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Jul 31 - Aug 2
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Aug 7 - Aug 9

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Our top choices for Truman Annex hotels

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

1. Weatherstation Inn

Weatherstation Inn
2.5 star property
Truman Annex
9.4 out of 10, Exceptional, (1,001 reviews)
"The hotel was perfect. Location was great. Staff was great. Would definitely stay again"
United States
Marc
The price is ₩246,571
₩277,392 total
includes taxes & fees
Jul 27 - Jul 28
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, (399 reviews)
"Great location. Quiet rooms."
United States
Elena
The price is ₩322,497
₩412,065 total
includes taxes & fees
Aug 24 - Aug 25
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, (1,175 reviews)
"The location is fantastic-hotel and staff were great ."
United States
Marion
The price is ₩377,881
₩482,578 total
includes taxes & fees
Aug 6 - Aug 7
Opal Key Resort & Marina, Key West
Queen with Pool View | Minibar, in-room safe, iron/ironing board, WiFi (free)

4. 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, (1,009 reviews)
"Strongly recommend this place when staying in Key West. Such a charming place - much better option than a hotel. Best part was the warm hospitality by every single staff we have interacted."
United States
Jeannie
The price is ₩246,571
₩277,392 total
includes taxes & fees
Jul 28 - Jul 29
Simonton Court Historic Inn & Cottages
City view

5. 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, (1,002 reviews)
"Great place. Just wish they had a dock for fishing."
United States
Marcia
The price is ₩225,568
₩319,403 total
includes taxes & fees
Aug 5 - Aug 6
Paradise Inn Key West - Adults Only
Queen Deluxe ADA | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

6. 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, (1,007 reviews)
"Great stay! Great location and friendly, helpful staff. Loved our stay here! Would recommend."
United States
Linda
The price is ₩381,966
₩429,712 total
includes taxes & fees
Aug 3 - Aug 4
Almond Tree Inn Hotel - Adults Only
Outdoor pool, open 8:00 AM to 10:00 PM, sun loungers

7. 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, (965 reviews)
"Always a treat to stay there. Great location, quiet property, comfortable rooms."
United States
Dennis
The price is ₩262,620
₩369,317 total
includes taxes & fees
Aug 9 - Aug 10
Lighthouse Hotel - Key West Historic Inns
Outdoor pool, open 8:00 AM to 7:00 PM, pool umbrellas, sun loungers

8. 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 ₩170,353
₩321,316 total
includes taxes & fees
Aug 18 - Aug 19
Tranquility Guest House
Exterior

9. 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, (444 reviews)
"It’s a beautiful, historic and fun hotel."
United States
Robert
The price is ₩284,505
₩369,309 total
includes taxes & fees
Aug 9 - Aug 10
La Concha Key West, Autograph Collection
Exterior

10. 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 ₩329,676
₩452,962 total
includes taxes & fees
Aug 11 - Aug 12
The Marquesa Hotel
Food and drink

11. 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, (1,008 reviews)
"Place is awesome!! Will be back super relaxing and close to everything! Also within stumbling distance back from bars haha!"
United States
Christopher
The price is ₩195,652
₩285,749 total
includes taxes & fees
Aug 2 - Aug 3
The Cabana Inn Key West - Adults Only
Cigar House King Suite w/ Poolside porch | Balcony view

12. 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, (1,004 reviews)
"We loved our time here! This was a child friendly space in a beautiful setting. The staff was very kind, the space was clean and comfortable. We will definitely be back!"
United States
Brittany
The price is ₩271,389
₩305,312 total
includes taxes & fees
Aug 2 - Aug 3
Island City House Hotel
Sundeck

13. 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, (1,005 reviews)
"Super clean and the staff was great."
United States
Vincent
The price is ₩202,801
₩302,013 total
includes taxes & fees
Jul 30 - Jul 31
Pegasus International Hotel
Private beach, white sand, sun loungers, beach umbrellas

14. 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, (1,250 reviews)
"Great location and amenities."
United States
JOSEPH
The price is ₩333,725
₩477,206 total
includes taxes & fees
Aug 5 - Aug 6
Pier House Resort & Spa
Porch

15. 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, (1,166 reviews)
"Great stay highly recommended"
United States
Lindsay
The price is ₩232,346
₩311,695 total
includes taxes & fees
Aug 6 - Aug 7
Heron House - Adult Only
Front of property

16. Duval Inn

Duval Inn
3.0 star property
Downtown Key West, 0.7 km from Truman Annex
8.8 out of 10, Excellent, (818 reviews)
"Beautiful property, very helpful staff"
United States
Neydy
The price is ₩196,965
₩295,447 total
includes taxes & fees
Jul 30 - Jul 31
Duval Inn
Lobby sitting area

17. Westwinds Inn

Westwinds Inn
3.5 star property
Historic Seaport, 1.1 km from Truman Annex
9.4 out of 10, Exceptional, (1,006 reviews)
"This place was amazing the staff was super nice and I cannot wait to come back!!"
United States
Nicole
The price is ₩230,777
₩259,624 total
includes taxes & fees
Aug 2 - Aug 3
Westwinds Inn
Building design

18. The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
3.0 star property
Uptown - Upper Duval, 1.3 km from Truman Annex
8.4 out of 10, Very Good, (1,424 reviews)
"Overall a great place to stay. Very chill, nice staff, chill pool (appreciate no kids), and great location."
United States
Robert
The price is ₩178,153
₩266,061 total
includes taxes & fees
Aug 2 - Aug 3
The Southernmost Inn - Adults Only
Property grounds

19. Duval House

Duval House
3.0 star property
Downtown Key West, 0.8 km from Truman Annex
9.4 out of 10, Exceptional, (1,064 reviews)
"The staff was excellent and location was perfect"
United States
Melissa
The price is ₩173,621
₩226,692 total
includes taxes & fees
Aug 9 - Aug 10
Duval House
Exterior

20. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
4.0 star property
Historic Seaport, 0.9 km from Truman Annex
9.0 out of 10, Wonderful, (1,007 reviews)
"Great location, clean and good breakfast"
United States
Giuseppa
The price is ₩290,341
₩428,399 total
includes taxes & fees
Aug 9 - Aug 10
Hyatt Centric Key West Resort and Spa
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.
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.

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 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 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

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Spent only 2 nights there, but the room was clean, staff was welcoming and accommodating. The location was perfect with many great local restaurants within walking distance. We spent most of our day at the biggest pool, which had great bartenders, and even a DJ on one day. All in all, it was short, but memorable trip."
Michele 2-night trip
Posted 3 hours ago
Southernmost Beach Resort and Guesthouses

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.