Find hotels in Truman Annex, Key West from ₩98,068

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Discover 2,787 Truman Annex hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Our top choices for Truman Annex hotels

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

Weatherstation Inn

2.5 star property
9.4 out of 10, Exceptional, (955)
"We LOVE the Weatherstation!! It’s so quiet and clean but a very short walk to all the action in Key West. The breakfast croissants are wonderful! Beautiful decorated rooms. Staff is exceptionally friendly and accommodating. We can’t wait to go back."
The price is ₩219,307
₩246,721 total
includes taxes & fees
Sep 18 - Sep 19
Weatherstation Inn
Parrot Key Hotel & Villas
Waterfront King Guest Room | Exterior

Parrot Key Hotel & Villas

4.0 star property
9.0 out of 10, Wonderful, (1091)
"Great location, very cute resort, huge rooms, would stay again. "
The price is ₩177,928
₩279,313 total
includes taxes & fees
Sep 23 - Sep 24
Parrot Key Hotel & Villas
The Perry Hotel & Marina Key West
2 outdoor pools, open 8:00 AM to 10:00 PM, sun loungers

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1094)
"Great rooms awesome service beautiful pool!"
The price is ₩143,791
₩240,964 total
includes taxes & fees
Sep 21 - Sep 22
The Perry Hotel & Marina Key West
Hilton Garden Inn Key West / The Keys Collection
Outdoor pool, open 6:00 AM to 10:00 PM, cabanas (surcharge)

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
7.8 out of 10, Good, (1081)
"Great property and excellent staff. Very clean and enjoyable stay."
The price is ₩151,239
₩208,942 total
includes taxes & fees
Sep 28 - Sep 29
Hilton Garden Inn Key West / The Keys Collection
DoubleTree Resort by Hilton Grand Key - Key West
Outdoor pool, open 7:00 AM to 11:00 PM, free cabanas, sun loungers

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
8.0 out of 10, Very Good, (1008)
"Beautiful hotel great pool with plenty of seating "
The price is ₩147,860
₩212,894 total
includes taxes & fees
Sep 28 - Sep 29
DoubleTree Resort by Hilton Grand Key - Key West
Opal Key Resort & Marina, Key West
Front of property - evening/night

Opal Key Resort & Marina, Key West

4.0 star property
9.2 out of 10, Wonderful, (1005)
"Great stay! "
The price is ₩343,443
₩440,696 total
includes taxes & fees
Sep 21 - Sep 22
Opal Key Resort & Marina, Key West
Havana Cabana at Key West
Outdoor pool, sun loungers

Havana Cabana at Key West

4.0 star property
8.8 out of 10, Excellent, (1761)
"Place was great we had the absolute best time"
The price is ₩151,239
₩259,688 total
includes taxes & fees
Sep 18 - Sep 19
Havana Cabana at Key West
Ibis Bay Beach Resort
Boating

Ibis Bay Beach Resort

2.5 star property
8.2 out of 10, Very Good, (1994)
"Great Hotel. "
The price is ₩154,481
₩210,866 total
includes taxes & fees
Sep 18 - Sep 19
Ibis Bay Beach Resort
Douglas House
Garden

Douglas House

3.0 star property
9.6 out of 10, Exceptional, (167)
"Such a beautiful property. "
The price is ₩156,182
₩181,853 total
includes taxes & fees
Sep 29 - Sep 30
Douglas House
NYAH Key West - Adults Only
Outdoor spa tub

NYAH Key West - Adults Only

3.0 star property
7.8 out of 10, Good, (1006)
"Great location and service. "
The price is ₩98,068
₩172,381 total
includes taxes & fees
Sep 18 - Sep 19
NYAH Key West - Adults Only
Courtyard by Marriott Key West Waterfront
View from property

Courtyard by Marriott Key West Waterfront

3.0 star property
8.8 out of 10, Excellent, (1005)
"Great place for the money"
The price is ₩208,273
₩234,307 total
includes taxes & fees
Sep 21 - Sep 22
Courtyard by Marriott Key West Waterfront
The Laureate Key West
Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas

