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.

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

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Truman Annex hotels

Premium bedding, minibar, iron/ironing board (on request), WiFi (free)

1. Weatherstation Inn

Truman Annex

Bret

₩287,765 total

includes taxes & fees

Aug 26 - Aug 27

2. Hyatt Vacation Club at Sunset Harbor, Key West

Truman Annex

Nedko

₩403,592 total

includes taxes & fees

Aug 24 - Aug 25

3. The Cabana Inn Key West - Adults Only

Downtown Key West, 0.4 km from Truman Annex

Jimmy

₩279,873 total

includes taxes & fees

Aug 30 - Aug 31

4. Opal Key Resort & Marina, Key West

Old Town Key West, 0.5 km from Truman Annex

Marion

₩472,656 total

includes taxes & fees

Aug 16 - Aug 17

Queen with Pool View | Minibar, in-room safe, iron/ironing board, WiFi (free)

5. Simonton Court Historic Inn & Cottages

Historic Seaport, 0.6 km from Truman Annex

Robin

₩303,841 total

includes taxes & fees

Aug 9 - Aug 10

6. Paradise Inn Key West - Adults Only

Downtown Key West, 0.9 km from Truman Annex

Marcia

₩275,651 total

includes taxes & fees

Aug 17 - Aug 18

7. The Marquesa Hotel

Old Town Key West, 0.7 km from Truman Annex

Darrell

₩443,647 total

includes taxes & fees

Aug 19 - Aug 20

Cigar House King Suite w/ Poolside porch | Balcony view

8. Island City House Hotel

Historic Seaport, 0.9 km from Truman Annex

Amelia

₩275,514 total

includes taxes & fees

Aug 19 - Aug 20

9. La Concha Key West, Autograph Collection

Historic Seaport, 0.5 km from Truman Annex

Neil

₩416,376 total

includes taxes & fees

Aug 12 - Aug 13

Queen Deluxe ADA | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

10. Almond Tree Inn Hotel - Adults Only

Downtown Key West, 0.9 km from Truman Annex

leah

₩383,499 total

includes taxes & fees

Aug 6 - Aug 7

Outdoor pool, open 8:00 AM to 7:00 PM, pool umbrellas, sun loungers

11. Tranquility Guest House

Bahama Village, 0.5 km from Truman Annex

Hector

₩240,639 total

includes taxes & fees

Aug 31 - Sep 1

12. Heron House - Adult Only

Downtown Key West, 0.6 km from Truman Annex

Lindsay

₩238,885 total

includes taxes & fees

Aug 11 - Aug 12

13. Pegasus International Hotel

Downtown Key West, 0.6 km from Truman Annex

Vincent

₩247,756 total

includes taxes & fees

Aug 9 - Aug 10

Outdoor pool, open 8:00 AM to 10:00 PM, sun loungers

14. Lighthouse Hotel - Key West Historic Inns

Bahama Village, 0.7 km from Truman Annex

Dennis

₩397,893 total

includes taxes & fees

Aug 19 - Aug 20

Private beach, white sand, sun loungers, beach umbrellas

15. Pier House Resort & Spa

Historic Seaport, 0.7 km from Truman Annex

JOSEPH

₩504,288 total

includes taxes & fees

Aug 17 - Aug 18

16. Duval House

Downtown Key West, 0.8 km from Truman Annex

Melissa

₩220,424 total

includes taxes & fees

Aug 26 - Aug 27

17. Duval Inn

Downtown Key West, 0.7 km from Truman Annex

Curtis

₩265,258 total

includes taxes & fees

Aug 12 - Aug 13

Outdoor pool, free cabanas, sun loungers

18. Ocean Key Resort - A Noble House Resort

Historic Seaport, 0.7 km from Truman Annex

Stephanie

₩560,505 total

includes taxes & fees

Aug 19 - Aug 20

19. The Southernmost Inn - Adults Only

Uptown - Upper Duval, 1.3 km from Truman Annex

Robert

₩260,592 total

includes taxes & fees

Aug 9 - Aug 10

20. Hyatt Centric Key West Resort and Spa

Historic Seaport, 0.9 km from Truman Annex

Giuseppa

₩475,857 total

includes taxes & fees

Aug 17 - Aug 18

View all properties

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 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 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 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

10/10 Excellent

"Great clean room and very friendly staff"

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."

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. 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

Hilton Garden Inn Key West / The Keys Collection

Frequently asked questions

Explore a world of travel with Expedia