What is Truman Annex like?

You'll be sure to have fun exploring Key West's Truman Annex neighbourhood. Make sure that you visit 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 traveller 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 will I 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 accommodation options to choose from.

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

Yes! You'll find that most hotel reservations are fully refundable provided that you cancel before the hotel’s cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If your reservation is non-refundable, you may still be able to cancel and be given a refund within 24 hours of your booking. Enter your dates, click on "Search", then filter by "fully refundable" to review top deals in Truman Annex.

What is there to do in this Key West neighbourhood?

Harry S. Truman Little White House, Mel Fisher Maritime Museum and USCGC Ingham Maritime Museum feature captivating exhibits to peruse while you're exploring Truman Annex. Jackson Square and Truman Waterfront Park are also a couple of places to visit in the neighbourhood. 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.

The Best Hotels in Truman Annex, Key West - 2026 Updated Prices

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Our top choices for Truman Annex hotels

Premium bedding, iron/ironing board, free WiFi, bed sheets

1. Weatherstation Inn

Truman Annex

Marc

Rp3.626.652 total

includes taxes & fees

11 Aug - 12 Aug

2. Hyatt Vacation Club at Sunset Harbor, Key West

Truman Annex

Nedko

Rp5.086.282 total

includes taxes & fees

17 Aug - 18 Aug

3. The Marquesa Hotel

Old Town Key West, 0.7 km from Truman Annex

Darrell

Rp5.591.074 total

includes taxes & fees

18 Aug - 19 Aug

4. Opal Key Resort & Marina, Key West

Old Town Key West, 0.5 km from Truman Annex

Marion

Rp5.956.657 total

includes taxes & fees

6 Aug - 7 Aug

5. La Concha Key West, Autograph Collection

Historic Seaport, 0.5 km from Truman Annex

Robert

Rp4.577.260 total

includes taxes & fees

18 Aug - 19 Aug

Cigar House King Suite w/ Poolside porch | Balcony view

6. Island City House Hotel

Historic Seaport, 0.9 km from Truman Annex

Sean

Rp4.234.366 total

includes taxes & fees

24 Aug - 25 Aug

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

7. Simonton Court Historic Inn & Cottages

Historic Seaport, 0.6 km from Truman Annex

SARAH

Rp3.844.898 total

includes taxes & fees

12 Aug - 13 Aug

Private beach, white sand, sun-loungers, beach umbrellas

8. Pier House Resort & Spa

Historic Seaport, 0.7 km from Truman Annex

JOSEPH

Rp5.914.531 total

includes taxes & fees

5 Aug - 6 Aug

Queen Deluxe ADA | Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds

9. Almond Tree Inn Hotel - Adults Only

Downtown Key West, 0.9 km from Truman Annex

Jonathan

Rp4.056.077 total

includes taxes & fees

2 Aug - 3 Aug

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

10. Tranquility Guest House

Bahama Village, 0.5 km from Truman Annex

Hector

Rp3.811.535 total

includes taxes & fees

26 Aug - 27 Aug

11. Pegasus International Hotel

Downtown Key West, 0.6 km from Truman Annex

Vincent

Rp3.132.881 total

includes taxes & fees

30 Jul - 31 Jul

Outdoor pool, free pool cabanas, pool loungers

12. Ocean Key Resort - A Noble House Resort

Historic Seaport, 0.7 km from Truman Annex

Don

Rp5.882.377 total

includes taxes & fees

12 Aug - 13 Aug

13. The Cabana Inn Key West - Adults Only

Downtown Key West, 0.4 km from Truman Annex

Kyle

Rp3.162.426 total

includes taxes & fees

4 Aug - 5 Aug

14. Ridley House - Key West Historic Inns

Historic Seaport, 0.7 km from Truman Annex

stacy

Rp4.832.131 total

includes taxes & fees

26 Aug - 27 Aug

15. Paradise Inn Key West - Adults Only

Downtown Key West, 0.9 km from Truman Annex

Marcia

Rp3.473.898 total

includes taxes & fees

9 Aug - 10 Aug

16. Heron House - Adult Only

Downtown Key West, 0.6 km from Truman Annex

Lindsay

Rp3.037.602 total

includes taxes & fees

3 Aug - 4 Aug

17. Duval Inn

Downtown Key West, 0.7 km from Truman Annex

Neydy

Rp3.254.940 total

includes taxes & fees

30 Jul - 31 Jul

18. Duval House

Downtown Key West, 0.8 km from Truman Annex

Melissa

Rp2.606.214 total

includes taxes & fees

30 Jul - 31 Jul

19. Hyatt Centric Key West Resort and Spa

Historic Seaport, 0.9 km from Truman Annex

Giuseppa

Rp5.655.458 total

includes taxes & fees

20 Aug - 21 Aug

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

Historic Seaport, 0.4 km from Truman Annex

R Frederick

Rp3.606.302 total

includes taxes & fees

10 Aug - 11 Aug

View all properties

Where to stay in Truman Annex

Find the best Truman Annex areas 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

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Florida Keys Beaches.

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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 house with green shutters and a wooden balcony.

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 Florida Keys Beaches.

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

Downtown Key West

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

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

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.

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Top Truman Annex Hotel Reviews

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent

"Loved how clean the rooms were. A few more blankets in the room just in case would be nice for the fold out couch. Otherwise we had an amazing time."

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."

Search Hotels in Truman Annex, 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 Marquesa Hotel

4. Opal Key Resort & Marina, Key West

5. La Concha Key West, Autograph Collection

6. Island City House Hotel

7. Simonton Court Historic Inn & Cottages

8. Pier House Resort & Spa

9. Almond Tree Inn Hotel - Adults Only

10. Tranquility Guest House

11. Pegasus International Hotel

12. Ocean Key Resort - A Noble House Resort

13. The Cabana Inn Key West - Adults Only

14. Ridley House - Key West Historic Inns

15. Paradise Inn Key West - Adults Only

16. Heron House - Adult Only

17. Duval Inn

18. Duval House

19. Hyatt Centric Key West Resort and Spa

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

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

Hyatt Vacation Club at Windward Pointe, Key West

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