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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Truman Annex hotels

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, (340 reviews)
"Great place to stay! "
United States
Alicia
The price is ¥53,723
¥65,706 total
includes taxes & fees
Mar 4 - Mar 5
Hyatt Vacation Club at Sunset Harbor, Key West

Weatherstation Inn

Weatherstation Inn
2.5 star property
Truman Annex
9.4 out of 10, Exceptional, (1,002 reviews)
"Awesome location, comfortable, clean room. Very helpful and nice staff"
United States
Kyle
The price is ¥57,961
¥65,207 total
includes taxes & fees
Mar 4 - Mar 5
Weatherstation Inn

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
26.5 km from Truman Annex
8.2 out of 10, Very Good, (1,002 reviews)
"Clean, convenient location. "
United States
Michael
The price is ¥38,856
¥43,714 total
includes taxes & fees
Apr 1 - Apr 2
Sugar Loaf Lodge

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, (1,785 reviews)
"Clean room, amazing food at the resort, and a courteous staff. Thank you for a great stay."
United States
michael
The price is ¥62,264
¥80,228 total
includes taxes & fees
Mar 25 - Mar 26
Margaritaville Beach House Key West

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton
4.0 star property
Casa Marina, 1.9 km from Truman Annex
8.4 out of 10, Very Good, (560 reviews)
"Beautiful beach- gorgeous hotel-top level service - love everything about it!"
United States
Debbie
The price is ¥79,429
¥99,891 total
includes taxes & fees
Mar 4 - Mar 5
Casa Marina Key West, Curio Collection by Hilton

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, (142 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

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
Stock Island, 8 km from Truman Annex
9.0 out of 10, Wonderful, (1,811 reviews)
"Good location and service"
United States
Weiling
The price is ¥50,901
¥66,966 total
includes taxes & fees
Mar 4 - Mar 5
Oceans Edge Key West Resort, Hotel & Marina

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
5.8 km from Truman Annex
8.6 out of 10, Excellent, (2,025 reviews)
"Great stay"
United States
Timothy
The price is ¥46,239
¥66,941 total
includes taxes & fees
Mar 5 - Mar 6
Beachside Resort & Residences

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
5.8 km from Truman Annex
8.2 out of 10, Very Good, (1,005 reviews)
"Nice place to stay. "
United States
David
The price is ¥61,671
¥74,647 total
includes taxes & fees
Mar 24 - Mar 25
DoubleTree Resort by Hilton Grand Key - Key West

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island, 6.4 km from Truman Annex
9.0 out of 10, Wonderful, (181 reviews)
"Unique place to stay! We loved the nature and the location! "
United States
Sara
The price is ¥22,331
¥51,281 total
includes taxes & fees
Mar 3 - Mar 4
Aqua Lodges at Hurricane Hole Marina

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, (2,118 reviews)
"Great ppl that work there! "
United States
Evan
The price is ¥42,857
¥52,408 total
includes taxes & fees
Mar 3 - Mar 4
Ibis Bay Beach Resort

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, (1,006 reviews)
"Great place to stay!"
United States
Brenton
The price is ¥73,964
¥90,231 total
includes taxes & fees
Mar 26 - Mar 27
Hyatt Vacation Club at Beach House, Key West

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
29.9 km from Truman Annex
The price is ¥68,786
¥132,904 total
includes taxes & fees
Mar 31 - Apr 1
Starlight Serenity - Hideaway w Stunning Views

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, (1,310 reviews)
"Staff was amazing and very clean rooms and amenities "
Canada
giovanni
The price is ¥58,230
¥74,463 total
includes taxes & fees
Mar 23 - Mar 24
Parrot Key Hotel & Villas

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, (1,003 reviews)
"Nice location and nice Hostel! Would go again. "
United States
Christopher
The price is ¥40,329
¥52,391 total
includes taxes & fees
Mar 3 - Mar 4
NYAH Key West - Adults Only

Douglas House

Douglas House
3.0 star property
Uptown - Upper Duval, 1 km from Truman Annex
9.6 out of 10, Exceptional, (299 reviews)
"Great place with a perfect location. "
United States
Brandon
The price is ¥49,245
¥60,942 total
includes taxes & fees
Mar 3 - Mar 4
Douglas House

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town, 5.6 km from Truman Annex
8.2 out of 10, Very Good, (1,965 reviews)
"Great hotel! "
United States
Farrah
The price is ¥49,015
¥63,920 total
includes taxes & fees
Mar 10 - Mar 11
Blue Flamingo Resort Key West

Authors of Key West Guest House

Authors of Key West Guest House
3.0 star property
The Meadows, 1.6 km from Truman Annex
9.0 out of 10, Wonderful, (1,004 reviews)
"We absolutely love this place. its in a quiet area, in a good location and the staff has always been great."
United States
justin
Authors of Key West Guest House

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, (491 reviews)
"Great location, clean room, amazing staff!! The property was so cozy and intimate- the breakfast was great too. "
United States
Arturo
The price is ¥55,905
¥62,891 total
includes taxes & fees
Mar 9 - Mar 10
Coco Plum Inn

Colors on White

Colors on White
3.0 star property
Old Town Key West, 1.6 km from Truman Annex
8.0 out of 10, Very Good, (411 reviews)
"Beautiful pool with a waterfall. Rooms had everything we needed. "
United States
Chadwick
Colors on White
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.

Where to stay in Truman Annex

Find the best Truman Annex areas and neighborhoods for the activities you enjoy most.

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.

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.

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 Fort East Martello Museum and Gallery.

Uptown - Upper Duval

If you're spending some time in Uptown - Upper Duval, Duval Street and Key West Butterfly and Nature Conservatory are top sights worth seeing.

Top Truman Annex Hotel Reviews

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 329 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.

Explore a world of travel with Expedia