Find hotels in Truman Annex, Key West from $139

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Discover 2,676 Truman Annex hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

3 outdoor pools, pool umbrellas, sun loungers
Southernmost Beach Resort
4.0 star property
8.2 out of 10, Very Good, (1856)
"Staff were awesome and always welcoming "
The price is $332
$436 total
includes taxes & fees
Jun 2 - Jun 3
Southernmost Beach Resort
Exterior
Beachside Resort & Residences
4.0 star property
8.4 out of 10, Very Good, (1002)
"Everything was perfect. I don’t say that lightly. It was not busy season so that could have made a difference. Every meal I ate was fresh, hot and delicious. I will definitely be back!! Everyone was extremely polite and helpful."
The price is $250
$405 total
includes taxes & fees
May 19 - May 20
Beachside Resort & Residences
Outdoor spa tub
NYAH Key West - Adults Only
3.0 star property
7.8 out of 10, Good, (1003)
"I was on a motorcycle ride with 3 friends and this was a perfect place to spend the night after a long ride. Breakfast was good and the pool was wonderful. "
The price is $139
$201 total
includes taxes & fees
May 20 - May 21
NYAH Key West - Adults Only
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Courtyard
The Southernmost Inn - Adults Only
3.0 star property
7.8 out of 10, Good, (1005)
"At the quiet end of Duval, close to beaches and shopping. Easy to get down to the rest of Duval"
The price is $159
$224 total
includes taxes & fees
May 19 - May 20
The Southernmost Inn - Adults Only
Outdoor pool, sun loungers
Ocean Key Resort - A Noble House Resort
4.0 star property
9.2 out of 10, Wonderful, (1005)
"If I could give more than 5 stars to the staff I would. Top notch vacation spot. "
The price is $419
$534 total
includes taxes & fees
Jun 12 - Jun 13
Ocean Key Resort - A Noble House Resort
Exterior
Hyatt Centric Key West Resort and Spa
4.0 star property
9.0 out of 10, Wonderful, (1003)
"Location, view, staff"
The price is $403
$515 total
includes taxes & fees
Jun 9 - Jun 10
Hyatt Centric Key West Resort and Spa
Outdoor pool, pool umbrellas, sun loungers
Hampton Inn Key West FL
2.5 star property
8.8 out of 10, Excellent, (1097)
"Great place to stay! Staff is amazing! Grounds are clean and well maintained. Notable shortages with pool towels but I brought my own for the beach so that was ok. Will definitely come back. "
The price is $199
$258 total
includes taxes & fees
May 27 - May 28
Hampton Inn Key West FL
3 outdoor pools, open 7:00 AM to 10:00 PM, sun loungers
Winslow's Bungalows - Key West Historic Inns
4.0 star property
8.8 out of 10, Excellent, (706)
"Had a little hiccup when we arrived, but staff quickly made it right and got us a new room. We loved the bungalow and it was close to Duval St. Great experience overall!"
The price is $254
$328 total
includes taxes & fees
Jun 17 - Jun 18
Winslow's Bungalows - Key West Historic Inns
Outdoor pool
Silver Palms Inn
3.5 star property
9.2 out of 10, Wonderful, (1008)
"Excellent location in Old Town. Friendly staff. Comfortable and quiet room. Very laid back vibe. Nice breakfast omelette prepared poolside every morning. Pool furniture and umbrellas could use an upgrade. Would we stay here again, yes."
The price is $152
$227 total
includes taxes & fees
May 28 - May 29
Silver Palms Inn
Outdoor pool, open 7:30 AM to 7:00 PM, free cabanas, sun loungers
DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
7.8 out of 10, Good, (1005)
"Transportation and parking was easy "
The price is $178
$234 total
includes taxes & fees
May 27 - May 28
DoubleTree Resort by Hilton Grand Key - Key West
Courtyard
Santa Maria Suites
4.0 star property
9.6 out of 10, Exceptional, (1000)
"We had a great time! Hotel was amazing. We will definitely stay there again "
The price is $449
$550 total
includes taxes & fees
Jun 17 - Jun 18
Santa Maria Suites
Cottage, 2 Bedrooms (Royal Poinciana) | Terrace/patio
Paradise Inn Key West - Adults Only
3.5 star property
9.2 out of 10, Wonderful, (1003)
"The pool is was quiet and beautiful. Very relaxing. Our room was clean but the toilet kept not filling up with water. Also one staff member acted very annoyed by any request we had."
The price is $199
$269 total
includes taxes & fees
May 20 - May 21
Paradise Inn Key West - Adults Only
Fridge, cookware/dishes/utensils, dining tables
34’ Catamaran Sailboat
9.4 out of 10, Exceptional, (24)
"Friendly, easy access and close to desired destination "
34’ Catamaran Sailboat
Carey's Corner #10 | Individually decorated, individually furnished, laptop workspace
The Galleria by Brightwild
3.0 star property
7.6 out of 10, Good, (20)
"Great two story condo with a water view. Really far better than I could have imagined. "
The price is $141
$237 total
includes taxes & fees
May 21 - May 22
The Galleria by Brightwild
Property entrance
The Guesthouses at Southernmost Beach Resort - Adults only
4.0 star property
9.2 out of 10, Wonderful, (881)
"We enjoyed staying at the Duval guest cottage. The room was very clean. Staff was friendly and very helpful. The breakfast each morning was perfect to get the day started. We would definitely return and recommend to others. Thank you!"
The price is $263
$381 total
includes taxes & fees
May 31 - Jun 1
The Guesthouses at Southernmost Beach Resort - Adults only
Exterior
The Grand Guesthouse
2.5 star property
9.6 out of 10, Exceptional, (891)
"Nice clean accommodations. Very friendly staff."
The price is $260
$318 total
includes taxes & fees
May 19 - May 20
The Grand Guesthouse
Free daily continental breakfast
Ridley House - Key West Historic Inns
3.5 star property
9.2 out of 10, Wonderful, (645)
"In a great area close to restaurants, shopping, activities and attractions in Key West, but sets itself apart with employees that provide an exceptional level of service. Chef Andrew provides the best hotel breakfast experience we have ever had at a Key West hotel. "
The price is $229
$300 total
includes taxes & fees
May 20 - May 21
Ridley House - Key West Historic Inns
Superior Villa, 2 Bedrooms, Private Pool (Room 409) | Outdoor pool
New Orleans House - Gay Men Adult Resort
2.5 star property
8.6 out of 10, Excellent, (292)
" Great spot if u want to be in the center of the action. Staff is extremely friendly and accommodating"
The price is $210
$247 total
includes taxes & fees
May 20 - May 21
New Orleans House - Gay Men Adult Resort
Front of property
La Pensione Inn
3.5 star property
8.8 out of 10, Excellent, (1000)
"The place was real nice. The breakfast is real good to."
The price is $149
$224 total
includes taxes & fees
May 23 - May 24
La Pensione Inn
Deluxe Apartment, Ensuite, Pool View (Hemingway Retreat) | Exterior
Suite Dreams Inn by the Beach
4.0 star property
8.4 out of 10, Very Good, (47)
"The property was off the beaten path, but with easy access to the beach, and walkable to all the interesting sites and experiences of Key West. Nice, private spaces to enjoy your morning coffee or a glass of wine in the evening. Oh, and the delicious Florida oranges were great too!"
Suite Dreams Inn by the Beach
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Other neighborhoods around Truman Annex

