We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
Clear all
Your Selections
  Free Wifi Beach Luxury City Centre Mid-range Breakfast included Pool Romantic Best Value Free Parking Resort hotel Trendy Boutique Family-friendly Charming Quiet Restaurant Pets Allowed Suites Kitchenette Spa Bar/Lounge Airport Transportation Fitness centre Quaint Room Service Business Classic Green & up Internet & up Air Conditioning & up Non-Smoking Hotel Concierge Independent Hotels Clean Hotels Hotels with Restaurants Quiet Hotels Suite Hotels Hotels with Bars Hotels with Balconies Modern Hotels Charming Hotels Hotels with Free Wifi Beach Resorts Business services Downtown Hotels City Centre Hotels Hotels with Hot Tubs Hotels with Jacuzzi Honeymoon Hotels Boutique Hotels Meeting room Hotels with Complimentary Breakfast Safe Hotels Hotels with Shuttle Romantic Boutique Hotels Spring Break Hotels Hotels with Room Service Reduced mobility rooms Budget Hotels Wedding Hotels Cheap Hotels Couples Hotels Quiet Resorts Suite Resorts Unique Hotels Family Resorts Party Hotels Spa Hotels Spa Resorts Luxury Resorts Wedding Resorts Luxury Boutique Hotels Boutique Spa Hotels Spring Break Resorts Hotels with Kitchenette Historic Hotels Boardwalk Resorts Hotels with Private Beach Resorts with Jacuzzi Fishing Resorts Oceanfront Hotels Boutique Resorts Unique Resorts Honeymoon Resorts Couples Resorts Heritage Hotels Themed Hotels Diving Resorts Condo Resorts Luxury Spa Hotels Duval Street The Ernest Hemingway Home and Museum Mallory Square Luxury Spa Resorts Beach Motels Luxury Beach Resorts Hotels with Villas Boardwalk Hotels Condo Hotels Timeshare Resorts Hyatt Holiday Club Luxury Beach Hotels Hotels with Infinity Pools Cheap Resorts Affordable Hotels Affordable Resorts Romantic Bed and Breakfast Romantic Resorts Apartment Hotels $ $$ $$$ $$$$ Waldorf Astoria Fairfield Inn Adults Only and Adult Friendly Hotels Ibis Singles Hotels Sheraton Hotels with Smoking Rooms Hilton Garden Inn Hotels With Entertainment Courtyard Hyatt Marriott Autograph Collection All Inclusive Hotels Luxury Family Hotels Timeshare Rentals All Inclusive Resorts Best Western Plus Marriott Golf Resorts Crowne Plaza Best Western Health Resorts Any distance from Smallest Bar
Price per night
Enter dates & see best prices
to
Amenities
More
Amenities
Location
(reset)
Any Distance
from
Traveller Rating
Hotel class
Style
More
Style
Hotel brand
More
Hotel brand
  • Sort by:
  • Traveller Ranked
  • Best Value
  • Lowest Price
  • Distance
TripAdvisor members only.
Login for exclusive access to hotel deals up to 40% off
Login to get best prices
Like saving money? We search up to 200 sites to help you save up to 30%
Ocean Key Resort & Spa
Orbitz.com
View Deal
0 Duval Street, Key West, FL 33040-6611
0.2 km from Smallest Bar
  • Free Wifi
  • Pool
Pier House Resort & Spa
No availability for your dates from these sites
1 Duval St, Key West, FL 33040-6610
0.2 km from Smallest Bar
  • Free Wifi
  • Pool
Cypress House Hotel : Key West
Booking.com
View Deal
601 Caroline St, Key West, FL 33040-6606
0.2 km from Smallest Bar
  • Free Wifi
  • Breakfast included
Margaritaville Key West Resort & Marina
No availability for your dates from these sites
245 Front Street, Key West, FL 33040-8313
0.2 km from Smallest Bar
  • Pool
  • Restaurant
The Saint Hotel Key West, Autograph Collection
Autograph
US$749
View Deal
417 Eaton St, Key West, FL 33040-6511
0.3 km from Smallest Bar
  • Free Wifi
  • Pool
Hyatt Centric Key West Resort and Spa
Travelocity
View Deal
601 Front Street, Key West, FL 33040-6620
0.3 km from Smallest Bar
  • Free Wifi
  • Pool
Simonton Court Historic Inn and Cottages
Agoda.com
View Deal
320 Simonton St, Key West, FL 33040-6869
0.3 km from Smallest Bar
