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Nov 13 - Nov 15
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Our top choices for Truman Annex hotels

A pathway leading to a building with a white facade, surrounded by lush greenery and palm trees.

1. Weatherstation Inn

Weatherstation Inn
2.5 star property
Truman Annex
9.4 out of 10, Exceptional, (1,000 reviews)
"This was the perfect location for access to Key West by foot!!!! We loved the community the resort is in!"
United States
Jane
The price is ₩239,119
₩269,009 total
includes taxes & fees
Dec 1 - Dec 2
Weatherstation Inn
A living room with a sofa, chairs, a coffee table, and a view of the outdoors through large sliding glass doors.

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, (445 reviews)
"This resort is amazing. Absolutely prime location within a few minutes walking distance to Mallory square, duval street and the Truman annex. The resort is older but it is well kept. Highly recommended."
United States
Joshua
The price is ₩582,095
₩699,888 total
includes taxes & fees
Nov 17 - Nov 18
Hyatt Vacation Club at Sunset Harbor, Key West
A covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.

3. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
5.0 star property
Old Town Key West, 0.5 km from Truman Annex
9.2 out of 10, Wonderful, (1,225 reviews)
"have stayed here many times. nice location in old Town."
United States
A
The price is ₩345,988
₩441,849 total
includes taxes & fees
Nov 29 - Nov 30
Opal Key Resort & Marina, Key West
A hotel with a swimming pool, balconies, and a view of the sea.

4. 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
9.2 out of 10, Wonderful, (1,005 reviews)
"Wonderful property with wonderful staff"
United States
Michael Joseph
The price is ₩321,919
₩459,682 total
includes taxes & fees
Nov 29 - Nov 30
Hyatt Centric Key West Resort and Spa
A balcony with a table set for breakfast, overlooking the sea.

5. 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, (1,000 reviews)
"Great place to stay!"
United States
Trevor
The price is ₩338,922
₩489,305 total
includes taxes & fees
Nov 29 - Nov 30
Ocean Key Resort - A Noble House Resort
A pool area with lounge chairs and a staircase leading to a balcony.

6. 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, (378 reviews)
"Great place for couples!"
United States
R Frederick
The price is ₩282,713
₩318,052 total
includes taxes & fees
Dec 8 - Dec 9
The Saint Hotel Key West, Autograph Collection, Adult Only
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.

7. 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, (1,395 reviews)
"Best place we have stayed in Key West"
United States
William N
The price is ₩453,057
₩602,865 total
includes taxes & fees
Nov 28 - Nov 29
Pier House Resort & Spa
A green house with a white porch, a flag, and a sign advertising a property for sale.

8. L'Habitation Guest House - Adults Only

L'Habitation Guest House - Adults Only
2.5 star property
Historic Seaport, 0.4 km from Truman Annex
9.4 out of 10, Exceptional, (1,004 reviews)
"A very cute, cozy and comfortable place to stay especially for old Key West charm. Will definitely stay here again."
United States
Callie
The price is ₩226,837
₩255,202 total
includes taxes & fees
Dec 1 - Dec 2
L'Habitation Guest House - Adults Only
A multi-story hotel with a pink facade, multiple balconies, and a prominent 'LA CONCHA' sign.

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
8.8 out of 10, Excellent, (516 reviews)
"The hotel and room were excellent"
United States
Wendy
The price is ₩318,718
₩403,565 total
includes taxes & fees
Nov 15 - Nov 16
La Concha Key West, Autograph Collection
A deck with sun loungers and a railing overlooking the sea.

10. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Uptown - Upper Duval, 1.3 km from Truman Annex
8.6 out of 10, Excellent, (3,664 reviews)
"Beautiful hotel, loved our stay"
United States
Damian
The price is ₩281,339
₩418,523 total
includes taxes & fees
Nov 30 - Dec 1
Southernmost Beach Resort and Guesthouses
A large, white, two-story building with a balcony and a sign reading "The Marker Resort."

11. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
4.0 star property
Historic Seaport, 1 km from Truman Annex
9.2 out of 10, Wonderful, (1,051 reviews)
"Great location!"
United States
Katherine
The price is ₩320,279
₩447,329 total
includes taxes & fees
Nov 29 - Nov 30
The Marker Key West Harbor Resort
A pool area with lounge chairs and a small palm tree.

12. Marrero's Guest Mansion

Marrero's Guest Mansion
3.5 star property
Downtown Key West, 0.4 km from Truman Annex
9.4 out of 10, Exceptional, (347 reviews)
"Awesome place to stay!"
United States
Michael
The price is ₩552,090
₩621,101 total
includes taxes & fees
Dec 3 - Dec 4
Marrero's Guest Mansion
A pool area with lounge chairs and a table, surrounded by palm trees.

13. Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
3.5 star property
Uptown - Upper Duval, 0.9 km from Truman Annex
9.8 out of 10, Exceptional, (1,000 reviews)
"Fantastic property. Love staying here 💗"
United States
Jessica
The price is ₩336,840
₩378,945 total
includes taxes & fees
Dec 1 - Dec 2
Orchid Key Inn - Adults Only
A two-story building with a balcony, white columns, and hanging flower baskets.

