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, 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 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 310 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.

Top 10 Truman Annex Hotels of 2026

A large, colorful marker labeled 'Southernmost Point' with a view of the ocean and a clear sky in the background.

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Our top choices for Truman Annex hotels

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

1. Hyatt Vacation Club at Sunset Harbor, Key West

Truman Annex

Kertpal

includes taxes & fees

29 Oct - 30 Oct

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

2. Weatherstation Inn

Truman Annex

Robert

includes taxes & fees

1 Nov - 2 Nov

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

3. Opal Key Resort & Marina, Key West

Old Town Key West, 0.5 km from Truman Annex

Susan

includes taxes & fees

18 Oct - 19 Oct

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

4. L'Habitation Guest House - Adults Only

Historic Seaport, 0.4 km from Truman Annex

Richard

includes taxes & fees

28 Oct - 29 Oct

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

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

Historic Seaport, 0.4 km from Truman Annex

R Frederick

includes taxes & fees

26 Oct - 27 Oct

A multi-story hotel with a pink facade, multiple balconies, and a prominent 'LA CONCHA' sign.

6. La Concha Key West, Autograph Collection

Historic Seaport, 0.5 km from Truman Annex

THOMAS

includes taxes & fees

25 Oct - 26 Oct

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

7. Hyatt Centric Key West Resort and Spa

Historic Seaport, 0.9 km from Truman Annex

Jennifer

includes taxes & fees

29 Oct - 30 Oct

A modern interior with a staircase, a sofa set, a wooden table, and a television.

8. Simonton Court Historic Inn & Cottages

Historic Seaport, 0.6 km from Truman Annex

William

includes taxes & fees

28 Oct - 29 Oct

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

9. Tranquility Guest House

Bahama Village, 0.5 km from Truman Annex

Sandra

includes taxes & fees

25 Oct - 26 Oct

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

10. The Cabana Inn Key West - Adults Only

Downtown Key West, 0.4 km from Truman Annex

Donna

includes taxes & fees

25 Oct - 26 Oct

A bright green porch with hanging planters, a wooden chair, and a railing.

11. Caribbean House

Bahama Village, 0.6 km from Truman Annex

Matthew

includes taxes & fees

26 Oct - 27 Oct

A pool area with lounge chairs and a cabana.

12. Ocean Key Resort - A Noble House Resort

Historic Seaport, 0.7 km from Truman Annex

Patrick

includes taxes & fees

29 Oct - 30 Oct

A balcony with a view of a street, a bench, and a potted plant.

13. Pegasus International Hotel

Downtown Key West, 0.6 km from Truman Annex

Karla

includes taxes & fees

1 Nov - 2 Nov

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

14. The Marker Key West Harbor Resort

Historic Seaport, 1 km from Truman Annex

Lynne

includes taxes & fees

25 Oct - 26 Oct

A wooden deck with wicker furniture, a white staircase, and a lush garden area.

15. Heron House - Adult Only

Downtown Key West, 0.6 km from Truman Annex

Fernando

includes taxes & fees

25 Oct - 26 Oct

A deck with sun loungers and a railing overlooking the sea.

16. Southernmost Beach Resort and Guesthouses

Uptown - Upper Duval, 1.3 km from Truman Annex

Jacob Stuart

includes taxes & fees

25 Oct - 26 Oct

A gated entrance with lush green foliage and a white picket fence.

17. Coco Plum Inn

Downtown Key West, 0.5 km from Truman Annex

Riley

includes taxes & fees

18 Oct - 19 Oct

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

18. Artist House Key West

Historic Seaport, 0.6 km from Truman Annex

Debbie

includes taxes & fees

29 Oct - 30 Oct

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

19. Duval House

Downtown Key West, 0.8 km from Truman Annex

Cliff

includes taxes & fees

19 Oct - 20 Oct

A beach with a wooden pier, palm trees, and beach umbrellas.

20. The Reach Key West, Curio Collection by Hilton

Uptown - Upper Duval, 1.5 km from Truman Annex

Darlene

includes taxes & fees

26 Oct - 27 Oct

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Where to stay in Truman Annex

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

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

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

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

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 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 Fort East Martello Museum and Gallery.

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Top Truman Annex Hotel Reviews

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent

"Amazing stay! Would highly recommend!"

Beachside Resort & Residences

10/10 Excellent

"We were very happy with how nice, clean and comfortable our 1 bedroom was. The staff was very helpful via text messages for anything we needed like coffee. The pool was clean and well kept. The shuttle bus to Duval street was a very pleasant surprise and the drivers were really prompt."

Pier House Resort & Spa

8/10 Good

"The location of the property was great for our visit because we had a couple of excursions from the pier not too far. The property was really nice and we enjoyed having the beach to be able to get in the ocean after a hot day. Food and drinks at the hotel were great. The only complaint I have is in our room there was only 1 tabletop lamp and only one in the sitting area so it was real hard to see when trying to get ready with 4 people. Even the bathroom light wasn’t very bright. I would stay here again."

Hotels in Truman Annex

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Be picky

Check prices for these dates

Filter by

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Our top choices for Truman Annex hotels

1. Hyatt Vacation Club at Sunset Harbor, Key West

2. Weatherstation Inn

3. Opal Key Resort & Marina, Key West

4. L'Habitation Guest House - Adults Only

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

6. La Concha Key West, Autograph Collection

7. Hyatt Centric Key West Resort and Spa

8. Simonton Court Historic Inn & Cottages

9. Tranquility Guest House

10. The Cabana Inn Key West - Adults Only

11. Caribbean House

12. Ocean Key Resort - A Noble House Resort

13. Pegasus International Hotel

14. The Marker Key West Harbor Resort

15. Heron House - Adult Only

16. Southernmost Beach Resort and Guesthouses

17. Coco Plum Inn

18. Artist House Key West

19. Duval House

20. The Reach Key West, Curio Collection by Hilton

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

Winslow's Bungalows - Key West Historic Inns

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