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

A historical marker for The Little White House, built in 1890, used by American Navy officers, and listed on the National Register of Historic Places in 1974.

Harry S. Truman Little White House

9.0/10 (995 reviews)
Visit the winter home of President Harry S. Truman to see where some of America’s most important post-war decisions were made.
See properties

Things to do

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

£34
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
12 hours Day at Key West With Boat Tour and Snorkeling

Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar

£21
per adult
90% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Snorkler waving underwater in Key West

Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch

£52
per adult
86% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
Key West Premium Sunset Sail with Champagne, Wine & Tapas

Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar

£60
per adult
96% of travellers recommend
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
Key West Parasailing Downtown

Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides

£54
per traveller
92% of travellers recommend
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
Key West Afternoon At The Reef Snorkeling Adventure with Open Bar!

Key West Afternoon At The Reef Snorkeling Adventure with Open Bar!

£36
per adult
92% of travellers recommend
Key West Afternoon At The Reef Snorkeling Adventure with Open Bar!
See all activities in Key West

Top hotels in Truman Annex

Weatherstation Inn

Weatherstation Inn

2.5 out of 5
57 Front St Key West FL
The price is £149 per night from 11 Aug to 12 Aug
£149
11 Aug - 12 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. ...
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 £209 per night from 31 Aug to 1 Sept
£209
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 Southernmost Point are located ...
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 £170 per night from 1 Sept to 2 Sept
£170
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! (3,457 reviews)
"They did not clean the private beach, so there were mounds of rotting sea grass. Not only was the beach completely unavailable, you could smell the rot at the restaurant and in the rooms across the street - even down the street! While there aren't beaches on the other side of the island, you don't ..."

Reviewed on 31 Jul 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 £168 per night from 31 Aug to 1 Sept
£168
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! (2,395 reviews)
"Let's start with a couple of good things. 1) The bed was super comfortable. 2) The room, lobby and bar were aesthetically very pleasing. 3) ...well, I can't think of anything else. The thing that caused us to check out a day early was we took the 'courtesy' shuttle into the tourist area. We expected ..."

Reviewed on 31 Jul 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 £139 per night from 31 Aug to 1 Sept
£139
31 Aug - 1 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! (2,597 reviews)
"Staff was friendly and helpful. Property is beautifully kept. So much to do besides the pool. We’ll definitely be back. Can’t wait."

Reviewed on 31 Jul 2026

Blue Flamingo Resort Key West
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St Key West FL
The price is £218 per night from 31 Aug to 1 Sept
£218
31 Aug - 1 Sept
includes taxes & fees
Stay at this beach resort in Key West. Enjoy free Wi-Fi, a full-service spa and a marina. Our guests praise the pool and the helpful staff in their reviews. ...
9/10 Wonderful! (1,001 reviews)
"The hotel was unique by having the turtles and iguanas. Overall I had a great experience but just a suggestion. The tile inside the pool should be cleaned. It had oil and dirt accumulation. I felt like a little pressure washing the walkway grounds would make it look a lot cleaner. The handicapped ..."

Reviewed on 31 Jul 2026

Hyatt Centric Key West Resort and Spa
See all 2,686 properties in Truman Annex
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. Learn more about Truman Annex
Learn more about Truman Annex
A white lighthouse with a small adjacent building, surrounded by lush green trees and a clear blue sky.

Old Town Key West

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

A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.

Downtown Key West

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

A two-story house with green shutters and a wooden balcony.

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.

A row of pastel-colored houses with white railings and a clear blue sky.

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

Choose two or more items and save on your trip:

Explore a world of travel with Expedia