14. Artist House Key West

Artist House Key West
3.5 star property
Historic Seaport, 0.6 km from Truman Annex
9.8 out of 10, Exceptional, (475 reviews)
"We had a wonderful stay at The Artist House! The property is full of charm and fascinating history, and the location is perfect for exploring Key West. The staff was friendly and welcoming throughout our visit. A truly enjoyable experience, and I’d happily stay again!"
United States
Joseph
The price is ₩264,643
₩297,728 total
includes taxes & fees
Nov 30 - Dec 1
Artist House Key West
A white building with a grey roof, surrounded by potted plants and a blue umbrella.

15. 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
8.8 out of 10, Excellent, (1,001 reviews)
"Staff was great, hotel was quaint and clean."
United States
Casey
The price is ₩298,849
₩396,201 total
includes taxes & fees
Nov 30 - Dec 1
The Cabana Inn Key West - Adults Only
A beach setting with a wicker lounge chair, two umbrellas, and a wooden structure in the background.

16. The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
4.0 star property
Uptown - Upper Duval, 1.5 km from Truman Annex
8.6 out of 10, Excellent, (1,068 reviews)
"Clean room,staff,beach view,bar"
United States
Andrzej
The price is ₩318,718
₩448,574 total
includes taxes & fees
Nov 17 - Nov 18
The Reach Key West, Curio Collection by Hilton
A wooden deck with a hammock, pool, and lounge chairs overlooking a tropical garden.

17. 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)
"Great place with lots of character and perfect location."
United States
Elise
The price is ₩248,955
₩280,075 total
includes taxes & fees
Dec 2 - Dec 3
Island City House Hotel
A white house with blue shutters, a front porch, and potted plants.

18. The Gardens Hotel

The Gardens Hotel
4.0 star property
Downtown Key West, 0.6 km from Truman Annex
9.8 out of 10, Exceptional, (1,000 reviews)
"Best place we have stayed. The staff was amazing location perfect and the room was perfect"
United States
Misty
The price is ₩329,123
₩370,264 total
includes taxes & fees
Nov 30 - Dec 1
The Gardens Hotel
A swimming pool with clear water, surrounded by lush greenery and palm trees.

19. Tranquility Guest House

Tranquility Guest House
2.0 star property
Bahama Village, 0.5 km from Truman Annex
9.0 out of 10, Wonderful, (40 reviews)
"The room was clean and the location was perfect."
United States
Sandra
The price is ₩160,853
₩299,479 total
includes taxes & fees
Nov 18 - Nov 19
Tranquility Guest House
A poolside area with a swimming pool, a staircase leading to a deck, and a building with multiple windows and balconies.

20. 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, (1,003 reviews)
"The property is beautiful! The staff is great!"
United States
Martha
The price is ₩542,955
₩685,845 total
includes taxes & fees
Nov 29 - Nov 30
The Marquesa 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.
View all properties

Compare popular hotels in Truman Annex

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
A pathway leading to a building with a white facade, surrounded by lush greenery and palm trees.
Weatherstation Inn
2.5 star property
9.4
Exceptional
1,000 reviews
View
A living room with a sofa, chairs, a coffee table, and a view of the outdoors through large sliding glass doors.
Hyatt Vacation Club at Sunset Harbor, Key West
3.5 star property
8.6
Excellent
445 reviews
View
A covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.
Opal Key Resort & Marina, Key West
5.0 star property
9.2
Wonderful
1,225 reviews
View
A pool area with lounge chairs and a staircase leading to a balcony.
The Saint Hotel Key West, Autograph Collection, Adult Only
3.5 star property
9.0
Wonderful
378 reviews
View
A multi-story hotel with a pink facade, multiple balconies, and a prominent 'LA CONCHA' sign.
La Concha Key West, Autograph Collection
4.0 star property
8.8
Excellent
516 reviews
View

Where to stay in Truman Annex

Find the best Truman Annex areas and neighborhoods for the activities you enjoy most.
A large red brick building with arched windows and a prominent entrance.

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.

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

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

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 Fort East Martello Museum and Gallery.

Top Truman Annex Hotel Reviews

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

8/10 Good
"The well known roosters are great and to be respected, however, they WILL wake you up at 4am, despite the (poor) quality earplugs provided by the hotel. The hotel in itself is basic and the room could do with some modernising and a spruce up, however it was very clean. The shower and the taps had the worst water pressure I’ve experienced in an hotel, the lift on the 2nd floor was broken. There’s really not many alternatives as the layout is somewhat chaotic, so trying to find another lift was not easy. When I reported this nobody was really bothered, more of shoulder being shrugged whilst we lugged 80kg down the steps. However, it’s a practical hotel with, my opinion a very high priced resort tax. The only benefit to this is the free shuttle to the touristy parts in the Keys. Breakfast was basic but ok, I am shocked at the sheer ‘disposable’ approach to the rubbish at such a large hotel chain. There’s nowhere in the breakfast hall to recycle all of their recyclable breakfast items & utensils. Plastic cups, plates, cutlery and cartons are all destined for landfill which I can’t comprehend in all honesty. Pool was nice and the staff at the bar were so welcoming and friendly, as were all of the staff. I’d stay here again but I think the price is overall quite high for what you get in return."
lucy 2-night trip
Posted 2 hours ago
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

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, 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 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 310 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.