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

Search Hotels in Truman Annex, Key West

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Filter by

Star rating

Guest rating

Selecting then applying a filter from this group will update the results on a new page

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, (1,003 reviews)
"I would definitely recommend this hotel to anyone looking for a comfortable, clean, and enjoyable stay. I would happily stay here again on my next visit!"
United States
Svetlana
The price is 4.651.673 ₫
5.233.132 ₫ total
includes taxes & fees
6 Oct - 7 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, (436 reviews)
"Location was nice and close to the activities we wanted to do."
United States
Stacey
The price is 5.594.481 ₫
7.171.113 ₫ 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 6.730.633 ₫
8.595.460 ₫ total
includes taxes & fees
6 Oct - 7 Oct
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
9.0 out of 10, Wonderful, (1,002 reviews)
"Excellent place to stay it keys west"
United States
yendy
The price is 6.080.958 ₫
8.653.670 ₫ total
includes taxes & fees
6 Oct - 7 Oct
Hyatt Centric Key West Resort and Spa
A pool area with lounge chairs and a cabana.

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, (1,001 reviews)
"Staff was very attentive to our needs and the hotel was very clean."
United States
Patrick
The price is 7.510.243 ₫
10.466.395 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Ocean Key Resort - A Noble House Resort
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, (490 reviews)
"Great location"
United States
Mary
The price is 5.691.153 ₫
7.279.608 ₫ total
includes taxes & fees
11 Oct - 12 Oct
La Concha Key West, Autograph Collection
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, (375 reviews)
"Great place for couples!"
United States
R Frederick
The price is 5.951.023 ₫
6.694.901 ₫ total
includes taxes & fees
6 Oct - 7 Oct
The Saint Hotel Key West, Autograph Collection, Adult Only
A large, white, two-story building with a balcony and a sign reading "The Marker Resort."

8. 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, (1,022 reviews)
"Friendly staff, nice grounds, Great location"
United States
Keith
The price is 5.861.888 ₫
8.231.805 ₫ total
includes taxes & fees
26 Oct - 27 Oct
The Marker Key West Harbor Resort
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.

9. 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, (1,347 reviews)
"The resort was well maintained, the staff very friendly, the beach, pool and restaurant made for an amazing vacation."
United States
Cheryl
The price is 5.745.336 ₫
8.276.095 ₫ total
includes taxes & fees
12 Oct - 13 Oct
Pier House Resort & Spa
A modern interior with a staircase, a sofa set, a wooden table, and a television.

10. 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, (1,003 reviews)
"Staff was great rooms are older but quite charming. Would definitely stay again."
United States
William
The price is 6.210.893 ₫
6.987.255 ₫ total
includes taxes & fees
25 Oct - 26 Oct
Simonton Court Historic Inn & Cottages
A green house with a white porch, a flag, and a sign advertising a property for sale.

11. 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 4.420.389 ₫
4.973.132 ₫ total
includes taxes & fees
26 Oct - 27 Oct
L'Habitation Guest House - Adults Only
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 4.420.389 ₫
6.142.093 ₫ total
includes taxes & fees
12 Oct - 13 Oct
The Cabana Inn Key West - Adults Only
A beach with a wooden pier, palm trees, and beach umbrellas.

13. 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, (1,039 reviews)
"Great hotel and location"
United States
Darlene
The price is 5.632.942 ₫
8.091.183 ₫ total
includes taxes & fees
14 Oct - 15 Oct
The Reach Key West, Curio Collection by Hilton
A bottle of Marc's Reserve 12 FL. OZ. on a coaster with a metal table.

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, (456 reviews)
"Great atmosphere and location."
United States
NATHAN
The price is 4.276.940 ₫
4.811.752 ₫ total
includes taxes & fees
4 Nov - 5 Nov
Artist House Key West
A pool area with lounge chairs and a table, surrounded by palm trees.

15. 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, (1,002 reviews)
"Great stay!"
United States
Nicholas
The price is 5.827.585 ₫
6.556.033 ₫ total
includes taxes & fees
6 Oct - 7 Oct
Orchid Key Inn - Adults Only
A pool area with a wooden deck, lounge chairs, and umbrellas.

16. 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, (563 reviews)
"Great place to stay - highly recommend."
United States
Preston
The price is 7.797.315 ₫
10.672.278 ₫ total
includes taxes & fees
6 Oct - 7 Oct
The Key West Hotel
A bright green porch with hanging planters, a wooden chair, and a railing.

17. Caribbean House

Caribbean House
3.0 star property
Bahama Village, 0.6 km from Truman Annex
9.2 out of 10, Wonderful, (412 reviews)
"Very cute plus everything you need."
United States
David
The price is 3.966.656 ₫
5.112.163 ₫ total
includes taxes & fees
6 Oct - 7 Oct
Caribbean House
A covered porch with white railings, wooden benches, and a hanging light fixture.

18. 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
The price is 8.159.918 ₫
9.179.908 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Marrero's Guest Mansion
A deck with sun loungers and a railing overlooking the sea.

19. 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, (3,617 reviews)
"Great place, great location. We would stay there again!"
United States
Krystle
The price is 4.723.657 ₫
7.214.543 ₫ total
includes taxes & fees
11 Oct - 12 Oct
Southernmost Beach Resort and Guesthouses
A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.

20. 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, (1,006 reviews)
"We loved the location of this hotel. The breakfast was so good and the staff were really kind."
United States
Forrest
The price is 5.822.712 ₫
6.550.552 ₫ total
includes taxes & fees
6 Oct - 7 Oct
The Gardens 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

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

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

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

10/10 Excellent
"Clean room. Amazing staff"
Michael 1-night trip
Posted 1 hour 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 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.
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.