries. Compare the setting first, then the exact property, room and daily journeys.