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Our top choices for Truman Annex hotels

Premium bedding, iron/ironing board, free WiFi, bed sheets
Weatherstation Inn

Weatherstation Inn

Weatherstation Inn
2.5 star property
Truman Annex
9.4 out of 10, Exceptional, (993)
"Wonderful property safe neighborhood convenient to all activities would stay here again."
United States
William
The price is Rp3.645.474
Rp4.101.159 total
includes taxes & fees
16 Dec - 17 Dec
Weatherstation Inn
Terrace/patio
Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West
3.5 star property
Truman Annex
8.4 out of 10, Very good, (319)
"Place was great bed was comfy and the water was HOT!!! "
United States
Angela
The price is Rp4.457.495
Rp5.577.788 total
includes taxes & fees
14 Dec - 15 Dec
Hyatt Vacation Club at Sunset Harbor, Key West
Marina
The Perry Hotel & Marina Key West

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, (1171)
"great place to stay "
United States
michael
The price is Rp4.317.371
Rp5.879.273 total
includes taxes & fees
11 Jan - 12 Jan 2026
The Perry Hotel & Marina Key West
Outdoor pool, open 6:00 AM to 10:00 PM, pool cabanas (surcharge)
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
New Town, 5.8 km from Truman Annex
8.0 out of 10, Very good, (1150)
" Dry friendly and good breakfast and excellent value for money "
United States
Meenakshi
The price is Rp2.018.494
Rp2.739.058 total
includes taxes & fees
16 Dec - 17 Dec
Hilton Garden Inn Key West / The Keys Collection
Outdoor pool, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
DoubleTree Resort by Hilton Grand Key - Key West

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
8.0 out of 10, Very good, (1001)
"Very very nice stay! "
United States
Chloe
The price is Rp2.568.104
Rp3.451.931 total
includes taxes & fees
14 Dec - 15 Dec
DoubleTree Resort by Hilton Grand Key - Key West
4 outdoor pools, pool umbrellas, pool loungers
Parrot Key Hotel & Villas

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, (1189)
"Great hotel"
United States
Patrice
The price is Rp3.381.635
Rp4.759.487 total
includes taxes & fees
7 Jan - 8 Jan 2026
Parrot Key Hotel & Villas
Outdoor pool, pool loungers
Havana Cabana at Key West

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, (1725)
"Pretty much everything you could hope for out of a resort. Staff was great, amenities were nice, the room was clean. We loved out stay"
United States
alec lawrence
The price is Rp4.949.572
Rp6.737.589 total
includes taxes & fees
5 Jan - 6 Jan 2026
Havana Cabana at Key West
Front of property – evening/night
Opal Key Resort & Marina, Key West

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, (1020)
"Our stay was great!"
United States
Richard
The price is Rp4.644.234
Rp5.880.366 total
includes taxes & fees
15 Dec - 16 Dec
Opal Key Resort & Marina, Key West
Exterior
Douglas House

Douglas House

Douglas House
3.0 star property
Uptown - Upper Duval, 1 km from Truman Annex
9.6 out of 10, Exceptional, (223)
"We were very pleased with everything and great location."
United States
Lynn
The price is Rp2.283.457
Rp2.825.778 total
includes taxes & fees
15 Dec - 16 Dec
Douglas House
Outdoor pool
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3.5 star property
New Town, 5.8 km from Truman Annex
8.6 out of 10, Excellent, (1006)
"Staff is friendly and knowledgeable in local attractions."
United States
Sheng
The price is Rp2.563.484
Rp3.352.005 total
includes taxes & fees
18 Dec - 19 Dec
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Outdoor spa tub
NYAH Key West - Adults Only

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, (1002)
"Great little hotel in the heart of Old Town."
United States
Robert
NYAH Key West - Adults Only
View from property
Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
3.0 star property
Northside Resort, 4.1 km from Truman Annex
9.0 out of 10, Wonderful, (1001)
"Room clean, nice pool area"
United States
Tami
The price is Rp2.317.964
Rp2.607.708 total
includes taxes & fees
14 Dec - 15 Dec
Courtyard by Marriott Key West Waterfront
Exterior
Sugar Loaf Lodge

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
26.5 km from Truman Annex
8.2 out of 10, Very good, (1002)
"Great place to stary. Staff was very nice."
United States
norka
The price is Rp1.647.954
Rp1.854.031 total
includes taxes & fees
19 Dec - 20 Dec
Sugar Loaf Lodge
Interior detail
Ibis Bay Beach Resort

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort, 4.2 km from Truman Annex
8.2 out of 10, Very good, (2009)
"Pool was nice & property was clean and appealing "
United States
Selene
The price is Rp1.934.176
Rp2.624.198 total
includes taxes & fees
14 Dec - 15 Dec
Ibis Bay Beach Resort
Suite, 1 Bedroom, Ocean View (Spacious | King) | In-room safe, individually decorated, individually furnished, desk
The Laureate 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, (1003)
"Nice place to stay!"
Canada
Baohua
The price is Rp2.979.634
Rp3.820.423 total
includes taxes & fees
15 Dec - 16 Dec
The Laureate Key West
Property grounds
Hyatt Vacation Club at Beach House, Key West

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, (1010)
"We enjoyed the beautiful property."
United States
Susan
The price is Rp5.975.914
Rp7.472.056 total
includes taxes & fees
18 Dec - 19 Dec
Hyatt Vacation Club at Beach House, Key West
Ocean View 3BR Condo with Rooftop Balcony | Balcony
Beachside Resort & Residences

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
5.8 km from Truman Annex
8.6 out of 10, Excellent, (1768)
"Great stay"
United States
james
The price is Rp2.704.583
Rp3.885.360 total
includes taxes & fees
17 Dec - 18 Dec
Beachside Resort & Residences
Front of property
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
4.0 star property
Old Town Key West, 1.1 km from Truman Annex
9.2 out of 10, Wonderful, (1073)
"Beautiful property, nice clean bungalows and great staff!"
United States
Robert
The price is Rp3.806.108
Rp5.124.658 total
includes taxes & fees
17 Dec - 18 Dec
Winslow's Bungalows - Key West Historic Inns
Food and drink
Margaritaville Beach House Key West

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, (1777)
" Great location "
United States
Kristen
The price is Rp3.312.554
Rp4.775.136 total
includes taxes & fees
17 Dec - 18 Dec
Margaritaville Beach House Key West
6 outdoor pools, free pool cabanas, pool umbrellas
Oceans Edge Key West Resort, Hotel & Marina

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, (1750)
"Clean room, great and friendly staff, great pools, easy parking, everything was great "
United States
Zidan
The price is Rp2.727.617
Rp4.072.990 total
includes taxes & fees
14 Dec - 15 Dec
Oceans Edge Key West Resort, Hotel & Marina
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.
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Where to stay in Truman Annex

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

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 Ernest Hemingway Home and Museum.

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 Smathers Beach and Key West Tropical Forest and Botanical Garden.

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

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Beautiful room and amazing reception staff of Annette, Sara, Jody and Richardo. They were very accommodating. "
Daniel 2-night trip
Posted 5 days ago
Southernmost Beach Resort and Guesthouses

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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 Mel Fisher Maritime Museum 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 apartment 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 347 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.