Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Get 24/7 travel help, thanks to our Customer First Guarantee

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Tonight Jan 19 - Jan 20
This weekend Jan 24 - Jan 26
Next weekend Jan 31 - Feb 2

Top Key West Historic District Hotels with Bar

$368
Orchid Key Inn

Orchid Key Inn

3.5 out of 5.0 1004 Duval St, Key West, FL
4.9/5
(23 Reviews)
This hotel features a poolside bar, a bar/lounge, and an outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Enjoy the spa tub and free continental breakfast each morning.
$235
Duval House

Duval House

3.0 out of 5.0 815 Duval St, Key West, FL
4.8/5
(12 Reviews)
An outdoor pool, self parking, and concierge services are featured at this bed & breakfast. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.
$265
Lighthouse Court Hotel

Lighthouse Court Hotel

3.5 out of 5.0 902 Whitehead St, Key West, FL
4.7/5
(12 Reviews)
This hotel features a restaurant, an outdoor pool, and a poolside bar. Unwind with a drink at the bar/lounge and enjoy perks like free continental breakfast and free WiFi. Self parking, a coffee shop, and a terrace are also offered.
$413
The Gardens Hotel

The Gardens Hotel

4.0 out of 5.0 526 Angela Street, Key West, FL
4.7/5
(15 Reviews)
This romantic bed & breakfast features 2 outdoor pools and 2 bars/lounges. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.
$288
The Marker Waterfront Resort Key West

The Marker Waterfront Resort Key West

4.0 out of 5.0 200 William Street, Key West, FL
4.7/5
(38 Reviews)
This smoke-free hotel features 3 outdoor pools, a fitness center, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a poolside bar on site, and a 24-hour front desk and concierge services are also provided.
$359
Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort

4.0 out of 5.0 Zero Duval St., Key West, FL
4.7/5
(109 Reviews)
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this romantic resort. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. There's a poolside bar on site, and laundry facilities and concierge services are also provided.
$379
Pier House Resort & Spa

Pier House Resort & Spa

4.0 out of 5.0 1 Duval St, Key West, FL
4.7/5
(99 Reviews)
This romantic resort features a private beach, a full-service spa, and 2 restaurants. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Relax with a drink at one of the 3 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.
$409
H2O Suites - Adults Only

H2O Suites - Adults Only

3.5 out of 5.0 1212 Simonton Street, Key West, FL
4.6/5
(9 Reviews)
This hotel features a poolside bar, a bar/lounge, and an outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Enjoy the fitness center and perks like free self parking.
$251
The Southernmost Inn-Adults Only

The Southernmost Inn-Adults Only

2.5 out of 5.0 525 United Street, Key West, FL
4.5/5
(103 Reviews)
2 outdoor pools, a spa tub, and a fitness center are all featured at this Victorian hotel. Enjoy the free continental breakfast each morning. Self parking, a 24-hour business center, and a coffee shop are also offered.
$379
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4.0 out of 5.0 601 Front St, Key West, FL
4.2/5
(79 Reviews)
A marina, a 24-hour fitness center, and a restaurant are all featured at this smoke-free resort. Traveling on business? Take advantage of the 2 conference rooms, business center, and valet parking. Enjoy the outdoor pool and perks like free WiFi.
$279
Silver Palms Inn

Silver Palms Inn

3.5 out of 5.0 830 Truman Ave, Key West, FL
4.2/5
(26 Reviews)
This hotel features a poolside bar, a bar/lounge, and an outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
$297
Crowne Plaza Key West-La Concha

Crowne Plaza Key West-La Concha

4.0 out of 5.0 430 Duval St, Key West, FL
4.1/5
(141 Reviews)
This romantic hotel features a golf course, a full-service spa, and 2 restaurants. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free valet parking. Enjoy the outdoor pool and visit the 3 bars/lounges and poolside bar for drinks.

Travelers Like You Recently Booked These Key West Historic District Hotels

Map

Pocket Guide: Hotels with Bar in Key West Historic District

Search for hotels in Key West Historic District on Travelocity. You can easily find your hotels in Key West Historic District using one of the methods below:

  • View our selection of featured hotels in Key West Historic District
  • Use the map to find hotels in the Key West Historic District neighborhood you prefer
  • Use the filters to see hotels in a specific area of Key West Historic District, select a specific theme, brand, or hotel class from basic (1 Star) to luxury hotels (5 Stars) in Key West Historic District
  • Enter your travel dates to view the best deals on hotels in Key West Historic District - while they last

Recent Key West Historic District Hotel Reviews By Fellow Wanderers

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.