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Find exceptional hotels in America's southernmost city. From coral-lined streets to legendary sunset celebrations, discover the perfect base for your Key West stay.
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About Hotels in Key West
Key West is one of America's most characterful destinations, blending the Ernest Hemingway Home and Museum, the vibrant spectacle of Mallory Square's nightly sunset celebrations, the colourful reefs of the Florida Keys National Marine Sanctuary, and a seafood dining scene built around fresh stone crab and conch fritters. Whether you're exploring the Dry Tortugas, cycling past gingerbread Victorian cottages, or catching live music on Duval Street, this compact island never runs short of personality.
From grand historic inns along Duval Street to intimate boutique guesthouses tucked into the quiet lanes of the Meadows neighbourhood, Key West's accommodation spans every style and taste. The island is easily walkable end to end, and the free Duval Loop shuttle connects key points without the need for a car.
Where to Stay in Key West
Old Town
The heart of Key West and ideal for first-time visitors. Steps from Duval Street, Mallory Square, the Hemingway Home, and the island's finest restaurants and bars.
Truman Annex
Key West's most refined enclave, home to elegant historic estates and upscale inns within the former naval grounds. Peaceful, beautifully landscaped, and a short stroll from the action.
Bahama Village
A creative, culturally rich pocket with deep Bahamian heritage, independent art studios, and relaxed local restaurants. Full of character and far quieter than the Duval Street crowds.
New Town
A calmer, more residential option offering good-value lodgings near Smathers Beach and the Key West International Airport, with easy access to the rest of the island by bicycle or bus.
Airport and Transport Guide
Key West is served by Key West International Airport (EYW), a small regional hub with direct connections to major US cities including Miami, Atlanta, and Charlotte. The most popular transfer option is the Keys Shuttle bus service, which runs between Miami International Airport and Key West in approximately three and a half hours, with scheduled departures throughout the day and evening.
Within Key West, the City of Key West Transit operates the Duval Loop, a free shuttle running along the main tourist corridor, making it ideal for hotel-hopping and sightseeing. The Bone Island Shuttle and local taxi firms cover wider areas, with typical fares running from $5–$15 for short hops across the island. Uber and Lyft both operate in Key West, though availability can be limited late at night during quieter periods.
Tips for Finding the Best Hotel Deal in Key West
- Book at least 8–12 weeks in advance for Fantasy Fest in October and Key West New Year's Eve celebrations, which drive rates sharply upward.
- Staying in New Town or the Mid-Island area typically offers lower nightly rates than Old Town, with easy access to the free Duval Loop shuttle.
- Look for hotels and guesthouses that include breakfast — dining out in Key West is expensive, and a strong hotel breakfast saves meaningful money each day.
- Opt for free cancellation when booking, as hurricane season weather and shifting travel conditions can make Key West itineraries particularly unpredictable.
- Weekday stays from Monday to Thursday are noticeably cheaper than Friday and Saturday nights, even at the same property during the same week.
- Sign up to loyalty programmes at Marriott and Hilton, both of which have a solid Key West presence with member rates and last-minute deals.
When to Visit Key West for Lower Prices
Winter (High Season)
December to April is Key West's peak season, bringing warm, dry weather and large crowds escaping northern winters. Hotels fill quickly and command premium rates. Expect mid-range properties to start from around £200–£300 per night.
Spring (Value Season)
May sees the tail end of high season, with crowds thinning and temperatures rising pleasantly. A good window for value before summer heat sets in, with rates beginning to ease noticeably from their winter highs.
Summer (Low Season)
June to September brings intense heat, high humidity, and the risk of tropical storms. Visitor numbers drop significantly, making this the most affordable time to visit. Expect mid-range hotel rates from around £100–£150 per night.
Autumn (Value Season)
October and November offer a compelling mix of warm weather and recovering visitor confidence after hurricane season. Fantasy Fest in October spikes prices briefly, but surrounding weeks offer genuine value before winter crowds return.
Popular Areas to Stay in Key West
Old Town
The historic heart of Key West, within walking distance of Duval Street, Mallory Square, and the Hemingway Home. Demand is high year-round, so expect premium rates for the convenience.
Duval Street Corridor
Key West's most vibrant strip, lined with bars, restaurants, and boutiques. Ideal for nightlife seekers, though street noise can be lively well into the early hours.
Midtown
A quieter residential stretch along North Roosevelt Boulevard near chain hotels and the Key West Business Guild district. Practical for corporate travellers needing straightforward amenities at calmer nightly rates.
New Town
Home to local shopping centres, Key West International Airport, and fewer tourists. A practical, budget-friendly base popular with longer-stay visitors and those exploring the island by car.
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