A white building with American flags and a sign for 'Harry's Truman Overseas Hotel'.

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Aug 7 - Aug 9
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Aug 14 - Aug 16

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Our top choices for Truman Annex hotels

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

1. Weatherstation Inn

Weatherstation Inn
2.5 star property
Truman Annex
9.4 out of 10, Exceptional, (1,003 reviews)
"The hotel was perfect. Location was great. Staff was great. Would definitely stay again"
United States
Marc
The price is ₩257,642
₩289,854 total
includes taxes & fees
Aug 11 - Aug 12
Weatherstation Inn
Terrace/patio

2. Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West
3.5 star property
Truman Annex
8.6 out of 10, Excellent, (405 reviews)
"Overall great location and friendly staff. There are better places however for less."
United States
Nedko
The price is ₩318,152
₩406,513 total
includes taxes & fees
Aug 18 - Aug 19
Hyatt Vacation Club at Sunset Harbor, Key West
Front of property - evening/night

3. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West, 0.5 km from Truman Annex
9.2 out of 10, Wonderful, (1,174 reviews)
"The location is fantastic-hotel and staff were great ."
United States
Marion
The price is ₩372,789
₩476,076 total
includes taxes & fees
Aug 16 - Aug 17
Opal Key Resort & Marina, Key West
Exterior

4. La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
4.0 star property
Historic Seaport, 0.5 km from Truman Annex
9.0 out of 10, Wonderful, (453 reviews)
"Very nice place would definitely go back"
United States
Neil
The price is ₩280,671
₩364,333 total
includes taxes & fees
Aug 20 - Aug 21
La Concha Key West, Autograph Collection
Exterior

5. The Marquesa Hotel

The Marquesa Hotel
3.5 star property
Old Town Key West, 0.7 km from Truman Annex
9.8 out of 10, Exceptional, (1,000 reviews)
"Great location and beautiful property. I appreciate the parking which comes at a premium in Key West and the two swimming pools. Just enough off the beaten path to feel comfortable."
United States
Darrell
The price is ₩325,233
₩446,857 total
includes taxes & fees
Aug 19 - Aug 20
The Marquesa Hotel
Queen with Pool View | Minibar, in-room safe, iron/ironing board, WiFi (free)

6. Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages
2.5 star property
Historic Seaport, 0.6 km from Truman Annex
9.8 out of 10, Exceptional, (1,001 reviews)
"Always a great stay!!"
United States
Robin
The price is ₩257,760
₩289,980 total
includes taxes & fees
Aug 3 - Aug 4
Simonton Court Historic Inn & Cottages
Outdoor pool, open 8:00 AM to 7:00 PM, pool umbrellas, sun loungers

7. Tranquility Guest House

Tranquility Guest House
2.0 star property
Bahama Village, 0.5 km from Truman Annex
9.8 out of 10, Exceptional, (9 reviews)
"It was a great property, very clean room and excellent price. Staff was great."
United States
Hector
The price is ₩119,696
₩262,579 total
includes taxes & fees
Aug 31 - Sep 1
Tranquility Guest House
Food and drink

8. The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only
3.0 star property
Downtown Key West, 0.4 km from Truman Annex
9.0 out of 10, Wonderful, (1,000 reviews)
"This place was very clean and the staff was friendly, and helpful in booking activities! The breakfast was solid and they have Starbucks coffee free all day long. Would comeback and stay again"
United States
Kyle
The price is ₩167,108
₩252,752 total
includes taxes & fees
Aug 4 - Aug 5
The Cabana Inn Key West - Adults Only
Queen Deluxe ADA | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

9. Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
3.5 star property
Downtown Key West, 0.9 km from Truman Annex
10.0 out of 10, Exceptional, (1,000 reviews)
"Staff was great,very helpful with suggestions different places to eat and site see.I would stay there again."
United States
Jonathan
The price is ₩297,511
₩334,700 total
includes taxes & fees
Aug 2 - Aug 3
Almond Tree Inn Hotel - Adults Only
Outdoor pool, open 8:00 AM to 10:00 PM, sun loungers

10. Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns
3.5 star property
Bahama Village, 0.7 km from Truman Annex
9.0 out of 10, Wonderful, (969 reviews)
"Always a treat to stay there. Great location, quiet property, comfortable rooms."
United States
Dennis
The price is ₩265,559
₩371,628 total
includes taxes & fees
Aug 16 - Aug 17
Lighthouse Hotel - Key West Historic Inns
Cigar House King Suite w/ Poolside porch | Balcony view

