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Hotel
La Concha Key West
Key West, United States
Standard 2 Queen, Guest Room, 2 Queen
$476 per night
Rate based on Dec 4 – Dec 11
Free cancellation
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1 / 6
Hotel
Key West, United States
Standard 2 Queen, Guest Room, 2 Queen
$476 per night
Rate based on Dec 4 – Dec 11
Free cancellation
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Resort
Key West, United States
Classic Room With Two Queen Beds
$401 per night
Rate based on Dec 4 – Dec 11
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Hotel
Key West, United States
Junior Suite, 1 Queen Bed with Sofa Bed, Non Smoking, Private Bathroom (Room 102)
$480 per night
Rate based on Dec 4 – Dec 11
Free cancellation
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Hotel
Key West, United States
2 bedrooms
Two Bedroom Villa
$633 per night
Rate based on Dec 4 – Dec 11
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Inn
Key West, United States
Southernmost Queen Room
$418 per night
Rate based on Dec 4 – Dec 11
Free cancellation
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Hotel
Key West, United States
4 bedrooms
Four Bedroom Houseboat
$1,171 per night
Rate based on Dec 4 – Dec 11
Free cancellation
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Bed & Breakfast
Key West, United States
Deluxe Room With Two Queen Beds
$388 per night
Rate based on Dec 4 – Dec 11
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Resort
Key West, United States
Resort View Room With Two Double Beds
$547 per night
Rate based on Dec 4 – Dec 11
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Hotel
Key West, United States
1 bedroom
One Bedroom Villa Connecting
$502 per night
Rate based on Dec 4 – Dec 11
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Bed & Breakfast
Key West, United States
The James Classic | Ground Floor King
$544 per night
Rate based on Dec 4 – Dec 11
Free cancellation
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Resort
Key West, United States
Accessible King Room with Shower
$667 per night
Rate based on Dec 4 – Dec 11
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Hotel
Key West, United States
King Room With Balcony And Ocean View
$743 per night
Rate based on Dec 4 – Dec 11
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Key West is the southernmost city in the continental United States, a walkable island of colorful old homes, lively streets and famous sunsets at the end of the Florida Keys. Most visitors come for the atmosphere more than the beaches, though the island has a few good ones.
Where to stay
Old Town puts you within walking distance of Duval Street, Mallory Square’s sunset celebration, restaurants and historic sights. Expect smaller inns and guesthouses and higher rates.
Near the beaches on the south side, resorts sit closer to Smathers Beach and the Atlantic shoreline.
New Town, along North Roosevelt Boulevard, has more hotels with parking and pools, usually at lower prices, a short drive or bike ride from Old Town.
Best times to visit
Best overall: Late November through April: dry, sunny and warm, the classic time to visit.
Best value: Late spring and late summer through fall, when rates drop after the winter peak.
Busiest: Christmas through Easter, especially February and March, plus special events like Fantasy Fest in late October.
Weather to know: Summer and early fall are hot, humid and rainy. Hurricane season runs June through November, peaking from mid-August through early October.
Getting there
Key West International Airport (EYW) is minutes from town. Many travelers fly into Miami and drive the Overseas Highway, about three and a half to four hours.
Tips for booking
Parking in Old Town is limited and can cost extra, so check whether your hotel includes it. Many visitors skip the car and get around by bike or on foot.
Flying in? Compare flights on CheapOAir
Among the vacation rentals we list in Key West, nightly prices start at $223 and the typical stay is about $450 a night. Prices are sample rates for the dates shown on each stay and change with your dates, so open the deal to see your exact price.
The typical nightly price is about $450 in Key West, compared with Amelia Island & Fernandina Beach $237, Anna Maria Island $372, Bradenton Beach $232, Cape San Blas $370, Clearwater Beach $253, Destin $255, Indian Rocks Beach $177, Marco Island $481, Mexico Beach $318, Navarre Beach $243, Panama City Beach $233, Pensacola Beach $218, Sanibel & Captiva $313, Santa Rosa Beach & 30A $413, Siesta Key $298 nearby. Prices vary with size and dates, so compare the stays that fit your group.
Of the stays we list, 1 has a pool. Use the Hot Tub and Pool filters to see them; pools at some resorts are shared or seasonal, so check the listing.
Yes. 1 stays have four or more bedrooms, up to 4. Use the Large groups filter, and check how many guests each one sleeps.
Pick a stay and choose View Deal. You book directly on Trip.com, which handles payment, confirmation and support. Add your dates above first and the deal opens with them. 41 Vacations doesn’t charge you anything; we may earn a commission from the partner.
Ratings and review counts come straight from guest reviews on our booking partner.
Each listing shows its nightly rate and the dates it’s quoted for, before you click through.
You book and pay directly on the partner’s site, under their terms.