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Discover 2,663 Truman Annex hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Grand Marina Suite by Brightwild | Waterfront
Pool
Grand Marina Suite by Brightwild | Waterfront
9.8 out of 10, Exceptional, (16)
"safe and quite"
The price is $403
$594 total
includes taxes & fees
May 21 - May 22
Grand Marina Suite by Brightwild | Waterfront
Santa Maria Suites
Courtyard
Santa Maria Suites
4.0 star property
9.6 out of 10, Exceptional, (1001)
"It was very clean and spacious. Staff were very nice and helpful. "
The price is $479
$584 total
includes taxes & fees
May 28 - May 29
Santa Maria Suites
Island City House Hotel
Arch House Garden View Studio w/ Balcony | Hypo-allergenic bedding, individually furnished, iron/ironing board
Island City House Hotel
3.0 star property
9.6 out of 10, Exceptional, (999)
"This was our second time staying at Island City House hotel. We absolutely love it here! The staff are amazing from the front desk to the housekeepers. The beautiful tropical setting is so serene and relaxing. The pool is awesome after a long day of bopping around Key West or a long night of barhopping. it’s so convenient to have the kitchenette and comfortable to have a living room and porch. We recommend this property very highly to anyone who wants to stay in the heart of Key West! "
The price is $295
$332 total
includes taxes & fees
May 5 - May 6
Island City House Hotel
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The Grand Guesthouse
Exterior
The Grand Guesthouse
2.5 star property
9.6 out of 10, Exceptional, (891)
"Nice clean accommodations. Very friendly staff."
The price is $312
$377 total
includes taxes & fees
May 7 - May 8
The Grand Guesthouse
May 20-23 or 27-30 ngt. mid-wk..spec. beach kitchen & patio 142.ngt + ext
Interior
May 20-23 or 27-30 ngt. mid-wk..spec. beach kitchen & patio 142.ngt + ext
9.6 out of 10, Exceptional, (185)
"This was our third time staying at this location. It is as described and the location is fantastic."
May 20-23 or 27-30 ngt. mid-wk..spec. beach kitchen & patio 142.ngt + ext
Central walk-up studio with partial ac - walk to Duval Street bars/dining
Beach
Central walk-up studio with partial ac - walk to Duval Street bars/dining
9.6 out of 10, Exceptional, (12)
"This was the best rental property my wife and I have stayed at. We have utilized rental properties in many different States and also Key West previously but this property was perfect in every way. To top it off, the Vacasa team (specifically Justin) were accomodating, friendly and made our stay first rate. If you are planning a stay in the keys with your spouse/partner and simply want a great place to sleep and use as a "home" base of operations between sight seeing and enjoying all that Key...
The price is $76
$300 total
includes taxes & fees
May 16 - May 17
Central walk-up studio with partial ac - walk to Duval Street bars/dining
34’ Catamaran Sailboat
Fridge, cookware/dishes/utensils, dining tables
34’ Catamaran Sailboat
9.4 out of 10, Exceptional, (22)
"So glad we stayed here! It is exactly what I was looking for. A unique way to visit Key West. It was nice to open the hatches and have a nice breeze and great view of the stars. He has a nice bathroom with shower in the car port. The host was great with communication and was really cool. Definitely recommend"
34’ Catamaran Sailboat
The Barbados by Brightwild | Balcony & Pool View!
Beach
The Barbados by Brightwild | Balcony & Pool View!
9.4 out of 10, Exceptional, (18)
"Easy access. We enjoyed the location near airport. Pool is nice! Elevator is slow. Condo is fine. Our door lock quit working but they fixed it first thing next morning!! We liked it here and would stay here again!!!!"
The price is $307
$675 total
includes taxes & fees
May 14 - May 15
The Barbados by Brightwild | Balcony & Pool View!
Ocean Key Resort - A Noble House Resort
Outdoor pool, sun loungers
Ocean Key Resort - A Noble House Resort
4.0 star property
9.2 out of 10, Wonderful, (1005)
"Great Place to see it all and the Staff was awesome. "
The price is $419
$534 total
includes taxes & fees
Jun 2 - Jun 3
Ocean Key Resort - A Noble House Resort
Silver Palms Inn
Outdoor pool
Silver Palms Inn
3.5 star property
9.2 out of 10, Wonderful, (1007)
"Good location and easy parking. Breakfast omelette is a major bonus. "
The price is $206
$288 total
includes taxes & fees
May 28 - May 29
Silver Palms Inn
Paradise Inn Key West - Adults Only
Cottage, 2 Bedrooms (Royal Poinciana) | Terrace/patio
Paradise Inn Key West - Adults Only
3.5 star property
9.2 out of 10, Wonderful, (1001)
"Cute and spacious. A little older but has a lot of charm! "
The price is $242
$317 total
includes taxes & fees
May 29 - May 30
Paradise Inn Key West - Adults Only
The Guesthouses at Southernmost Beach Resort - Adults only
Exterior
The Guesthouses at Southernmost Beach Resort - Adults only
