A large, colorful marker labeled 'Southernmost Point' with a view of the ocean and a clear sky in the background.

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
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Filter by

Property class

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, (1,000 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 Rp4.515.615
Rp5.080.067 total
includes taxes & fees
30 Oct - 31 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, (439 reviews)
"Had an excellent time. Absolutely beautiful hotel and amazing staff!"
United Kingdom
Kertpal
The price is Rp4.818.107
Rp6.032.609 total
includes taxes & fees
18 Nov - 19 Nov
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 Rp4.702.404
Rp6.005.279 total
includes taxes & fees
29 Oct - 30 Oct
Opal Key Resort & Marina, Key West
A multi-story hotel with a pink facade, multiple balconies, and a prominent 'LA CONCHA' sign.

4. 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, (504 reviews)
"Wonderful place at a great location"
United States
THOMAS
The price is Rp5.059.665
Rp6.304.179 total
includes taxes & fees
23 Nov - 24 Nov
La Concha Key West, Autograph Collection
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, (1,000 reviews)
"We had a great time! Location is great! Staff were wonderful!"
United States
Jeremy
The price is Rp5.071.453
Rp7.174.319 total
includes taxes & fees
23 Nov - 24 Nov
Ocean Key Resort - A Noble House Resort
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 Rp4.606.290
Rp6.508.289 total
includes taxes & fees
29 Oct - 30 Oct
Hyatt Centric Key West Resort and Spa
A beach with a wooden pier, palm trees, and beach umbrellas.

7. 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, (1,064 reviews)
"The property was well maintained, and the staff was very friendly"
United States
Brett
The price is Rp3.992.420
Rp5.715.585 total
includes taxes & fees
15 Nov - 16 Nov
The Reach Key West, Curio Collection by Hilton
A beachfront hotel with a covered patio, palm trees, and a boat on the sand.

8. 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 Rp3.597.440
Rp5.312.036 total
includes taxes & fees
2 Nov - 3 Nov
Pier House Resort & Spa
A narrow pathway flanked by white buildings with balconies, leading to a gated entrance.

9. 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 Rp4.769.505
Rp5.365.693 total
includes taxes & fees
10 Nov - 11 Nov
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."

10. 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, (1,042 reviews)
"Love this place!!!"
United States
George
The price is Rp3.800.051
Rp5.459.737 total
includes taxes & fees
29 Oct - 30 Oct
The Marker Key West Harbor Resort
A deck with sun loungers and a railing overlooking the sea.

11. 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, (3,655 reviews)
"Easy check in, huge property, great location and beautiful grounds."
United States
Charles
The price is Rp2.783.315
Rp4.520.163 total
includes taxes & fees
29 Oct - 30 Oct
Southernmost Beach Resort and Guesthouses
A covered porch with white railings, wooden benches, and a hanging light fixture.

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, (345 reviews)
"Awesome place to stay!"
United States
Michael
The price is Rp6.245.664
Rp7.026.372 total
includes taxes & fees
29 Oct - 30 Oct
Marrero's Guest Mansion
A white building with a grey roof, surrounded by potted plants and a blue umbrella.

13. 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 Rp2.758.333
Rp3.919.019 total
includes taxes & fees
1 Nov - 2 Nov
The Cabana Inn Key West - Adults Only
An outdoor dining area with round tables set for a meal, surrounded by white chairs and a thatched roof structure.

14. Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
3.6 km from Truman Annex
8.8 out of 10, Excellent, (1,809 reviews)
"Great property."
United States
Stacey
The price is Rp4.152.915
Rp5.820.450 total
includes taxes & fees
15 Nov - 16 Nov
Margaritaville Beach House Key West
A green house with a white porch, a flag, and a sign advertising a property for sale.

15. 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 Rp3.971.565
Rp4.468.101 total
includes taxes & fees
16 Nov - 17 Nov
L'Habitation Guest House - Adults Only
A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.

16. 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)
"Really nice place, We strongly recommend!"
United States
Gisele
The price is Rp5.692.123
Rp6.403.639 total
includes taxes & fees
18 Nov - 19 Nov
The Gardens Hotel
A modern interior with a staircase, a sofa set, a wooden table, and a television.

17. 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 Rp5.422.365
Rp6.100.160 total
includes taxes & fees
1 Nov - 2 Nov
Simonton Court Historic Inn & Cottages
A swimming pool with clear water, surrounded by lush greenery and palm trees.

18. 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 Rp3.713.504
Rp5.789.440 total
includes taxes & fees
2 Nov - 3 Nov
Tranquility Guest House
A balcony with a view of a street, a bench, and a potted plant.

19. 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)
"Great location next to Everything. Love staying here."
United States
Jason
The price is Rp2.268.688
Rp3.470.358 total
includes taxes & fees
29 Oct - 30 Oct
Pegasus International Hotel
A bottle of Marc's Reserve 12 FL. OZ. on a coaster with a metal table.

20. 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, (468 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 Rp2.459.230
Rp2.766.611 total
includes taxes & fees
29 Oct - 30 Oct
Artist House Key West
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
1,000 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 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

Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

10/10 Excellent
"Great location and great staff!!"
Kevin 4-night trip
Posted 1 hour ago
Hilton Key West Resort & Marina

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.