11. Island City House Hotel

Island City House Hotel
3.0 star property
Historic Seaport, 0.9 km from Truman Annex
9.6 out of 10, Exceptional, (999 reviews)
"Love this place!"
United States
Sean
The price is ₩233,798
₩263,023 total
includes taxes & fees
Aug 30 - Aug 31
Island City House Hotel
City view

12. Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only
3.5 star property
Downtown Key West, 0.9 km from Truman Annex
9.2 out of 10, Wonderful, (1,001 reviews)
"Great place. Just wish they had a dock for fishing."
United States
Marcia
The price is ₩185,672
₩273,668 total
includes taxes & fees
Aug 3 - Aug 4
Paradise Inn Key West - Adults Only
Outdoor pool, free cabanas, sun loungers

13. Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
4.0 star property
Historic Seaport, 0.7 km from Truman Annex
9.2 out of 10, Wonderful, (1,003 reviews)
"Loved staying here, super convenient location and having the lobby bar was wonderful at the end of the day!"
United States
Stephanie
The price is ₩316,871
₩468,216 total
includes taxes & fees
Aug 17 - Aug 18
Ocean Key Resort - A Noble House Resort
Property grounds

14. Duval House

Duval House
3.0 star property
Downtown Key West, 0.8 km from Truman Annex
9.4 out of 10, Exceptional, (1,062 reviews)
"The staff was excellent and location was perfect"
United States
Melissa
The price is ₩169,842
₩222,018 total
includes taxes & fees
Aug 4 - Aug 5
Duval House
Front of property

15. Duval Inn

Duval Inn
3.0 star property
Downtown Key West, 0.7 km from Truman Annex
8.8 out of 10, Excellent, (820 reviews)
The price is ₩171,281
₩265,557 total
includes taxes & fees
Aug 2 - Aug 3
Duval Inn
Porch

16. Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Downtown Key West, 0.6 km from Truman Annex
9.2 out of 10, Wonderful, (1,168 reviews)
"Great stay highly recommended"
United States
Lindsay
The price is ₩171,209
₩240,613 total
includes taxes & fees
Aug 2 - Aug 3
Heron House - Adult Only
Private beach, white sand, sun loungers, beach umbrellas

17. Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Historic Seaport, 0.7 km from Truman Annex
9.0 out of 10, Wonderful, (1,252 reviews)
"Great location and amenities."
United States
JOSEPH
The price is ₩362,260
₩507,936 total
includes taxes & fees
Aug 10 - Aug 11
Pier House Resort & Spa
Exterior

18. Ridley House - Key West Historic Inns

Ridley House - Key West Historic Inns
3.5 star property
Historic Seaport, 0.7 km from Truman Annex
9.2 out of 10, Wonderful, (944 reviews)
"great location"
United States
stacy
The price is ₩291,467
₩400,775 total
includes taxes & fees
Aug 17 - Aug 18
Ridley House - Key West Historic Inns
Exterior

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

The Saint Hotel Key West, Autograph Collection, Adult Only
3.5 star property
Historic Seaport, 0.4 km from Truman Annex
9.0 out of 10, Wonderful, (370 reviews)
"Great place for couples!"
United States
R Frederick
The price is ₩256,203
₩288,228 total
includes taxes & fees
Aug 12 - Aug 13
The Saint Hotel Key West, Autograph Collection, Adult Only
Sundeck

20. Pegasus International Hotel

Pegasus International Hotel
2.5 star property
Downtown Key West, 0.6 km from Truman Annex
8.2 out of 10, Very Good, (1,000 reviews)
"Super clean and the staff was great."
United States
Vincent
The price is ₩214,462
₩314,135 total
includes taxes & fees
Aug 2 - Aug 3
Pegasus International Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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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.

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.

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.

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.

Top Truman Annex Hotel Reviews

Beachside Resort & Residences

Beachside Resort & Residences

8/10 Good
"The property was very nice but in need a daily maintenance: Lawn cleaned and mowed to keep up resort type appearance that it should. Probably should hose off the stairs and benches of chicken droppings, also to look resort worthy. All said and done, the room was exceptionally nice (ice maker didn't work) and the amenities were good - though some beach chairs were broken however it is noted, some of the tourist around the pool were nasty and there were kids jumping on those chairs. It is a good location, easy to go anywhere and the restaurant was very nice."
Karl 7-night trip
Posted less than an hour ago
Beachside Resort & Residences

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 311 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.