Choose your base

Staying in Downtown

The heart of Old Town.

A feel for the area

A central base for restaurants, nightlife and the historic core. Check the exact block and noise level.

Best for: First visits, walking, restaurants and being in the middle of things.
Getting around: Walk between central stops. Confirm parking before bringing a car.
Why stay here: Make the historic core, dining and evening plans part of your doorstep experience.
Think twice if: You want guaranteed quiet, easy parking or a sprawling resort setting.
Orientation: Whitehead, Duval and Simonton Streets orient this coast-to-coast planning corridor within Old Town. Its edges are approximate, not official neighborhood or property boundaries.

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Real island outlines; editorial planning zones, not official neighborhood boundaries. Downtown is within Old Town.

Staying in Downtown

How do you like to stay?

Choose a stay type to see our curated recommendations.

Hotels & Resorts

No hotels & resorts are currently listed for Downtown. Use the area guidance to compare your options.

Guesthouses & Inns

Guesthouses & Inns · Downtown

The Duval House

Best for: Visitors who want Duval Street on the doorstep and prefer a guesthouse to a large resort.

The garden-centered layout offers a place to pause between walks while keeping restaurants and historic sights close.

Think twice if: You need a family stay for younger children or want to avoid a busy commercial street entirely.

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Vacation Rentals

No vacation rentals are currently listed for Downtown. Use the area guidance to compare your options.

Choose the stay that fits your trip.

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.

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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.

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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.

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These are editorial planning areas, not official neighborhood boundaries. Compare the setting first, then the exact property, room and daily journeys.