Truman Annex

Key West

A white building with American flags and a sign for 'Harry's Truman Overseas Hotel'.
A series of tall, slender poles against a clear blue sky.
A large red brick building with arched windows and a tiled roof, surrounded by palm trees.
A sunset over a calm sea with a pier extending into the water.
A tree-lined sidewalk with a white picket fence and lush greenery.

Stay near popular Truman Annex attractions

Things to do


Top hotels in Truman Annex

Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 out of 5
200 Sunset Lane Key West FL
The price is P13,647 per night from Jul 28 to Jul 29
P13,647
per night
Jul 28 - Jul 29
Stay at this hotel in Key West. Enjoy free WiFi, parking (surcharge), and concierge services. Popular attractions Duval Street and Southernmost Point are located ...
8.6/10 Excellent! (390 reviews)
"We enjoyed our stay here very much. The apartment was clean, well maintained, and spacious. Our kids loved the pool and we loved that the location was central and walkable to many local sites. Was charged additional $100 fee at check in and the staff member seemed annoyed that I was asking for clarification. ..."

Reviewed on Jul 1, 2026

Hyatt Vacation Club at Sunset Harbor, Key West
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
The price is P8,439 per night from Jul 8 to Jul 9
P8,439
per night
Jul 8 - Jul 9
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (2,314 reviews)
"We booked a two bedroom suite. It was not as advertised. There was a primary entry and then a secondary entry to two separate rooms. One room was small and was only a bedroom. The second room was an actual suite with a master bedroom. With three small kids this was less than ideal. I spoke to staff ..."

Reviewed on Jun 30, 2026

Beachside Resort & Residences
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
The price is P8,226 per night from Jul 5 to Jul 6
P8,226
per night
Jul 5 - Jul 6
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.4/10 Very Good! (2,464 reviews)
"Did not like the rooms. They were like a motel set up"

Reviewed on Jul 1, 2026

Blue Flamingo Resort Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is P12,494 per night from Jul 22 to Jul 23
P12,494
per night
Jul 22 - Jul 23
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (3,418 reviews)
"Beautiful resort ! Very clean ! The staff was amazing , everyone on the property was very friendly They always reached out from the front desk ( not a virtual assistant) to make sure you had all that you needed and to let you know about fun events they were having that day , thank you Frank ,Marilyn ..."

Reviewed on Jul 1, 2026

Southernmost Beach Resort and Guesthouses
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd Key West FL
The price is P8,665 per night from Jul 6 to Jul 7
P8,665
per night
Jul 6 - Jul 7
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...
8/10 Very Good! (1,257 reviews)
"Todo perfecto solamente cuando llegamos no nos informaron mucho sobre los buses que uno podía tomar ahí nos enteramos ya al final por que atentamente la señorita que no hizo en chek out nos explicó creo que si deberían tomar un poco de tiempo y explicar las alternativas esto ami personalmente me ..."

Reviewed on Jul 1, 2026

Hilton Garden Inn Key West / The Keys Collection
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St Key West FL
The price is P17,316 per night from Jul 8 to Jul 9
P17,316
per night
Jul 8 - Jul 9
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,201 reviews)
"Always a good time, no sargassum"

Reviewed on Jul 1, 2026

Pier House Resort & Spa
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.

Where to stay in Truman Annex

Find the best Truman Annex areas and neighborhoods for the activities you enjoy most.

Old Town Key West

If you're spending some time in Old Town Key West, Duval Street and Florida Keys Beaches are top sights worth seeing.

Key West Historic District

Travelers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to make a stop by Duval Street and Florida Keys Beaches.

Downtown Key West

If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.

New Town

Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Key West Tropical Forest and Botanical Garden.



Truman Annex