Top Truman Annex Hotels

A white building with American flags and a sign for 'Harry's Truman Overseas Hotel'.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Where to stay in Truman Annex

Find the best Truman Annex areas and neighborhoods for the activities you enjoy most.

A white lighthouse with a small adjacent building, surrounded by lush green trees and a clear blue sky.

Old Town Key West

Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.

See properties

A sunset over a coastal landscape with a small island surrounded by water.

Stock Island

See properties

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

Key West Historic District

Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.

See properties

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

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.

See properties

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

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.

See properties

Top Truman Annex Hotel Reviews

Hilton Garden Inn Key West / The Keys Collection

8/10 Good

"Nice hotel, but breakfast too expansive for just eggs and sausage."

Blue Flamingo Resort Key West

8/10 Good

"This place was clean and felt so cozy. It was a real treat to have access to outdoor activities right on the premises. Having two pools available enhanced our comfort during the stay. We found the atmosphere to be very relaxing and enjoyable. We would certainly recommend this location for a pleasant getaway."

Weatherstation Inn

8/10 Good

"Super clean gated-community in Key West within walking distance to all the fun on Duvall Street. The pool is small, and to be a “bed and breakfast” the breakfast is stale pastries and yogurt, but if your looking for a clean, affordable room with free parking within walking distance to all the fun, this place checks all the boxes!"

The Reach Key West, Curio Collection by Hilton

8/10 Good

"Each morning there was staff outside cleaning pipes, the walls and ceilings of the outdoor walkway areas. Staff was very responsive to our needs, and everyone was very friendly. Their restaurant had good food, the room was cool and had a ceiling fan which was helpful to keep cool. It is right on the waterfront. Just unfortunate we were there during a bad season of sargassum which is very smelly. They say it usually lasts about 3 weeks (mid May to early June) but has been about 2 months. This hotel is located on the south side of town right on the Atlantic. Other than that, it was good. Obviously they have no control over the algae problem."

Margaritaville Beach House Key West

10/10 Excellent

"We stayed one night and well into the next day beyond checkout at the pool. Staff was great easy to check in room was fine for the one night stay especially for the price. The staff allowed us to store luggage and hang out by the pool until we were able to move to another hotel and meet up with another party.The only complaint would be that the shuttle was not available like I thought it may be to go down to Duvall and come back. We waited for quite some time and ended up getting an Uber, so the savings that we anticipated did not come to fruition."

Hyatt Vacation Club at Windward Pointe, Key West

8/10 Good

"I was very upset when I arrived because I was expecting a full frontal ocean view. Instead I got a partial view.all the pictures I saw for the room was full ocean view so it was extremely disappointing and misleading. Honestly, had I known it wasn’t guaranteed I would have booked somewhere else. The manager spoke to me and she wasn’t helpful at all she just aggravated the situation more. The resort is nice and the rooms were spacious I just think the customer service could have been better and have a proper manager who can handle situations like that"

Frequently asked questions

What is Truman Annex like?

You'll be sure to have fun visiting Key West's Truman Annex neighborhood. Be sure to check out Harry S. Truman Little White House and Jackson Square as part of your Truman Annex travel plans.

Where is the best place to stay in Truman Annex?

Based on our traveler data, Weatherstation Inn is one of the top choices for your stay in Truman Annex. This B&B is a short 5-minute walk from Duval Street, and it offers free breakfast and an outdoor pool. Another good choice for your stay in the area is Hyatt Vacation Club at Sunset Harbor, Key West.

How many hotels can I expect to find in the Truman Annex area?

If you're searching for places to stay in Key West, Expedia has something to meet your needs with 311 Truman Annex hotels and other accommodations to choose from.

If I need to cancel my hotel reservation in Truman Annex, will I receive a refund?

Yes! Most room reservations are refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, it may still be possible to cancel it and be given a refund within a 24-hour period of your booking. Add dates, click "Search", then filter by "fully refundable" to view top deals in Truman Annex.

Where can I learn more about changing or cancelling my trip to Truman Annex?

To find more details about changing or cancelling your trip to Truman Annex, go to https://www.expedia.com/service/.

What is there to do in this Key West neighborhood?

Harry S. Truman Little White House, Mel Fisher Maritime Museum, and USCGC Ingham Maritime Museum feature captivating exhibits to peruse while you're checking out Truman Annex. Jackson Square and Truman Waterfront Park are also a couple of places to visit in the neighborhood. A few places to visit in the area around Truman Annex include Duval Street, Key West Film Society, and Florida Keys Eco - Discovery Center. While you're out sightseeing, We Cycle Key West and Heritage House Museum are a couple of additional sights to visit in Key West.

Explore a world of travel with Expedia

More ways to book

Book Hotels in Truman Annex on Expedia.com

Find hotels in Truman Annex, Key West

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Truman Annex hotels

1. Weatherstation Inn

2. Hyatt Vacation Club at Sunset Harbor, Key West

3. Opal Key Resort & Marina, Key West

4. Simonton Court Historic Inn & Cottages

5. Paradise Inn Key West - Adults Only

6. Almond Tree Inn Hotel - Adults Only

7. Lighthouse Hotel - Key West Historic Inns

8. Tranquility Guest House

9. La Concha Key West, Autograph Collection

10. The Marquesa Hotel

11. The Cabana Inn Key West - Adults Only

12. Island City House Hotel

13. Pegasus International Hotel

14. Pier House Resort & Spa

15. Heron House - Adult Only

16. Duval Inn

17. Westwinds Inn

18. The Southernmost Inn - Adults Only

19. Duval House

20. Hyatt Centric Key West Resort and Spa

Where to stay in Truman Annex

Old Town Key West

Stock Island

Key West Historic District

Downtown Key West

New Town

Top Truman Annex Hotel Reviews

Hilton Garden Inn Key West / The Keys Collection

Frequently asked questions

Explore a world of travel with Expedia