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

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
Fully refundableReserve now, pay when you stay
The price is ฿7,928 per night from 23 Jul to 24 Jul
฿7,928
฿10,049 total
23 Jul - 24 Jul
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 ...
8.6/10 Excellent! (392 reviews)
"Pool area is nice. Location is great, close to Duval street and Mallory Square."

Reviewed on 4 Jul 2026

Hyatt Vacation Club at Sunset Harbor, Key West
Weatherstation Inn

Weatherstation Inn

2.5 out of 5
57 Front St Key West FL
The price is ฿5,971 per night from 12 Jul to 13 Jul
฿5,971
฿6,718 total
12 Jul - 13 Jul
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! (1,006 reviews)
"Super cute place! Great location, super cute room, staff was nice. Will definitely come back here."

Reviewed on 7 Jul 2026

Weatherstation Inn
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
The price is ฿4,716 per night from 16 Jul to 17 Jul
฿4,716
฿8,506 total
16 Jul - 17 Jul
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! (2,335 reviews)
"Loved our stay and room was very nice & comfortable. Toilets run slow and front desk staff seems hurried to help, but wouldn't definitely stay again cause the resort is just that nice."

Reviewed on 9 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 ฿4,187 per night from 12 Jul to 13 Jul
฿4,187
฿6,593 total
12 Jul - 13 Jul
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 ...
8.4/10 Very good! (2,510 reviews)
"My favorite place I’ve stayed ever. My wife and I spent the first 3 nights of our honeymoon at the Blue Flamingo Resort. We spent most of one our days at the resort. Honestly, we could have stayed there the whole time but we booked a lot. We had the Oceanview King room. We loved the pool. We enjoyed ..."

Reviewed on 8 Jul 2026

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
The price is ฿6,817 per night from 2 Aug to 3 Aug
฿6,817
฿10,117 total
2 Aug - 3 Aug
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! (3,435 reviews)
"3 pools to choose from."

Reviewed on 9 Jul 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
The price is ฿5,208 per night from 9 Aug to 10 Aug
฿5,208
฿6,800 total
9 Aug - 10 Aug
includes taxes & fees
Stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge) and a free local area shuttle. Our guests praise the pool and the ...
8/10 Very good! (1,272 reviews)
"Staff super friendly, and overall it’s a nice hotel. The traffic was loud if you stayed in the front building. It was also difficult to make a left turn out of the parking lot onto Rosevelt Dr."

Reviewed on 8 Jul 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 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 Southernmost Point.

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 Mallory Square.

Downtown Key West

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

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