Truman Annex Travel Guide

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 ฿7,639 per night from 14 Jul to 15 Jul
฿7,639
per night
14 Jul - 15 Jul
Stay at this hotel in Key West. Enjoy free Wi-Fi, parking (surcharge) and concierge services. Popular attractions Duval Street and Southernmost Point are located ...
8.6/10 Excellent! (389 reviews)
"Great venue and a very helpfull staff"

Reviewed on 29 Jun 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 ฿4,575 per night from 7 Jul to 8 Jul
฿4,575
per night
7 Jul - 8 Jul
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 2 restaurants and a private beach. Our guests praise the pool and the helpful staff in their reviews. ...
8.6/10 Excellent! (2,317 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 30 Jun 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 ฿4,459 per night from 6 Jul to 7 Jul
฿4,459
per night
6 Jul - 7 Jul
Stay at this family-friendly hotel in Key West. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the pool and the helpful staff in their ...
8.4/10 Very good! (2,464 reviews)
"Did not like the rooms. They were like a motel set up"

Reviewed on 1 Jul 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 ฿6,287 per night from 13 Jul to 14 Jul
฿6,287
per night
13 Jul - 14 Jul
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
8.8/10 Excellent! (3,415 reviews)
"A variety of things to do"

Reviewed on 30 Jun 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 ฿4,286 per night from 15 Jul to 16 Jul
฿4,286
per night
15 Jul - 16 Jul
Stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge) and a free local area shuttle. Our guests praise the pool and the ...
8/10 Very good! (1,255 reviews)
"Staff was very friendly, location was excellent, and room was generous in size! Very happy with our stay here!"

Reviewed on 30 Jun 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
Fully refundable
The price is ฿8,717 per night from 8 Jul to 9 Jul
฿8,717
per night
8 Jul - 9 Jul
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 in their ...
9/10 Wonderful! (1,200 reviews)
"We had a great time, the staff were so friendly and helpful. The one downside was the price for our suite was a little ridiculous for what the room really was. Our suite was very small with no view. Most hotels we stay at have bigger / nicer rooms for the price."

Reviewed on 30 Jun 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 for the activities you enjoy most.

Old Town Key West

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Florida Keys Beaches.

Key West Historic District

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

Downtown Key West

While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

New Town

While there might not be top attractions in New Town, you can explore the larger area and discover places like Smathers Beach and Key West Tropical Forest and Botanical Garden.



Truman Annex Travel Guide