Find 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

Tonight
Jan 20 - Jan 21
Tomorrow
Jan 21 - Jan 22
This weekend
Jan 23 - Jan 25
Next weekend
Jan 30 - Feb 1

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Truman Annex hotels

Terrace/patio

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, (333 reviews)
"Great place to stay! "
United States
Alicia
The price is ￥62,954
￥76,163 total
includes taxes & fees
Jan 26 - Jan 27
Hyatt Vacation Club at Sunset Harbor, Key West
Premium bedding, iron/ironing board, free WiFi, bed sheets

Weatherstation Inn

Weatherstation Inn
2.5 star property
Truman Annex
9.4 out of 10, Exceptional, (1,000 reviews)
"The staff was outstanding and this location was very convenient, yet located away from the hustle and bustle of the main area."
United States
William
The price is ￥63,118
￥71,008 total
includes taxes & fees
Jan 26 - Jan 27
Weatherstation Inn
Front of property

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island, 6.4 km from Truman Annex
8.8 out of 10, Excellent, (173 reviews)
"Location , staff , and aqua lodge were perfect."
United States
William
The price is ￥20,153
￥49,190 total
includes taxes & fees
Jan 25 - Jan 26
Aqua Lodges at Hurricane Hole Marina
Interior detail

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort, 4.2 km from Truman Annex
8.0 out of 10, Very Good, (2,057 reviews)
"Clean room, great staff, good restaurant in premises "
United States
Ralph
The price is ￥36,977
￥45,851 total
includes taxes & fees
Jan 22 - Jan 23
Ibis Bay Beach Resort
Exterior

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
26.5 km from Truman Annex
8.2 out of 10, Very Good, (1,005 reviews)
"It was so nice experience to stay there."
United States
Tapas
The price is ￥31,480
￥35,416 total
includes taxes & fees
Jan 22 - Jan 23
Sugar Loaf Lodge
Outdoor spa tub

NYAH Key West - Adults Only

NYAH Key West - Adults Only
3.0 star property
Historic Seaport, 1.1 km from Truman Annex
8.0 out of 10, Very Good, (1,009 reviews)
"Great stay"
United States
Venkata Durga Phanindra Reddy
NYAH Key West - Adults Only
Outdoor pool, sun loungers

Havana Cabana at Key West

Havana Cabana at Key West
4.0 star property
New Town, 5 km from Truman Annex
8.8 out of 10, Excellent, (1,683 reviews)
"Really nice hotel, with a cool Cuban kitschy theme"
United States
Renellys
The price is ￥58,667
￥77,418 total
includes taxes & fees
Jan 22 - Jan 23
Havana Cabana at Key West
Exterior

Douglas House

Douglas House
3.0 star property
Uptown - Upper Duval, 1 km from Truman Annex
9.6 out of 10, Exceptional, (257 reviews)
"Loved the hotel will definitely stay again "
United States
Christina
The price is ￥37,409
￥46,294 total
includes taxes & fees
Feb 1 - Feb 2
Douglas House
Ocean View 3BR Condo with Rooftop Balcony | Balcony

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
5.8 km from Truman Annex
8.6 out of 10, Excellent, (1,929 reviews)
"Great stay"
United States
Timothy
The price is ￥49,914
￥71,281 total
includes taxes & fees
Jan 25 - Jan 26
Beachside Resort & Residences
Property grounds

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
5.7 km from Truman Annex
9.4 out of 10, Exceptional, (1,006 reviews)
"Great staff, beautiful rooms, very clean, great property "
United States
Uma
The price is ￥79,898
￥97,004 total
includes taxes & fees
Jan 27 - Jan 28
Hyatt Vacation Club at Windward Pointe, Key West
Property grounds

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
3.5 star property
6 km from Truman Annex
9.4 out of 10, Exceptional, (1,013 reviews)
"Great place to stay!"
United States
Brenton
The price is ￥76,508
￥93,191 total
includes taxes & fees
Feb 5 - Feb 6
Hyatt Vacation Club at Beach House, Key West
Front of property - evening/night

