A white building with American flags and a sign for 'Harry's Truman Overseas Hotel'.

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Check prices for these dates

This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept

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Our top choices for Truman Annex hotels

Terrace/patio

1. Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West
3.5 star property
Truman Annex
8.6 out of 10, Excellent, (431 reviews)
"Location was nice and close to the activities we wanted to do."
United States
Stacey
The price is ₹19,214
₹24,856 total
includes taxes & fees
30 Sept - 1 Oct
Hyatt Vacation Club at Sunset Harbor, Key West
Room

2. Weatherstation Inn

Weatherstation Inn
2.5 star property
Truman Annex
9.4 out of 10, Exceptional, (1,000 reviews)
"I would definitely recommend this hotel to anyone looking for a comfortable, clean, and enjoyable stay. I would happily stay here again on my next visit!"
United States
Svetlana
The price is ₹16,149
₹18,169 total
includes taxes & fees
29 Sept - 30 Sept
Weatherstation Inn
Front of property – evening/night

3. 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, (1,191 reviews)
"Best Hotel"
United States
Clara
The price is ₹24,750
₹31,607 total
includes taxes & fees
21 Sept - 22 Sept
Opal Key Resort & Marina, Key West
Pool

4. Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns
3.5 star property
Bahama Village, 0.7 km from Truman Annex
9.0 out of 10, Wonderful, (998 reviews)
"Highly recommended this boutique resort!"
United States
Bruce
The price is ₹16,723
₹23,651 total
includes taxes & fees
29 Sept - 30 Sept
Lighthouse Hotel - Key West Historic Inns
Pool waterfall

5. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
3.5 star property
Old Town Key West, 1.3 km from Truman Annex
9.4 out of 10, Exceptional, (1,045 reviews)
"good hotel"
United States
Alexey
The price is ₹7,654
₹15,062 total
includes taxes & fees
28 Sept - 29 Sept
Silver Palms Inn & Historic Homes
Exterior

6. Ridley House - Key West Historic Inns

Ridley House - Key West Historic Inns
3.5 star property
Historic Seaport, 0.7 km from Truman Annex
9.2 out of 10, Wonderful, (955 reviews)
"great location"
United States
stacy
The price is ₹19,112
₹26,339 total
includes taxes & fees
27 Sept - 28 Sept
Ridley House - Key West Historic Inns
Beach

7. Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Historic Seaport, 0.7 km from Truman Annex
9.0 out of 10, Wonderful, (1,324 reviews)
"Great stay great location"
United States
Mark
The price is ₹18,882
₹27,935 total
includes taxes & fees
30 Sept - 1 Oct
Pier House Resort & Spa
Exterior

8. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
4.0 star property
Historic Seaport, 0.9 km from Truman Annex
9.0 out of 10, Wonderful, (1,002 reviews)
"Excellent place to stay it keys west"
United States
yendy
The price is ₹20,832
₹30,101 total
includes taxes & fees
29 Sept - 30 Sept
Hyatt Centric Key West Resort and Spa
Exterior

9. The Marquesa Hotel

The Marquesa Hotel
3.5 star property
Old Town Key West, 0.7 km from Truman Annex
9.8 out of 10, Exceptional, (1,002 reviews)
"Our favorite place in Key West to stay - close enough to the center of all the things you want to do but just far enough not to have to deal with the late night loud parties. Nice upscale rooms very well maintained and 2 pools that give the tropical oasis feel. Their cafe is a high end restaurant that we tried - the food and drinks were good but not outstanding which is the way it is priced so we were disappointed. We will definitely stay here again but will skip the Cafe Marquesa - a better...
United States
richard
The price is ₹21,850
₹29,956 total
includes taxes & fees
28 Sept - 29 Sept
The Marquesa Hotel
Exterior

10. La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
4.0 star property
Historic Seaport, 0.5 km from Truman Annex
9.0 out of 10, Wonderful, (479 reviews)
"Very clean, nice staff and walkable to everywhere"
United States
Fatima
The price is ₹15,450
₹20,619 total
includes taxes & fees
30 Sept - 1 Oct
La Concha Key West, Autograph Collection
Queen with Pool View

11. Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages
2.5 star property
Historic Seaport, 0.6 km from Truman Annex
9.8 out of 10, Exceptional, (1,001 reviews)
"Always a great stay!!"
United States
Robin
The price is ₹18,061
₹20,318 total
includes taxes & fees
29 Sept - 30 Sept
Simonton Court Historic Inn & Cottages
Exterior

12. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
4.0 star property
Historic Seaport, 1 km from Truman Annex
9.2 out of 10, Wonderful, (1,014 reviews)
"Beautiful stay"
United States
Joelle
The price is ₹18,067
₹26,346 total
includes taxes & fees
29 Sept - 30 Sept
The Marker Key West Harbor Resort
Property grounds

13. Duval House

Duval House
3.0 star property
Downtown Key West, 0.8 km from Truman Annex
9.6 out of 10, Exceptional, (1,097 reviews)
"Staff are all very kind, included breakfast was great, and resort was quaint and well kept. We will stay here again."
United States
Robert
The price is ₹8,740
₹11,896 total
includes taxes & fees
1 Oct - 2 Oct
Duval House
Front of property

14. Caribbean House

Caribbean House
3.0 star property
Bahama Village, 0.6 km from Truman Annex
9.2 out of 10, Wonderful, (404 reviews)
"Very cute plus everything you need."
United States
David
The price is ₹9,616
₹13,207 total
includes taxes & fees
22 Sept - 23 Sept
Caribbean House
Front of property

15. Key West Villas

Key West Villas
3.5 star property
Downtown Key West, 0.7 km from Truman Annex
9.8 out of 10, Exceptional, (277 reviews)
"Great location and very hospitable hotel owners"
United States
Margaret
The price is ₹24,959
₹28,080 total
includes taxes & fees
15 Oct - 16 Oct
Key West Villas
Cigar House King Suite w/ Poolside porch | Balcony view

16. Island City House Hotel

Island City House Hotel
3.0 star property
Historic Seaport, 0.9 km from Truman Annex
9.6 out of 10, Exceptional, (1,001 reviews)
"Great hotel - close to everything yet very quiet"
United States
Osvaldo
The price is ₹14,754
₹16,598 total
includes taxes & fees
17 Sept - 18 Sept
Island City House Hotel
Porch

17. Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Downtown Key West, 0.6 km from Truman Annex
9.2 out of 10, Wonderful, (1,151 reviews)
"Great location within walking distance of Duvall St. The staff was very helpful and rooms very clean would definitely consider another stay."
United States
Fernando
The price is ₹11,118
₹15,688 total
includes taxes & fees
24 Sept - 25 Sept
Heron House - Adult Only
Bar (on property)

18. Southwinds Motel

Southwinds Motel
2.0 star property
Uptown - Upper Duval, 1.4 km from Truman Annex
8.6 out of 10, Excellent, (1,378 reviews)
"Great property and the staff very helpful and friendly."
United States
Michael
The price is ₹11,903
₹16,615 total
includes taxes & fees
28 Sept - 29 Sept
Southwinds Motel
City view

19. Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only
3.5 star property
Downtown Key West, 0.9 km from Truman Annex
9.2 out of 10, Wonderful, (1,005 reviews)
"Great location and beautiful place"
United States
Jaime
The price is ₹12,740
₹19,061 total
includes taxes & fees
28 Sept - 29 Sept
Paradise Inn Key West - Adults Only
Queen Deluxe ADA

20. Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
3.5 star property
Downtown Key West, 0.9 km from Truman Annex
10.0 out of 10, Exceptional, (1,004 reviews)
"Great place to stay on vacation"
United States
John
The price is ₹17,034
₹19,163 total
includes taxes & fees
17 Sept - 18 Sept
Almond Tree Inn Hotel - Adults Only
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.
A large red brick building with arched windows and a prominent entrance.

Old Town Key West

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Florida Keys Beaches.

A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.

Downtown Key West

While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

A cozy library with wooden furniture, bookshelves, and a deer head on the wall.

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 Florida Keys Beaches.

A row of pastel-colored houses with white railings and a clear blue sky.

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.

Top Truman Annex Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

8/10 Good
"The check in staff was not friendly. The elevator in our building wasn’t working, the pool was closed and the beach was closed because of Scargasim. Also there was a $50.00 per night parking fee and none of these points were discussed with us beforehand and no discounts were offered. Two other couples that checked in after us were traveling together and their rooms were far apart and they asked to be moved closer and the staff at check in made no effort to accommodate them. The other pools were fine and the breakfast was great. The rooms were very nice and the resort is in a quiet peaceful area about a mile from lower Duval where the action is. I would be hesitant to stay there again."
Angelo 4-night trip
Posted less than an hour ago
Southernmost Beach Resort and Guesthouses

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 Jackson Square 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 hotel 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 310 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 Truman Waterfront Park 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.

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