  • Free Wifi
  • Breakfast included
The Galleon Resort And Marina
Booking.com
View Deal
617 Front St, Key West, FL 33040-6620
0.3 km from Smallest Bar
  • Free Wifi
  • Free Parking
Hyatt Sunset Harbor Resort
AMOMA
View Deal
200 Sunset Way, Key West, FL 33040-8312
0.3 km from Smallest Bar
  • Free Wifi
  • Pool
The Marker Waterfront Resort
Travelocity
View Deal
200 William Street, Key West, FL 33040
0.4 km from Smallest Bar
  • Free Wifi
  • Pool
Crowne Plaza Key West La Concha
Orbitz.com
View Deal
430 Duval Street, Key West, FL 33040-6551
0.4 km from Smallest Bar
  • Free Wifi
  • Pool
Marquesa Hotel
No availability for your dates from these sites
600 Fleming St, Key West, FL 33040-6826
0.5 km from Smallest Bar
  • Free Wifi
  • Free Parking
Pegasus International Hotel
No availability for your dates from these sites
501 Southard St, Key West, FL 33040-6835
0.6 km from Smallest Bar
  • Free Wifi
  • Breakfast included
No availability for your dates from these sites
526 Angela St, Key West, FL 33040-7433
0.8 km from Smallest Bar
  • Free Wifi
  • Breakfast included
Eden House
No availability for your dates from these sites
1015 Fleming Street, Key West, FL 33040-6962
0.9 km from Smallest Bar
  • Free Wifi
  • Free Parking
Sunset Key Cottages
Expedia.com
US$1,926
View Deal
245 Front Street, Key West, FL 33040-8313
0.9 km from Smallest Bar
  • Free Wifi
  • Pool
Lighthouse Court Hotel in Key West
No availability for your dates from these sites
902 Whitehead St, Key West, FL 33040-7423
1.0 km from Smallest Bar
  • Free Wifi
  • Breakfast included
Booking.com
US$679
View Deal
1004 Duval Street, Key West, FL 33040-3126
1.1 km from Smallest Bar
  • Free Wifi
  • Breakfast included
Almond Tree Inn
Expedia.com
US$689
View Deal
512 Truman Avenue, Key West, FL 33040-3141
1.1 km from Smallest Bar
  • Free Wifi
  • Breakfast included
Key Lime Inn Key West
No availability for your dates from these sites
725 Truman Ave, Key West, FL 33040-6423
1.2 km from Smallest Bar
  • Free Wifi
  • Breakfast included
Chelsea House Hotel in Key West
No availability for your dates from these sites
709 Truman Ave, Key West, FL 33040-6423
1.2 km from Smallest Bar
  • Free Wifi
  • Breakfast included
Silver Palms Inn
No availability for your dates from these sites
830 Truman Avenue, Key West, FL 33040-6426
1.3 km from Smallest Bar
  • Free Wifi
  • Free Parking
La Te Da Hotel
Hotels.com
View Deal
1125 Duval St, Key West, FL 33040-3156
1.3 km from Smallest Bar
  • Free Wifi
  • Breakfast included
H2O Suites Hotel
Travelocity
US$759
View Deal
1212 Simonton St, Key West, FL 33040
1.5 km from Smallest Bar
  • Free Wifi
  • Free Parking
Southernmost Beach Resort
No availability for your dates from these sites
1319 Duval Street, Key West, FL 33040-3118
1.5 km from Smallest Bar
  • Free Wifi
  • Pool
Best Western Hibiscus Motel
Travelocity
View Deal
1313 Simonton St, Key West, FL 33040-3113
1.6 km from Smallest Bar
  • Free Wifi
  • Free Parking
Southwinds Motel
Travelocity
View Deal
1321 Simonton St, Key West, FL 33040-3113
1.6 km from Smallest Bar
  • Free Wifi
  • Free Parking
No availability for your dates from these sites
1401 Simonton St, Key West, FL 33040-3116
1.7 km from Smallest Bar
  • Free Wifi
  • Free Parking
The Southernmost House
Cancelon
View Deal
1400 Duval St, Key West, FL 33040-3133
1.7 km from Smallest Bar
  • Free Wifi
  • Breakfast included
The Reach Key West, A Waldorf Astoria Resort
SAVE US$73
US$812
Waldorf.com
US$739
View Deal
1435 Simonton Street, Key West, FL 33040-3116
1.8 km from Smallest Bar
  • Free Wifi
  • Pool
*Prices are the average nightly price provided by our partners and may not include all taxes and fees. Taxes and fees that are shown are estimates only. Please see our partners for more details.