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 ฿5,926 per night from 26 Aug to 27 Aug
฿5,926
฿6,667 total
26 Aug - 27 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! (1,001 reviews)
"We loved the location of this property. it was close to Duval Street and the property was beautiful. our room gorgeous. The staff was friendly. We used their pool every day. It was very quiet and was located on a beautiful street. The only issues we had was that the door to the room stuck a bit and ..."

Reviewed on 13 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 ฿7,334 per night from 31 Aug to 1 Sept
฿7,334
฿9,371 total
31 Aug - 1 Sept
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! (410 reviews)
"The location was great, the rooms are beginning to show some age and the staff is good , but not outstanding."

Reviewed on 12 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 ฿4,568 per night from 3 Sept to 4 Sept
฿4,568
฿7,559 total
3 Sept - 4 Sept
includes taxes & fees
Stay at this spa 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. ...
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 ฿3,321 per night from 31 Aug to 1 Sept
฿3,321
฿6,902 total
31 Aug - 1 Sept
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. ...
8.6/10 Excellent! (2,430 reviews)
"The room was ok. Hot shower comfy bed. Says it is on the beach not what I expected at all. Swam at other better beaches"

Reviewed on 13 Aug 2026

Beachside Resort & Residences
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
The price is ฿3,564 per night from 17 Aug to 18 Aug
฿3,564
฿5,079 total
17 Aug - 18 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! (2,333 reviews)
"Room was beautifully decorated and more than enough space for our family. The shower we had was extremely small though, so just a word of caution for us bigger-boned folk! I made it work but it wasn't easy. Breakfast is at the restaurant and was good. Pool is great, private beach is great. We lived ..."

Reviewed on 13 Aug 2026

Ibis Bay Beach Resort
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4 out of 5
2801 N Roosevelt Blvd Key West FL
The price is ฿4,635 per night from 31 Aug to 1 Sept
฿4,635
฿7,114 total
31 Aug - 1 Sept
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 4 outdoor pools and breakfast (surcharge). Our guests praise the pool and the bar in their reviews. Popular ...
9/10 Wonderful! (1,446 reviews)
"This place leaves a lot to be desired. Lipstick on a pig. Overpriced for the amenities. Rooms are fine looking but not great. Staff really doesn’t excel at service. Amenity daily rate doesn’t make sense with what you get. Restaurant is abysmal."

Reviewed on 14 Aug 2026

Parrot Key Hotel & Villas
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