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Oct 30 - Nov 1
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Our top choices for Truman Annex hotels

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

1. Weatherstation Inn

Weatherstation Inn
2.5 star property
Truman Annex
9.4 out of 10, Exceptional, (1,005 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 ₩263,295
₩296,207 total
includes taxes & fees
Nov 1 - Nov 2
Weatherstation Inn
A balcony with a table set for two, overlooking a beach and ocean.

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, (439 reviews)
"Had an excellent time. Absolutely beautiful hotel and amazing staff!"
United Kingdom
Kertpal
The price is ₩351,518
₩440,126 total
includes taxes & fees
Nov 18 - Nov 19
Hyatt Vacation Club at Sunset Harbor, Key West
A hotel with a covered entrance, multiple balconies, and palm trees.

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, (1,220 reviews)
"Great hotel will definitely stay again"
United States
Ann
The price is ₩342,680
₩437,625 total
includes taxes & fees
Nov 4 - Nov 5
Opal Key Resort & Marina, Key West
A pool area with lounge chairs and a cabana.

4. 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, (1,004 reviews)
"We had a great time! Location is great! Staff were wonderful!"
United States
Jeremy
The price is ₩392,495
₩548,727 total
includes taxes & fees
Nov 9 - Nov 10
Ocean Key Resort - A Noble House Resort
A multi-story hotel with a pink facade, multiple balconies, and a prominent 'LA CONCHA' sign.

5. 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, (503 reviews)
"Wonderful place at a great location"
United States
THOMAS
The price is ₩330,069
₩416,066 total
includes taxes & fees
Oct 28 - Oct 29
La Concha Key West, Autograph Collection
A hotel with a swimming pool, balconies, and a view of the sea.

6. 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, (1,015 reviews)
"Wonderful property with wonderful staff"
United States
Michael Joseph
The price is ₩356,581
₩498,093 total
includes taxes & fees
Oct 29 - Oct 30
Hyatt Centric Key West Resort and Spa
A narrow pathway flanked by white buildings with balconies, leading to a gated entrance.

7. 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, (377 reviews)
"Great place for couples!"
United States
R Frederick
The price is ₩330,069
₩371,328 total
includes taxes & fees
Oct 28 - Oct 29
The Saint Hotel Key West, Autograph Collection, Adult Only
A breakfast setup with wine bottles, fruits, and pastries on a tray by a door with a view of a staircase and greenery.

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, (1,006 reviews)
"Great location and quaint courtyard vibe"
United States
Donna
The price is ₩213,150
₩299,320 total
includes taxes & fees
Oct 28 - Oct 29
The Cabana Inn Key West - Adults Only
A green house with a white porch, a flag, and a sign advertising a property for sale.

9. 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, (1,002 reviews)
"Loved the location, breakfast and clean room. Staff, Drew, very friendly and helpful. Will definitely stay here again."
United States
Richard
The price is ₩206,552
₩232,374 total
includes taxes & fees
Nov 2 - Nov 3
L'Habitation Guest House - Adults Only
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.

10. 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, (1,379 reviews)
"Best place we have stayed in Key West"
United States
William N
The price is ₩251,953
₩375,906 total
includes taxes & fees
Nov 2 - Nov 3
Pier House Resort & Spa
A covered porch with white railings, wooden benches, and a hanging light fixture.

11. 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, (345 reviews)
"Awesome place to stay!"
United States
Michael
The price is ₩455,143
₩512,036 total
includes taxes & fees
Oct 28 - Oct 29
Marrero's Guest Mansion
A beach with a wooden pier, palm trees, and beach umbrellas.

12. 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, (1,063 reviews)
"The property was well maintained, and the staff was very friendly"
United States
Brett
The price is ₩273,069
₩396,680 total
includes taxes & fees
Oct 28 - Oct 29
The Reach Key West, Curio Collection by Hilton
A large, white, two-story building with a balcony and a sign reading "The Marker Resort."

13. 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, (1,041 reviews)
"Love this place!!!"
United States
George
The price is ₩268,165
₩388,180 total
includes taxes & fees
Oct 28 - Oct 29
The Marker Key West Harbor Resort
A deck with sun loungers and a railing overlooking the sea.

14. 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, (3,654 reviews)
"Easy check in, huge property, great location and beautiful grounds."
United States
Charles
The price is ₩202,830
₩329,401 total
includes taxes & fees
Oct 28 - Oct 29
Southernmost Beach Resort and Guesthouses
A gated entrance with lush green foliage and a white picket fence.

15. Coco Plum Inn

Coco Plum Inn
3.0 star property
Downtown Key West, 0.5 km from Truman Annex
9.4 out of 10, Exceptional, (574 reviews)
"Location was perfect"
United States
August
The price is ₩237,561
₩267,251 total
includes taxes & fees
Oct 28 - Oct 29
Coco Plum Inn
A modern interior with a staircase, a sofa set, a wooden table, and a television.

16. 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)
"Staff was great rooms are older but quite charming. Would definitely stay again."
United States
William
The price is ₩263,295
₩296,207 total
includes taxes & fees
Oct 28 - Oct 29
Simonton Court Historic Inn & Cottages
A pool area with lounge chairs and a table, surrounded by palm trees.

17. 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, (1,003 reviews)
"Stayed there for a week for our honeymoon, could not have had a better stay."
United States
ben
The price is ₩316,550
₩356,119 total
includes taxes & fees
Oct 28 - Oct 29
Orchid Key Inn - Adults Only
A pool area with a wooden deck, lounge chairs, and umbrellas.

18. The Key West Hotel

The Key West Hotel
3.0 star property
Historic Seaport, 0.5 km from Truman Annex
9.2 out of 10, Wonderful, (564 reviews)
"Great place to stay - highly recommend."
United States
Preston
The price is ₩377,234
₩521,322 total
includes taxes & fees
Oct 28 - Oct 29
The Key West 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, (38 reviews)
"The room was clean and the location was perfect."
United States
Sandra
The price is ₩184,667
₩325,561 total
includes taxes & fees
Oct 28 - Oct 29
Tranquility Guest House
A balcony with a view of a street, a bench, and a potted plant.

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, (1,004 reviews)
"Great location next to Everything. Love staying here."
United States
Jason
The price is ₩165,830
₩253,666 total
includes taxes & fees
Oct 28 - Oct 29
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.
View all properties

Compare popular hotels in Truman Annex

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
A wooden deck with wicker furniture and a white railing, surrounded by lush tropical vegetation.
Weatherstation Inn
2.5 star property
9.4
Exceptional
1,005 reviews
View
A balcony with a table set for two, overlooking a beach and ocean.
Hyatt Vacation Club at Sunset Harbor, Key West
3.5 star property
8.6
Excellent
439 reviews
View
A green house with a white porch, a flag, and a sign advertising a property for sale.
L'Habitation Guest House - Adults Only
2.5 star property
9.4
Exceptional
1,002 reviews
View
A hotel with a covered entrance, multiple balconies, and palm trees.
Opal Key Resort & Marina, Key West
5.0 star property
9.2
Wonderful
1,220 reviews
View
A modern interior with a staircase, a sofa set, a wooden table, and a television.
Simonton Court Historic Inn & Cottages
2.5 star property
9.8
Exceptional
1,001 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

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

10/10 Excellent
"We had a great experience. Staff was helpful, pool area was excellent. Breakfast was good as well!"
Kathy 2-night trip
Posted 3 hours ago
Blue Flamingo Resort Key West

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.