Top Truman Annex Hotels

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Where to stay in Truman Annex

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

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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.

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

Stock Island

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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.

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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.

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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.

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Top Truman Annex Hotel Reviews

Pier House Resort & Spa

10/10 Excellent

"Check-in was quick and easy, loved the wristbands as the room keys! The room was clean, nicely decorated, and had a huge bathroom (Junior Spa Suite). Beach was on the smaller side, but adequate, pool was also small. Staff were friendly and helpful!"

Parrot Key Hotel & Villas

10/10 Excellent

"We had a wonderful stay. Our balcony overlooks the ocean. We enjoyed the sunsets. House keeping was not good. They were short personal. We got our towels changed out everyday but no cleaning our room except for one day out of 5 days. The grounds was pretty and maintained. The restaurant was outside but nice. Chicken and roasters everywhere. The whole island was like that. The rooms were quiet and had ceiling fans in each room. I would stay here again. Parking was valet only."

Weatherstation Inn

10/10 Excellent

"This is a historic building converted into a boutique hotel. The rooms are nice sized, bed was comfortable and the area was very nice and safe. It is located in the middle of the Truman Annex area. They have a small pool and no longer share the amenities with their sister property, Opal Key, as they once offered. There is not a hotel shuttle from the airport available any longer as well. What was awesome about this place was the service by the staff members, the fantastic location and within walking distance to Duval St, Mallory Square and lots of restaurants, bars and shops. They also offered a very simple but nice array of fresh juice, milk, water and grab and go breakfast items, such as croissants, bagels, yogurt, coffee, tea, granola bars and all the necessary condiments. There is WiFi available and the property, though small, is beautifully landscaped. Housekeeping is by request during your stay. We would definitely book again."

Hyatt Vacation Club at Windward Pointe, Key West

8/10 Good

"Really nice Hotel and pool. Really good bar and food by the pool. Only complaint was the 5 nights I was there house keeping never once came to refresh my room. Good thing i brought detergent and a washer and dryer was in the room. Everything was great but that would've made it spectacular."

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 313 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 Roy John-Karl Gallery 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, Truman Waterfront Park, and Key West Film Society. While you're out sightseeing, Florida Keys Eco - Discovery Center and We Cycle Key West are a couple of additional sights to visit in Key West.

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Our top choices for Truman Annex hotels

1. Weatherstation Inn

2. Hyatt Vacation Club at Sunset Harbor, Key West

3. The Cabana Inn Key West - Adults Only

4. Opal Key Resort & Marina, Key West

5. Simonton Court Historic Inn & Cottages

6. Paradise Inn Key West - Adults Only

7. The Marquesa Hotel

8. Island City House Hotel

9. La Concha Key West, Autograph Collection

10. Almond Tree Inn Hotel - Adults Only

11. Tranquility Guest House

12. Heron House - Adult Only

13. Pegasus International Hotel

14. Lighthouse Hotel - Key West Historic Inns

15. Pier House Resort & Spa

16. Duval House

17. Duval Inn

18. Ocean Key Resort - A Noble House Resort

19. The Southernmost Inn - Adults Only

20. Hyatt Centric Key West Resort and Spa

Where to stay in Truman Annex

Old Town Key West

Stock Island

Downtown Key West

Key West Historic District

New Town

Top Truman Annex Hotel Reviews

Pier House Resort & Spa

Frequently asked questions

Explore a world of travel with Expedia