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

Weatherstation Inn

Weatherstation Inn

2.5 out of 5
57 Front St Key West FL
The price is ฿5,906 per night from 12 Aug to 13 Aug
฿5,906
฿6,645 total
12 Aug - 13 Aug
includes taxes & fees
Stay at this boutique B&B in Key West. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their reviews. ...
9.4/10 Exceptional! (1,010 reviews)
"Andy the desk person was superior property very clean and easy accessible"

Reviewed on 11 Aug 2026

Weatherstation Inn
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 ฿7,294 per night from 24 Aug to 25 Aug
฿7,294
฿9,319 total
24 Aug - 25 Aug
includes taxes & fees
Stay at this hotel in Key West. Enjoy free Wi-Fi, parking (surcharge) and concierge services. Popular attractions Duval Street and Mallory Square are located ...
8.6/10 Excellent! (409 reviews)
"Very nice"

Reviewed on 7 Aug 2026

Hyatt Vacation Club at Sunset Harbor, 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 ฿4,553 per night from 1 Sept to 2 Sept
฿4,553
฿7,535 total
1 Sept - 2 Sept
includes taxes & fees
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! (3,506 reviews)
"The beach was closed with no warning. We booked the Southernmost “Beach” resort. No beach available. Really disappointed in not getting a heads up that this could happen."

Reviewed on 11 Aug 2026

Southernmost Beach Resort and Guesthouses
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
The price is ฿3,520 per night from 12 Aug to 13 Aug
฿3,520
฿7,115 total
12 Aug - 13 Aug
includes taxes & fees
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. ...
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 ฿3,982 per night from 10 Sept to 11 Sept
฿3,982
฿6,336 total
10 Sept - 11 Sept
includes taxes & fees
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 ...
8.6/10 Excellent! (2,619 reviews)
"Loved the out door pools two on site and loved the yard amenities from shuffle board to a fun little putting green to cornhole toss the breakfast food out of the toasted coconut that is pool side was delicious. Loved the French toast it was a very thick slice of French toast. Highly recommend this ..."

Reviewed on 11 Aug 2026

Blue Flamingo Resort Key West
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
The price is ฿3,742 per night from 12 Aug to 13 Aug
฿3,742
฿5,274 total
12 Aug - 13 Aug
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy free breakfast, free Wi-Fi and a private beach. Our guests praise the breakfast and the pool in their reviews. Popular ...
8.2/10 Very good! (2,349 reviews)
"This place was an absolute disaster. The room reeked of smoke, like whole cartons of Marlboros, and their best idea was to spray some Lysol into the vent. So all our stuff immediately smelled like smoke. There’s no way in this earth they didn’t notice the odor. The beach smells like rotten eggs, ..."

Reviewed on 11 Aug 2026

Ibis Bay Beach Resort
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.

Downtown Key West

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

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.

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