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, (1,026 reviews)
"The staff was so friendly and the amenities were perfect. Great location to watch the sunset at. "
United States
Jamie
The price is ￥88,428
￥105,712 total
includes taxes & fees
Jan 27 - Jan 28
Opal Key Resort & Marina, Key West
Outdoor pool, sun loungers

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)
"Clean room and front desk very friendly."
United States
Jennifer Renee
The price is ￥77,070
￥98,983 total
includes taxes & fees
Feb 2 - Feb 3
Ocean Key Resort - A Noble House Resort
Exterior

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, (347 reviews)
"Fantastic spot, close to everything, but just far enough away. "
United States
Ruth
The price is ￥53,626
￥60,329 total
includes taxes & fees
Feb 2 - Feb 3
The Saint Hotel Key West, Autograph Collection, Adult Only
Exterior

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, (1,001 reviews)
"Perfect place to stay. "
United States
Paulette
The price is ￥65,348
￥82,417 total
includes taxes & fees
Jan 27 - Jan 28
The Marquesa Hotel
4 outdoor pools, pool umbrellas, sun loungers

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort, 3.7 km from Truman Annex
9.0 out of 10, Wonderful, (1,246 reviews)
"Nice hotel, good facilities and friendly staff."
United States
Gennadiy
The price is ￥59,954
￥76,525 total
includes taxes & fees
Jan 25 - Jan 26
Parrot Key Hotel & Villas
Marina

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island, 7 km from Truman Annex
9.4 out of 10, Exceptional, (1,196 reviews)
"great place to stay "
United States
michael
The price is ￥61,942
￥79,637 total
includes taxes & fees
Feb 3 - Feb 4
The Perry Hotel & Marina Key West
Property grounds

Duval House

Duval House
3.0 star property
Downtown Key West, 0.8 km from Truman Annex
9.4 out of 10, Exceptional, (1,003 reviews)
"Great place! "
United States
David
The price is ￥53,626
￥63,731 total
includes taxes & fees
Jan 27 - Jan 28
Duval House
Outdoor pool, pool umbrellas, sun loungers

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
5.8 km from Truman Annex
9.0 out of 10, Wonderful, (1,301 reviews)
"It was clean big bathroomclose to airport and beach"
United States
Heather
The price is ￥66,772
￥75,118 total
includes taxes & fees
Jan 27 - Jan 28
Hampton Inn Key West FL
Superior Studio Suite, 1 King Bed with Sofa bed, Accessible, Refrigerator & Microwave | Free WiFi, bed sheets

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
3.5 star property
Old Town Key West, 1.4 km from Truman Annex
9.8 out of 10, Exceptional, (139 reviews)
"We absolutely loved finding this gem to stay on our first visit to Key West. Great location, wonderful staff, and excellent room. "
United States
Sammy
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
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 and neighborhoods for the activities you enjoy most.
Key West Historic District

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.

Audubon House and Tropical Gardens featuring a house

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.

Key West featuring a marina, a coastal town and general coastal views

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.

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 Key West Tropical Forest and Botanical Garden.

Mallory Square showing a sunset and general coastal views as well as a small group of people

Historic Seaport

While visiting Historic Seaport, you might make a stop by sights like Duval Street and Audubon House and Tropical Gardens.

Top Truman Annex Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"NA but view from restaurant on beach great"
Diane Stephanie 5-night trip
Posted 6 hours ago
Southernmost Beach Resort and Guesthouses

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 Expedia customer reviews, Weatherstation Inn is the highest ranked property in Truman Annex. This B&B is a short 5-minute walk from Duval Street, and it offers free breakfast and an outdoor pool. Another top choice in the area is Hyatt Vacation Club at Sunset Harbor, Key West.
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 349 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 Roy John-Karl Gallery 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.

Explore a world of travel with Expedia