The Laureate Key West

3.5 star property
9.0 out of 10, Wonderful, (1002)
"Great hotel and service "
The price is ₩219,307
₩285,526 total
includes taxes & fees
Sep 18 - Sep 19
The Laureate Key West
Hyatt Vacation Club at Beach House, Key West
Outdoor pool

Hyatt Vacation Club at Beach House, Key West

3.5 star property
9.4 out of 10, Exceptional, (1023)
"Nice resort, great location. "
The price is ₩296,685
₩395,856 total
includes taxes & fees
Sep 18 - Sep 19
Hyatt Vacation Club at Beach House, Key West
Winslow's Bungalows - Key West Historic Inns
3 outdoor pools, open 7:00 AM to 10:00 PM, sun loungers

Winslow's Bungalows - Key West Historic Inns

4.0 star property
9.2 out of 10, Wonderful, (1004)
"Loved Our Stay"
The price is ₩205,652
₩301,185 total
includes taxes & fees
Sep 22 - Sep 23
Winslow's Bungalows - Key West Historic Inns
Margaritaville Beach House Key West
Beach nearby, white sand

Margaritaville Beach House Key West

4.0 star property
8.8 out of 10, Excellent, (1783)
"Great place to stay"
The price is ₩246,893
₩364,326 total
includes taxes & fees
Sep 30 - Oct 1
Margaritaville Beach House Key West
Oceans Edge Key West Resort, Hotel & Marina
Daily cooked-to-order breakfast for a fee

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
9.0 out of 10, Wonderful, (1723)
"Amazing place to stay! "
The price is ₩209,859
₩316,036 total
includes taxes & fees
Sep 23 - Sep 24
Oceans Edge Key West Resort, Hotel & Marina
Hampton Inn Key West FL
Outdoor pool, pool umbrellas, sun loungers

Hampton Inn Key West FL

2.5 star property
9.0 out of 10, Wonderful, (1224)
"Was an amazing stay"
The price is ₩157,267
₩176,925 total
includes taxes & fees
Sep 28 - Sep 29
Hampton Inn Key West FL
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
Reception

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

3.5 star property
8.4 out of 10, Very Good, (1004)
"Would stay again for sure"
The price is ₩131,033
₩186,129 total
includes taxes & fees
Sep 28 - Sep 29
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
Sugar Loaf Lodge
Restaurant

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very Good, (1004)
"Nice family owned spot. "
The price is ₩136,550
₩153,626 total
includes taxes & fees
Sep 18 - Sep 19
Sugar Loaf Lodge
Authors of Key West Guest House
Herlihy, Ground Floor, Poolside | Individually decorated, individually furnished, iron/ironing board

Authors of Key West Guest House

3.0 star property
9.0 out of 10, Wonderful, (1010)
"Very nice property. GREAT breakfast!!"
The price is ₩122,895
₩138,274 total
includes taxes & fees
Sep 22 - Sep 23
Authors of Key West Guest 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.
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

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.

Smathers Beach showing a bay or harbor, tropical scenes and windsurfing

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.

Audubon House and Tropical Gardens featuring a house

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.

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.

Top Truman Annex Hotel Reviews

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent
"This was my first time at this property. It is really a beautiful, boutique, like hotel with beautiful amenities, both inside and out. The beds were comfortable. The sheets were clean and comfortable. Rooms are slightly dated, but it works well with the overall feel of the property. The grounds are stunning! The staff was nothing but perfectly accommodating , friendly, and helpful the whole time I stayed there. I would highly recommend this hotel."
Sheila 2-night trip
Posted 11 hours ago
Casa Marina Key West, Curio Collection by Hilton

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Explore a world of travel with Expedia

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 our traveler data, Weatherstation Inn is one of the top choices for your stay 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 good choice for your stay 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.