Truman Annex flight + hotel vacation packages
Price found within the past 48 hours. Click for updated prices.
Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
Save 100% on your flight
per person
Aug 21 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to Key West (EYW)
A private beach, a full-service spa, and 2 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the gym and perks like free WiFi.
Pier House Resort & Spa
Key West Historic District
Save 100% on your flight
per person
Aug 1 - Aug 6
found 16 hours ago
Roundtrip non-stop flight included
Newark (EWR) to Key West (EYW)
This smoke-free resort features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls.
Ibis Bay Beach Resort
Northside Resort
Save 100% on your flight
per person
Aug 21 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to Key West (EYW)
This Art Deco hotel features a private beach, a marina, and a restaurant. Enjoy a day at the beach kayaking, or relax with sun loungers. Enjoy the outdoor pool and free perks like continental breakfast and WiFi in public areas.
The Reach Key West, Curio Collection by Hilton
Old Town Key West
Save 100% on your flight
per person
Aug 21 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to Key West (EYW)
This hotel features a private beach, a full-service spa, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, express check-out, and valet parking. Enjoy the outdoor pool and unwind at the bar/lounge and poolside bar.
The Marker Key West Harbor Resort
Key West Historic District
Save 100% on your flight
per person
Aug 21 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to Key West (EYW)
This eco-certified hotel features 3 outdoor pools, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
Top Truman Annex hotels deals
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $167 per night
$167
per night
Jun 19 - Jun 20
A marina, 6 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. There's a restaurant and a bar/lounge for dining and drinks, and also a gym on site.
Pool
Pet friendly
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $199 per night
$199
per night
Jul 14 - Jul 15
This hotel features a restaurant, an outdoor pool, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's a 24-hour gym on site, and a 24-hour front desk and dry cleaning are also provided.
Pool
Pet friendly
Southernmost Beach Resort
1319 Duval Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $201 per night
$201
per night
Jun 19 - Jun 20
This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling for business? Take advantage of the 24-hour business center, laundry service, and conference space.
Pool
Spa
Havana Cabana at Key West
3420 N. Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $167 per night
$167
per night
Jun 23 - Jun 24
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the spa tub and perks like free self parking.
Pool
Hot Tub
Fairfield Inn and Suites by Marriott Key West
2400 N Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $158 per night
$158
per night
Jun 23 - Jun 24
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy free perks like continental breakfast and free self parking. A poolside bar, a 24-hour front desk, and a terrace are also provided.
Pool
Breakfast included
24 North Hotel Key West
3820 North Roosevelt Boulevard, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $139 per night
$139
per night
Jun 19 - Jun 20
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a 24-hour gym. Business travelers can take advantage of the 24-hour business center. There's a poolside bar on site, and laundry facilities and concierge services are also provided.
Pool
Pet friendly
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Popular places to visit
Harry S. Truman Little White House
4.5/5(834 reviews)
Visit the winter home of President Harry S. Truman to see where some of America’s most important post-war decisions were made.
Mel Fisher Maritime Museum
4.5/5(47 reviews)
Key West’s definitive maritime museum is an important attraction for anyone wanting to learn about early life in the Keys. Hear stories of slavery, pirates and fishermen.
Jackson Square
4.5/5(81 reviews)
You can learn about the history of Key West with a stop at Jackson Square. Stroll along the seaside or discover the area's beautiful sunsets.
Photos of local treasures
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