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
The price is ¥34,295 per night from Sep 21 to Sep 22
¥34,295
¥43,786 total
Sep 21 - Sep 22
includes taxes & fees
Stay at this hotel in Key West. Enjoy free WiFi, parking (surcharge), and concierge services. Popular attractions Duval Street and Mallory Square are located ...
8.6/10 Excellent! (423 reviews)
"Room was great for long stays and families. A little outdated but the location was amazing! Easy walk to Mallory square and Duval street. Only complaint is a rooster waking us at 5 am but that’s Key West!"

Reviewed on Sep 6, 2026

Hyatt Vacation Club at Sunset Harbor, Key West
Weatherstation Inn

Weatherstation Inn

2.5 out of 5
57 Front St Key West FL
Fully refundableReserve now, pay when you stay
The price is ¥26,051 per night from Sep 16 to Sep 17
¥26,051
¥29,308 total
Sep 16 - Sep 17
includes taxes & 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)
"Awesome spot"

Reviewed on Sep 7, 2026

Weatherstation Inn
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is ¥22,394 per night from Sep 15 to Sep 16
¥22,394
¥36,466 total
Sep 15 - Sep 16
includes taxes & fees
Book a stay at this spa 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 ...
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 ¥13,930 per night from Oct 4 to Oct 5
¥13,930
¥30,412 total
Oct 4 - Oct 5
includes taxes & 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! (2,502 reviews)
"Great place to stay !!! I recommend 100%"

Reviewed on Sep 7, 2026

Beachside Resort & Residences
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
The price is ¥27,439 per night from Sep 21 to Sep 22
¥27,439
¥40,542 total
Sep 21 - Sep 22
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.8/10 Excellent! (1,804 reviews)
"We stayed at Margaritaville Beach House Key West to celebrate my daughter’s birthday after having a great experience at Margaritaville Hollywood Beach last year. Unfortunately, the difference was huge. The room was okay, but it was at the back of the property, making it a long walk to the pool and ..."

Reviewed on Sep 7, 2026

Margaritaville Beach House Key West
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
The price is ¥16,902 per night from Sep 10 to Sep 11
¥16,902
¥27,686 total
Sep 10 - Sep 11
includes taxes & 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
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.

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.

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.

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 Fort East Martello Museum and Gallery.



Truman Annex, FL