Key West, Florida. Colorful buoy and famous landmark of the southernmost point of the USA.

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This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

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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, (1,000 reviews)
"The staff and the location are perfect"
United States
Robert
The price is ฿5,686
฿6,397 total
includes taxes & fees
12 Oct - 13 Oct
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, (437 reviews)
"Had an excellent time. Absolutely beautiful hotel and amazing staff!"
United Kingdom
Kertpal
The price is ฿7,242
฿9,283 total
includes taxes & fees
28 Oct - 29 Oct
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
4.0 star property
Old Town Key West, 0.5 km from Truman Annex
9.2 out of 10, Wonderful, (1,201 reviews)
"Staff and food were great!"
United States
Susan
The price is ฿8,713
฿11,127 total
includes taxes & fees
13 Oct - 14 Oct
Opal Key Resort & Marina, Key West
A narrow pathway flanked by white buildings with balconies, leading to a gated entrance.

4. 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, (375 reviews)
"Great place for couples!"
United States
R Frederick
The price is ฿7,133
฿8,024 total
includes taxes & fees
26 Oct - 27 Oct
The Saint Hotel Key West, Autograph Collection, Adult Only
A hotel with a swimming pool, balconies, and a view of the sea.

5. 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, (1,006 reviews)
"This resort was beautiful and at a great location to walk to many places in Key West."
United States
Jennifer
The price is ฿8,107
฿11,467 total
includes taxes & fees
25 Oct - 26 Oct
Hyatt Centric Key West Resort and Spa
A multi-story hotel with a pink facade, multiple balconies, and a prominent 'LA CONCHA' sign.

6. 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, (493 reviews)
"Wonderful place at a great location"
United States
THOMAS
The price is ฿7,368
฿9,425 total
includes taxes & fees
11 Oct - 12 Oct
La Concha Key West, Autograph Collection
A pool area with lounge chairs and a cabana.

7. 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)
"Staff was very attentive to our needs and the hotel was very clean."
United States
Patrick
The price is ฿10,551
฿14,595 total
includes taxes & fees
27 Oct - 28 Oct
Ocean Key Resort - A Noble House Resort
A bottle of Marc's Reserve 12 FL. OZ. on a coaster with a metal table.

8. 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, (459 reviews)
"We only spent one night here but the staff was excellent and the house was beautiful. They provide breakfast in the morning and happy hour wine and beer from 4-5. They also offer all kinds of items if you forgot them. Such a fun place and very conveniently located. We’d definitely stay here again."
United States
Amber
The price is ฿7,382
฿8,305 total
includes taxes & fees
9 Nov - 10 Nov
Artist House Key West
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, (1,000 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 ฿5,420
฿6,098 total
includes taxes & fees
26 Oct - 27 Oct
L'Habitation Guest House - Adults Only
A covered porch with white railings, wooden benches, and a hanging light fixture.

10. 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, (343 reviews)
"Awesome place to stay!"
United States
Michael
Marrero's Guest Mansion
A beach with a wooden pier, palm trees, and beach umbrellas.

11. 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, (1,048 reviews)
"Great hotel and location"
United States
Darlene
The price is ฿5,977
฿8,995 total
includes taxes & fees
25 Oct - 26 Oct
The Reach Key West, Curio Collection by Hilton
A breakfast setup with wine bottles, fruits, and pastries on a tray by a door with a view of a staircase and greenery.

12. 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)
"Great location and quaint courtyard vibe"
United States
Donna
The price is ฿5,723
฿7,952 total
includes taxes & fees
12 Oct - 13 Oct
The Cabana Inn Key West - Adults Only
A gated entrance with lush green foliage and a white picket fence.

13. 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, (564 reviews)
"Great stay! Great location"
United States
Riley
The price is ฿6,041
฿6,796 total
includes taxes & fees
12 Oct - 13 Oct
Coco Plum Inn
A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.

14. Duval House

Duval House
3.0 star property
Downtown Key West, 0.8 km from Truman Annex
9.6 out of 10, Exceptional, (1,112 reviews)
"Fun place to stay!! Very nice staff."
United States
Cliff
The price is ฿6,025
฿7,501 total
includes taxes & fees
27 Oct - 28 Oct
Duval House
A pool area with a wooden deck, lounge chairs, and umbrellas.

15. 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 ฿9,867
฿13,560 total
includes taxes & fees
11 Oct - 12 Oct
The Key West Hotel
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, (1,000 reviews)
"Staff was great rooms are older but quite charming. Would definitely stay again."
United States
William
The price is ฿7,704
฿8,667 total
includes taxes & fees
12 Oct - 13 Oct
Simonton Court Historic Inn & Cottages
A large, white, two-story building with a balcony and a sign reading "The Marker Resort."

17. 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, (1,027 reviews)
"Friendly staff, nice grounds, Great location"
United States
Keith
The price is ฿6,570
฿9,510 total
includes taxes & fees
25 Oct - 26 Oct
The Marker Key West Harbor Resort
A bright green porch with hanging planters, a wooden chair, and a railing.

18. Caribbean House

Caribbean House
3.0 star property
Bahama Village, 0.6 km from Truman Annex
9.2 out of 10, Wonderful, (415 reviews)
"Quiet, close (walking distance) to all the attractions in Key West!"
United States
Matthew
The price is ฿4,002
฿5,343 total
includes taxes & fees
11 Oct - 12 Oct
Caribbean House
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, (34 reviews)
"The room was clean and the location was perfect."
United States
Sandra
The price is ฿4,411
฿7,952 total
includes taxes & fees
14 Oct - 15 Oct
Tranquility Guest House
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.

20. 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, (1,351 reviews)
"Great location quite and excellent resuraunt"
United States
Richard
The price is ฿11,172
฿14,915 total
includes taxes & fees
12 Oct - 13 Oct
Pier House Resort & 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 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.

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.

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.

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.

Top Truman Annex Hotel Reviews

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

10/10 Excellent
"Great place!!!"
Joni 1-night trip
Posted 5 hours ago
Parrot Key Hotel & Villas

Frequently asked questions

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.