4.0 star property
9.2 out of 10, Wonderful, (876)
"Wonderful daily breakfast and lunch snacks included in resort fee. Lounge chairs and umbrellas included in resort fee. "
The price is $359
$489 total
includes taxes & fees
May 27 - May 28
The Guesthouses at Southernmost Beach Resort - Adults only
Ridley House - Key West Historic Inns
Free daily continental breakfast
Ridley House - Key West Historic Inns
3.5 star property
9.2 out of 10, Wonderful, (636)
"I had a wonderful stay at the Ridley. My room was a couple of doors down from the main house, in the back of another old house with a deck. I loved doing yoga on the deck in the mornings! A quiet and peaceful way to begin each day. The breakfasts were absolutely incredible! Eggs made to order, banana coconut pancakes, overnight oats, exotic fruits, smoked salmon, etc. They serve iced sangria every afternoon by the pool. I can’t wait to return! "
The price is $390
$480 total
includes taxes & fees
May 13 - May 14
Ridley House - Key West Historic Inns
The Inn on Fleming
Reception
The Inn on Fleming
3.5 star property
9.2 out of 10, Wonderful, (568)
"Charming room. Clean and walking distance away from restaurants and Duval St. "
The price is $289
$325 total
includes taxes & fees
May 5 - May 6
The Inn on Fleming
Pet friendly 2/2. 4 free bikes. New renovation, heated pool 2 blocks to Duval St
Sun loungers, beach towels
Pet friendly 2/2. 4 free bikes. New renovation, heated pool 2 blocks to Duval St
9.2 out of 10, Wonderful, (226)
"Loved the 2 bedroom plan with privacy door and 2 entrances. The location was perfect, quiet but close to everything. We quickly discovered the included bikes were the best way to navigate the area. Definitely would stay again if in area."
The price is $302
$585 total
includes taxes & fees
May 6 - May 7
Pet friendly 2/2. 4 free bikes. New renovation, heated pool 2 blocks to Duval St
The Hollinsed House
Exterior
The Hollinsed House
3.0 star property
9.2 out of 10, Wonderful, (49)
"Location was fantastic. Central to everything. Unit was bigger than anticipated and spotless. Lois is really cool and there for anything you need. Can't wait to go back."
The Hollinsed House
Hyatt Centric Key West Resort and Spa
Exterior
Hyatt Centric Key West Resort and Spa
4.0 star property
9.0 out of 10, Wonderful, (1003)
"The location was great - immediately accessible to many of the important sites. Regretfully, parking at the hotel was a significant problem. (We had stayed at the hotel previously and it was a problem then also.) The staff was very friendly. We'd like to especially commend and thank Julian Barrow, the Front Office Manager, and Dan the waiter at the Four Flamingos. Both were very professional but also very cordial and helpful. Also, Angie at the poolside bar was very pleasant and our housekeeper...
The price is $447
$564 total
includes taxes & fees
May 29 - May 30
Hyatt Centric Key West Resort and Spa
Cozy Dog-Friendly Suite with WiFi, Balcony, Hot Tub, Pool, & Private Parking
Exterior
Cozy Dog-Friendly Suite with WiFi, Balcony, Hot Tub, Pool, & Private Parking
9.0 out of 10, Wonderful, (137)
"Nice location. Quiet and convenient to all areas of the island. Would not recommend for more than 4 adults."
The price is $270
$568 total
includes taxes & fees
May 13 - May 14
Cozy Dog-Friendly Suite with WiFi, Balcony, Hot Tub, Pool, & Private Parking
Hampton Inn Key West FL
Outdoor pool, pool umbrellas, sun loungers
Hampton Inn Key West FL
2.5 star property
8.8 out of 10, Excellent, (1088)
"Everything is great"
The price is $259
$325 total
includes taxes & fees
May 5 - May 6
Hampton Inn Key West FL
La Pensione Inn
Outdoor pool
La Pensione Inn
3.5 star property
8.8 out of 10, Excellent, (1001)
"Our rom was massive with beautiful big bath Old Victorian updated Walkable to Duvall street Excellent breakfast It is on a busy street but wasn’t loud at night Slept well Our room was on second floor. No elevator. Fine for us"
The price is $209
$291 total
includes taxes & fees
May 7 - May 8
La Pensione Inn
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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
12,711
Location
Key West, United States of America
Similar neighborhoods
Old Town Key West, Historic Seaport and Key West Historic District
Accommodation
2,663 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
$76
Highest price
$479

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 330 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

Heron House Court - Adult Only

Heron House Court - Adult Only

5/5 Excellent
"I had a wonderful time! Roman was incredibly helpful, welcoming, and kind. The hotel is located in a great spot - it’s quiet but close enough to walk to anything you want to do. I was traveling alone and felt safe the whole time!"
A verified traveler stayed at Heron House Court - Adult Only
Posted 10 hours ago
Heron House Court - Adult Only