A historical marker for The Little White House.

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Dates

November 2026

December 2026

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Compare popular hotels in Truman Annex

Property	Star rating	Guest rating
Weatherstation Inn	2.5 star property	9.4 Exceptional 1,000 reviews	View
Hyatt Vacation Club at Sunset Harbor, Key West	3.5 star property	8.6 Excellent 444 reviews	View
L'Habitation Guest House - Adults Only	2.5 star property	9.4 Exceptional 1,001 reviews	View
Opal Key Resort & Marina, Key West	5.0 star property	9.2 Wonderful 1,218 reviews	View
The Saint Hotel Key West, Autograph Collection, Adult Only	3.5 star property	9.0 Wonderful 378 reviews	View

Where to stay in Truman Annex

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

A large red brick building with arched windows and a prominent entrance.

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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The Monroe County Courthouse with a clock tower, surrounded by trees and a clear blue sky.

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 white lighthouse surrounded by lush greenery and a white picket fence.

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 Fort East Martello Museum and Gallery.

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Top Truman Annex Hotel Reviews

A wooden deck with wicker furniture and a white railing, surrounded by lush tropical vegetation.

Weatherstation Inn

Old Town Key West

10/10 Excellent

Tucked into the very quiet Truman Annex, the Weatherstation Inn was a great find. It is an old house, built in 1911. If you enjoy old, quiet inns with reconfigured spaces, then this is the place for you. If you are looking for uniform, sleek and modern, then head on down the road. The continental breakfast was just right with delicious pastries from local bakery and the bed was comfy. Perhaps the most perfect aspect of the inn is the parking space where we parked our vehicle upon arrival and did...

GaGirlWalking

A green house with a white porch, a flag, and a sign advertising a property for sale.

L'Habitation Guest House - Adults Only

Key West Historic District

10/10 Excellent

Anonymous traveler

A balcony with a table set for two, overlooking a beach and ocean.

Hyatt Vacation Club at Sunset Harbor, Key West

Old Town Key West

10/10 Excellent

We really enjoyed our stay and was perfect for a quick weekend trip. Parking across the street, (make sure to go in and get the card to help you park) very convenient location for everything. The staff is extremely friendly and welcoming, and the grounds are beautiful and well kept. Opt for a private balcony if possible. It was awesome being able to walk to everything and watch a cruise depart from the pool! Will be back and would recommend! Oh and bring earplugs for sleeping since you’re not...

Jacquelyn

A hotel with a covered entrance, multiple balconies, and palm trees.

Opal Key Resort & Marina, Key West

Old Town Key West

10/10 Excellent

Jose

A narrow pathway flanked by white buildings with balconies, leading to a gated entrance.

The Saint Hotel Key West, Autograph Collection, Adult Only

Key West Historic District

10/10 Excellent

Michelle

A pool area with lounge chairs and a cabana.

Ocean Key Resort - A Noble House Resort

Key West Historic District

10/10 Excellent

The staff was extremely friendly and courteous. Everyone was wonderful. The property was immaculate. The hotel was a perfect location. The only negative would be that the Disney cruise ship passengers were able to use the amenities such as the pool restroom. The restroom was located by the pool so we had to wait in line at least 15 minutes. Would have been faster going back to our room but that would be annoying.

Anonymous traveler

A hotel with a swimming pool, balconies, and a view of the sea.

Hyatt Centric Key West Resort and Spa

Key West Historic District

10/10 Excellent

Lisa

A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.

Duval House

Old Town Key West

10/10 Excellent

The Duval House was absolutely precious. The garden courtyard was beautifully taken care of with plenty of nooks to sit in. The pool is mostly shaded for the hottest part of the day, which seemed especially valuable in comparison to other BnBs. Our room was very comfortable with probably the best bed I’ve been in at a hotel or BnB. And all of the staff was very responsive, friendly, and helpful. Even KissKiss, the property cat, made the rounds to our room to make sure everything was in perfect...

Sarah

A swimming pool with clear water, surrounded by lush greenery and palm trees.

Tranquility Guest House

Old Town Key West

10/10 Excellent

While check in was a little confusing, everything after that was fantastic. Room was great, spacious, and clean. The location is fabulous. A short walk to the center of Duval st, giving easy access to everything you'd want to do. The staff was super friendly. I needed to let someone know the battery was low on our lock and it was immediately handled, with a very friendly follow up call to make sure everything was all set and if we needed anything. Also nice 2nd floor porch, great for a morning...

Aija

A swimming pool with water splashing, surrounded by palm trees and a building in the background.

Silver Palms Inn & Historic Homes

Old Town Key West

10/10 Excellent

Janice

A bottle of Marc's Reserve 12 FL. OZ. on a coaster with a metal table.

Artist House Key West

Key West Historic District

10/10 Excellent

Anonymous traveler

A breakfast setup with wine bottles, fruits, and pastries on a tray by a door with a view of a staircase and greenery.

The Cabana Inn Key West - Adults Only

Old Town Key West

10/10 Excellent

Michael

A swimming pool with lounge chairs, a covered deck, and a view of lush greenery.

Coco Plum Inn

Old Town Key West

10/10 Excellent

Friendly staff. Room was ready and clean. Built in the 1800’s. Inground pool was a plus. One block off of Duvall St. and 7 blocks from The Mallory Square area. Everything within walking distance. Breakfasts were hearty and tasty. We had a late afternoon flight out and we kept our room until we left since no one was checking in to that room on that day. A cab for the airport was called for us which arrived right on time. A quaint place just blocks from the hustle and bustle of Key West. ...

Phil

A wooden deck with a hammock, pool, and lounge chairs overlooking a tropical garden.

Island City House Hotel

Key West Historic District

10/10 Excellent

Keith

A large, white, two-story building with a balcony and a sign reading "The Marker Resort."

The Marker Key West Harbor Resort

Key West Historic District

10/10 Excellent

John

A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.

The Gardens Hotel

Old Town Key West

10/10 Excellent

Anonymous traveler

A tropical outdoor area with palm trees, hanging plants, and string lights.

Douglas House - Adults Only

Old Town Key West

10/10 Excellent

Anthony

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with a white facade.

Lighthouse Hotel - Key West Historic Inns

Old Town Key West

10/10 Excellent

Robert

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, Hyatt Vacation Club at Sunset Harbor, Key West is one of the top choices for your stay in Truman Annex. This hotel is a short 4-minute walk from Duval Street, and it offers an outdoor pool and free WiFi. Another good choice for your stay in the area is Weatherstation Inn.

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 310 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.

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Find hotels in Truman Annex, Key West from ￥24,422

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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. La Concha Key West, Autograph Collection

5. The Saint Hotel Key West, Autograph Collection, Adult Only

6. Hyatt Centric Key West Resort and Spa

7. L'Habitation Guest House - Adults Only

8. Marrero's Guest Mansion

9. Artist House Key West

10. Pier House Resort & Spa

11. Ocean Key Resort - A Noble House Resort

12. Tranquility Guest House

13. The Gardens Hotel

14. The Cabana Inn Key West - Adults Only

15. Coco Plum Inn

16. Orchid Key Inn - Adults Only

17. The Marker Key West Harbor Resort

18. The Marquesa Hotel

19. Lighthouse Hotel - Key West Historic Inns

20. The Key West Hotel

Compare popular hotels in Truman Annex

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

Weatherstation Inn

10/10 Excellent

Frequently Asked Questions

What is Truman Annex like?

Where is the best place to stay in Truman Annex?

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

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

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

What is there to do in this Key West neighborhood?

Explore a world of travel with Expedia