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Deals on vacations and trips to Truman Annex
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](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/8ab7a790_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
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](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
Pier House Resort & Spa
Key West Historic District
Save 100% on your flight
per person
Aug 1 - Aug 6
found 22 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](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/17dd6b9a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
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](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/888fac6b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
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](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/bcdd451c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)
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](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
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](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/638b50bb_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
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](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/8db64b55_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Southernmost Beach Resort
1319 Duval Street, Key West, FL
Free Cancellation
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](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/440944a9_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
Havana Cabana at Key West
3420 N. Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $183 per night
$183
per night
Jul 10 - Jul 11
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.
![Fairfield Inn and Suites by Marriott Key West](https://images.trvl-media.com/lodging/1000000/10000/9000/8946/899a2a26_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
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.
![24 North Hotel Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/28bc752e_y.jpg?impolicy=fcrop&w=420&h=224&q=medium)
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.
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
Browse Truman Annex vacation photos for more inspiration
![Harry S. Truman Little White House featuring heritage elements, a house and a garden](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63930-Harry-S-Truman-Little-White-House.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)