Hotels in top Key West neighborhoods Learn more about Truman Annex
Audubon House and Tropical Gardens featuring a house

Key West Historic District

4 out of top 10 points of interest in this area
4.5/5(4,033 area reviews)

Museums and tropical gardens complement the fascinating homes and monuments that include the residence and writing desk of Ernest Hemingway.

Find hotels in Key West Historic District

Truman Annex Travel Info

Number of reviews
17,037
Location
Key West, United States of America
Similar neighborhoods
Old Town Key West, Historic Seaport and Key West Historic District
Accommodation
2,676 hotels
Known landmarks
Smathers Beach, Fort Zachary Taylor Historic State Park and South Beach
Hotels with entertainment
Havana Cabana at Key West, Crowne Plaza Key West-La Concha, an IHG Hotel and The Marker Key West Harbor Resort
Lowest price
$139
Highest price
$449

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 332 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 Key West Museum of Art and History feature captivating exhibits to peruse while you're checking out Truman Annex. Jackson Square and USCGC Ingham Maritime Museum 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.

Recent reviews of Truman Annex hotels

Southernmost Beach Resort

Southernmost Beach Resort

5/5 Excellent
"Staff were awesome and always welcoming "
A verified traveler stayed at Southernmost Beach Resort
Posted 16 hours ago
Southernmost Beach Resort