Find hotels in Truman Annex, Key West from ¥14,572

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Discover 2,771 Truman Annex hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very Good, (310)
"EXCELENT LOCATION AND SUNSET VIEW"
The price is ¥35,920
¥44,551 total
includes taxes & fees
Sep 2 - Sep 3
Hyatt Vacation Club at Sunset Harbor, Key West

Weatherstation Inn

2.5 star property
9.4 out of 10, Exceptional, (948)
"The staff went above and beyond for us to have a great vacation and stay! "
The price is ¥24,875
¥27,985 total
includes taxes & fees
Aug 18 - Aug 19
Weatherstation Inn

Parrot Key Hotel & Villas

4.0 star property
9.0 out of 10, Wonderful, (1053)
"Great view. Great staff and very clean"
The price is ¥18,759
¥29,549 total
includes taxes & fees
Aug 27 - Aug 28
Parrot Key Hotel & Villas

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1065)
"Laid back atmosphere with gorgeous marina views!"
The price is ¥19,900
¥30,891 total
includes taxes & fees
Sep 1 - Sep 2
The Perry Hotel & Marina Key West

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
7.8 out of 10, Good, (1068)
"Great property and excellent staff. Very clean and enjoyable stay."
The price is ¥15,190
¥21,229 total
includes taxes & fees
Aug 24 - Aug 25
Hilton Garden Inn Key West / The Keys Collection

Opal Key Resort & Marina, Key West

4.0 star property
9.2 out of 10, Wonderful, (1006)
"Great stay! "
The price is ¥35,072
¥45,251 total
includes taxes & fees
Aug 18 - Aug 19
Opal Key Resort & Marina, Key West

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
7.8 out of 10, Good, (1004)
"Food was good."
The price is ¥19,039
¥26,388 total
includes taxes & fees
Aug 24 - Aug 25
DoubleTree Resort by Hilton Grand Key - Key West

Havana Cabana at Key West

4.0 star property
8.8 out of 10, Excellent, (1763)
"Nice stay. "
The price is ¥18,081
¥29,951 total
includes taxes & fees
Sep 8 - Sep 9
Havana Cabana at Key West

Ibis Bay Beach Resort

2.5 star property
8.2 out of 10, Very Good, (1997)
"The food options and bed comfort were great "
The price is ¥16,865
¥22,930 total
includes taxes & fees
Aug 18 - Aug 19
Ibis Bay Beach Resort

Douglas House

3.0 star property
9.6 out of 10, Exceptional, (155)
"What an incredible stay! Property is gorgeous. Room was beautiful and so comfortable. Perfect location to walk to bars and restaurants. Will definitely stay again! "
The price is ¥17,312
¥20,157 total
includes taxes & fees
Aug 24 - Aug 25
Douglas House

Hyatt Vacation Club at Beach House, Key West

3.5 star property
9.4 out of 10, Exceptional, (1004)
"Great place"
The price is ¥28,142
¥35,799 total
includes taxes & fees
Sep 16 - Sep 17
Hyatt Vacation Club at Beach House, Key West

NYAH Key West - Adults Only

3.0 star property
7.8 out of 10, Good, (1006)
"Great place "
NYAH Key West - Adults Only

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

3.5 star property
8.4 out of 10, Very Good, (1003)
"Would stay again for sure"
The price is ¥15,161
¥21,187 total
includes taxes & fees
Aug 24 - Aug 25
Fairfield Inn & Suites by Marriott Key West at the Keys Collection

Courtyard by Marriott Key West Waterfront

3.0 star property
8.8 out of 10, Excellent, (1004)
"Very good option in town"
The price is ¥21,490
¥24,177 total
includes taxes & fees
Sep 15 - Sep 16
Courtyard by Marriott Key West Waterfront

Margaritaville Beach House Key West

4.0 star property
8.8 out of 10, Excellent, (1767)
"The best place to stay"
The price is ¥26,347
¥38,880 total
includes taxes & fees
Sep 1 - Sep 2
Margaritaville Beach House Key West

The Laureate Key West

3.5 star property
9.0 out of 10, Wonderful, (1003)
"We enjoyed the stay and will definetly be back "
The price is ¥26,347
¥33,781 total
includes taxes & fees
Aug 18 - Aug 19
The Laureate Key West

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very Good, (1002)
"Good to stay for a night ! "
The price is ¥14,572
¥16,394 total
includes taxes & fees
Aug 24 - Aug 25
Sugar Loaf Lodge

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
8.8 out of 10, Excellent, (1718)
"Amazing place to stay! "
The price is ¥20,223
¥31,257 total
includes taxes & fees
Aug 18 - Aug 19
Oceans Edge Key West Resort, Hotel & Marina

Winslow's Bungalows - Key West Historic Inns

4.0 star property
9.2 out of 10, Wonderful, (1002)
"Amazing Property and great place to stay! "
The price is ¥30,799
¥42,100 total
includes taxes & fees
Aug 24 - Aug 25
Winslow's Bungalows - Key West Historic Inns

Duval House

3.0 star property
9.4 out of 10, Exceptional, (1003)
"Perfect location, adequate parking, delicious breakfast!"
The price is ¥12,983
¥17,771 total
includes taxes & fees
Aug 26 - Aug 27
Duval House
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.
Save an average of 15% on thousands of hotels when you're signed in

Where to stay in Truman Annex

Find the best Truman Annex areas and neighborhoods for the activities you enjoy most.
Old Town Key West map

Old Town Key West

6 out of top 10 points of interest in this area

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 map

Key West Historic District

3 out of top 10 points of interest in this area

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.

Beachside map

Beachside

1 out of top 10 points of interest in this area

If you're spending some time in Beachside, Smathers Beach and Florida Keys Beaches are top sights worth seeing.

Downtown Key West map

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 map

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.

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 Mel Fisher Maritime Museum 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.

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 355 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.