Hotel help please

Question

Help!! First time, overnight stay in KW. Larger hotel or small historic house/cottages?? Want to be near Duval.

Answer

For a first-time overnight stay in Key West and wanting to be near Duval Street, your choice between a larger hotel and a small historic house or cottage depends on the type of experience you’re looking for.

Larger Hotels:

These typically offer more amenities such as pools, on-site dining, fitness centers, and sometimes concierge services. They can be convenient if you prefer a “grab and go” experience, quick check-in/out, and predictability. Being near Duval, larger hotels can also be centrally located, making walking to bars, restaurants, and attractions easy.

Small Historic Houses / Cottages:

These provide a more intimate and authentic Key West experience. Many are located in charming historic neighborhoods close to Duval, giving you a sense of the local culture and architecture. You’ll often have private patios, gardens, or porches, which can be nice for relaxing before or after exploring. However, amenities may be limited, and check-in might be less flexible than a hotel.

Recommendations Based on Your Priorities:

If convenience, amenities, and a more “hotel-style” stay are important: consider centrally located larger hotels such as the Best Western Hibiscus, Hyatt Centric Key West, or Margaritaville Resort Key West.
If you want charm, privacy, and an authentic Key West vibe: consider historic inns or small cottages such as the Heron House, Avalon Bed & Breakfast, or local historic cottages managed by vacation rental companies.
Proximity to Duval Street is key: whether you choose a hotel or a cottage, aim for accommodations within a 5–10 minute walk to fully enjoy the nightlife, restaurants, and attractions.

Ultimately, for a one-night stay, a larger hotel may be more convenient and stress-free, especially if you’re coming in after a drive or flight. If your goal is immersion in the Key West charm, a small historic property will give a memorable first impression of the island.