Truman Annex, FL

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


Truman Annex Hotel Deals

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
$277 nightly
The price is $312 total per night from Jul 28 to Jul 29
$312 total
Jul 28 - Jul 29
Total with taxes and fees
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! (391 reviews)
"Excellent place to be in the middle of everything. Right close by Duval street. My family and I loved the place."

Reviewed on Jul 3, 2026

Hyatt Vacation Club at Sunset Harbor, Key West
Weatherstation Inn

Weatherstation Inn

2.5 out of 5
57 Front St Key West FL
$179 nightly
The price is $201 total per night from Jul 5 to Jul 6
$201 total
Jul 5 - Jul 6
Total with taxes and fees
Book a stay at this boutique B&B in Key West. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
9.4/10 Exceptional! (1,001 reviews)
"We loved this property and location. It’s tucked inside the Truman Annex. Very few cars and surprisingly quiet given its location to Mallory Square. We loved its old Key West charm. The building was once used as our Federal Weather Station. It’s located one block from Truman’s Little White House. ..."

Reviewed on Jul 3, 2026

Weatherstation Inn
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
$192 nightly
The price is $216 total per night from Jul 7 to Jul 8
$216 total
Jul 7 - Jul 8
Total with taxes and fees
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! (2,320 reviews)
"It was a peaceful location that was still in walking distance to a Starbucks & McDonald's. It offered a free shuttle, & we selected a room with an ocean view where we were able to capture breathtaking photos. The room was spacious. The beds were extremely uncomfortable & noisy."

Reviewed on Jul 3, 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
$175 nightly
The price is $197 total per night from Jul 6 to Jul 7
$197 total
Jul 6 - Jul 7
Total with taxes and fees
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 ...
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
$232 nightly
The price is $261 total per night from Jul 14 to Jul 15
$261 total
Jul 14 - Jul 15
Total with taxes and fees
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! (3,410 reviews)
"Got a wonderful upgrade. Staff very friendly and helpful."

Reviewed on Jul 3, 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
$139 nightly
The price is $157 total per night from Jul 12 to Jul 13
$157 total
Jul 12 - Jul 13
Total with taxes and fees
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! (1,260 reviews)
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Reviewed on Jul 3, 2026

Hilton Garden Inn Key West / The Keys Collection
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. Learn more about Truman Annex
Learn more about Truman Annex

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, FL

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