Truman Annex Hotels, Key West

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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, (324)
"Great location and staff was friendly. The pool area was perfect. "
United States
Deborah
Hyatt Vacation Club at Sunset Harbor, Key West

Weatherstation Inn

Weatherstation Inn
2.5 star property
Truman Annex
9.4 out of 10, Exceptional, (997)
"Wonderful property safe neighborhood convenient to all activities would stay here again."
United States
William
The price is NZ$685
includes taxes & fees
26 Jan - 27 Jan 2026
Weatherstation Inn

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, (1220)
"Excellent location, clean rooms, great staff"
United States
Vikas
The price is NZ$462
includes taxes & fees
19 Jan - 20 Jan 2026
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, (1003)
"Great stay"
United States
Venkata Durga Phanindra Reddy
NYAH Key West - Adults Only

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
8.8 out of 10, Excellent, (1765)
"The place is great!"
United States
Anna
The price is NZ$562
includes taxes & fees
26 Jan - 27 Jan 2026
Oceans Edge Key West Resort, Hotel & Marina

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
26.5 km from Truman Annex
8.2 out of 10, Very good, (1005)
"Great place to stary. Staff was very nice."
United States
norka
The price is NZ$384
includes taxes & fees
4 Jan - 5 Jan 2026
Sugar Loaf Lodge

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Uptown - Upper Duval, 1.3 km from Truman Annex
8.8 out of 10, Excellent, (2958)
"Wonderful stay!"
United States
Elisa
The price is NZ$694
includes taxes & fees
13 Jan - 14 Jan 2026
Southernmost Beach Resort and Guesthouses

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, (1778)
"Nice spot and great staff"
United States
Lindsay Brooke
The price is NZ$746
includes taxes & fees
14 Jan - 15 Jan 2026
Margaritaville Beach House Key West

Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West
3.0 star property
New Town, 3.3 km from Truman Annex
7.8 out of 10, Good, (1183)
"Good rooms and nice breakfast "
United States
Arun
The price is NZ$472
includes taxes & fees
19 Jan - 20 Jan 2026
Fairfield Inn and Suites by Marriott Key West

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
5.8 km from Truman Annex
8.6 out of 10, Excellent, (1842)
"Great stay"
United States
james
The price is NZ$552
includes taxes & fees
4 Jan - 5 Jan 2026
Beachside Resort & Residences

Duval House

Duval House
3.0 star property
Downtown Key West, 0.7 km from Truman Annex
9.4 out of 10, Exceptional, (1003)
"Great place! "
United States
David
The price is NZ$594
includes taxes & fees
5 Jan - 6 Jan 2026
Duval House

Heron House Court - Adult Only

Heron House Court - Adult Only
3.0 star property
Historic Seaport, 1.3 km from Truman Annex
9.0 out of 10, Wonderful, (1003)
"Great staff, very friendly. Oerfect location, short walk to Duval, but far enough to get sleep. "
United States
Chandler
The price is NZ$382
includes taxes & fees
15 Jan - 16 Jan 2026
Heron House Court - Adult Only

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, (1009)
"Location, swimming pool, hot tub and the awesome patio that the room had"
United States
Anshul
The price is NZ$862
includes taxes & fees
14 Jan - 15 Jan 2026
Hyatt Vacation Club at Beach House, 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
8.8 out of 10, Excellent, (170)
"Location , staff , and aqua lodge were perfect."
United States
William
The price is NZ$665
includes taxes & fees
12 Jan - 13 Jan 2026
Aqua Lodges at Hurricane Hole 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, (1178)
"great place to stay "
United States
michael
The price is NZ$684
includes taxes & fees
19 Jan - 20 Jan 2026
The Perry Hotel & Marina Key West

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
9.6 out of 10, Exceptional, (1006)
"Clean rooms, great location."
United States
Shalaka
The price is NZ$878
includes taxes & fees
12 Jan - 13 Jan 2026
Hyatt Vacation Club at Windward Pointe, Key West

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town, 5.6 km from Truman Annex
8.0 out of 10, Very good, (1804)
"the staff was so welcoming and nice, it was a perfect place to stay in Key West!"
United Kingdom
Alicia
The price is NZ$546
includes taxes & fees
8 Jan - 9 Jan 2026
Blue Flamingo Resort Key West

The Laureate Key West

The Laureate Key West
3.5 star property
New Town, 5.2 km from Truman Annex
9.0 out of 10, Wonderful, (1005)
"Nice place to stay!"
Canada
Baohua
The price is NZ$547
includes taxes & fees
7 Jan - 8 Jan 2026
The Laureate Key West

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, (1295)
"Wonderful stay"
United States
Lindsey
The price is NZ$605
includes taxes & fees
14 Jan - 15 Jan 2026
Hampton Inn Key West FL

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, (1002)
"Nice property, comfortable stay - cookies and staff are great!"
United States
David
The price is NZ$534
includes taxes & fees
5 Jan - 6 Jan 2026
DoubleTree Resort by Hilton Grand Key - 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.

Our guide on where to stay in Truman Annex

Find the best Truman Annex areas for the activities you enjoy most. Learn more about Truman Annex
Learn more about Truman Annex

Old Town Key West

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

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 Key West Cemetery.

Downtown Key West

While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

New Town

While there might not be top attractions in New Town, you can explore the larger area and discover places like Regal Key West and Smathers Beach.

Historic Seaport

If you're spending some time in Historic Seaport, Duval Street and Key West Historic Seaport 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 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 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 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 348 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 Roy John-Karl Gallery 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.

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