Search Hotels in Truman Annex, Key West

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
31 Oct - 1 Nov
Tomorrow
1 Nov - 2 Nov
This weekend
31 Oct - 2 Nov
Next weekend
7 Nov - 9 Nov

Filter by

Guest rating
Guest rating
Star rating

Top Trending Hotels Near Truman Annex, Key West

Premium bedding, iron/ironing board, free WiFi, bed sheets
Weatherstation Inn
Weatherstation Inn
2.5 star property
9.4 out of 10, Exceptional, (983)
"Nice place to stay"
United States
Victoria
The price is ฿6,438
฿7,243 total
includes taxes & fees
2 Nov - 3 Nov
Weatherstation Inn
Exterior
Hyatt Vacation Club at Sunset Harbor, Key West
Hyatt Vacation Club at Sunset Harbor, Key West
3.5 star property
8.4 out of 10, Very good, (314)
"Good location "
United States
Paula
The price is ฿8,415
฿10,559 total
includes taxes & fees
12 Nov - 13 Nov
Hyatt Vacation Club at Sunset Harbor, Key West
Waterfront King Guest Room | Exterior
Parrot Key Hotel & Villas
Parrot Key Hotel & Villas
4.0 star property
9.0 out of 10, Wonderful, (1139)
"The property was great. "
United States
Richard
The price is ฿4,374
฿6,777 total
includes taxes & fees
20 Nov - 21 Nov
Parrot Key Hotel & Villas
2 outdoor pools, open 8:00 AM to 10:00 PM, pool loungers
The Perry Hotel & Marina Key West
The Perry Hotel & Marina Key West
4.0 star property
9.4 out of 10, Exceptional, (1137)
"Great rooms awesome service beautiful pool!"
United States
Adam
The price is ฿5,047
฿7,497 total
includes taxes & fees
19 Nov - 20 Nov
The Perry Hotel & Marina Key West
Outdoor pool, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
8.0 out of 10, Very good, (1012)
"Amazing stay, friendly staff 10/10 vacation"
United States
Fabian
The price is ฿4,835
฿6,531 total
includes taxes & fees
3 Nov - 4 Nov
DoubleTree Resort by Hilton Grand Key - Key West
Front of property – evening/night
Opal Key Resort & Marina, Key West
Opal Key Resort & Marina, Key West
4.0 star property
9.2 out of 10, Wonderful, (1000)
"great view and wonderful grounds"
United States
David
The price is ฿8,541
฿10,882 total
includes taxes & fees
11 Nov - 12 Nov
Opal Key Resort & Marina, Key West
Outdoor pool, open 6:00 AM to 10:00 PM, pool cabanas (surcharge)
Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys Collection
3.5 star property
7.8 out of 10, Good, (1104)
"Great property and excellent staff. Very clean and enjoyable stay."
United States
Charles
The price is ฿2,997
฿4,282 total
includes taxes & fees
1 Dec - 2 Dec
Hilton Garden Inn Key West / The Keys Collection
Outdoor pool, pool loungers
Havana Cabana at Key West
Havana Cabana at Key West
4.0 star property
8.8 out of 10, Excellent, (1746)
"Great place to stay!"
United States
Maria
The price is ฿5,071
฿7,764 total
includes taxes & fees
18 Nov - 19 Nov
Havana Cabana at Key West
Outdoor pool
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
3.5 star property
8.6 out of 10, Excellent, (1001)
"Very friendly staff, pool is very nice, breakfast very good and prices"
United States
Ileana
The price is ฿2,944
฿4,220 total
includes taxes & fees
30 Nov - 1 Dec
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
Garden
Douglas House
Douglas House
3.0 star property
9.6 out of 10, Exceptional, (193)
"Absolute awesome place to stay"
United States
Dennis
The price is ฿5,565
฿6,480 total
includes taxes & fees
3 Nov - 4 Nov
Douglas House
View from property
Courtyard by Marriott Key West Waterfront
Courtyard by Marriott Key West Waterfront
3.0 star property
9.0 out of 10, Wonderful, (1025)
"Great place! Friendly and helpful staff! "
United States
Charity
The price is ฿4,820
฿5,423 total
includes taxes & fees
4 Nov - 5 Nov
Courtyard by Marriott Key West Waterfront
Outdoor pool
Hyatt Vacation Club at Beach House, Key West
Hyatt Vacation Club at Beach House, Key West
3.5 star property
9.4 out of 10, Exceptional, (1032)
"The place was beautiful. Staff was amazing. "
United States
Kelly
The price is ฿7,342
฿9,716 total
includes taxes & fees
19 Nov - 20 Nov
Hyatt Vacation Club at Beach House, Key West
Boating
Ibis Bay Beach Resort
Ibis Bay Beach Resort
2.5 star property
8.2 out of 10, Very good, (1988)
"Cleanliness, staff & services , amenities, property Conditions & facilities, eco -friendliness."
United States
Jessica
The price is ฿3,254
฿4,530 total
includes taxes & fees
3 Nov - 4 Nov
Ibis Bay Beach Resort
3 outdoor pools, open 7:00 AM to 10:00 PM, pool loungers
Winslow's Bungalows - Key West Historic Inns
Winslow's Bungalows - Key West Historic Inns
4.0 star property
9.2 out of 10, Wonderful, (1029)
"Great location near many attractions. "
United States
Marwin
The price is ฿6,444
฿8,888 total
includes taxes & fees
3 Nov - 4 Nov
Winslow's Bungalows - Key West Historic Inns
Outdoor spa tub
NYAH Key West - Adults Only
NYAH Key West - Adults Only
3.0 star property
7.8 out of 10, Good, (1016)
"Clean facility, nice pool area, very convenient location. "
United States
Arthur
NYAH Key West - Adults Only
Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas
The Laureate Key West
The Laureate Key West
3.5 star property
9.0 out of 10, Wonderful, (1002)
"This is our second time staying there. We love the hotel. It close to everything and have a great view "
United States
Nini
The price is ฿5,144
฿6,697 total
includes taxes & fees
3 Nov - 4 Nov
The Laureate Key West
Daily cooked-to-order breakfast for a fee
Oceans Edge Key West Resort, Hotel & Marina
Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
9.0 out of 10, Wonderful, (1730)
"Great hotel"
United States
Jonathan
The price is ฿5,791
฿8,399 total
includes taxes & fees
3 Nov - 4 Nov
Oceans Edge Key West Resort, Hotel & Marina
Beach nearby, white sand
Margaritaville Beach House Key West
Margaritaville Beach House Key West
4.0 star property
8.8 out of 10, Excellent, (1778)
"Great place to stay"
United States
Tracey
The price is ฿5,791
฿8,545 total
includes taxes & fees
18 Nov - 19 Nov
Margaritaville Beach House Key West
Outdoor pool, pool umbrellas, pool loungers
Hampton Inn Key West FL
Hampton Inn Key West FL
2.5 star property
9.0 out of 10, Wonderful, (1252)
"Very friendly staff. Loved the shuttle to downtown Key West. Awesome place to stay!"
United States
Amanda
The price is ฿6,086
฿6,847 total
includes taxes & fees
10 Nov - 11 Nov
Hampton Inn Key West FL
View from property
Duval House
Duval House
3.0 star property
9.4 out of 10, Exceptional, (1032)
"Great location, helpful staff, relaxing grounds and property."
United States
Wesley
The price is ฿3,526
฿4,663 total
includes taxes & fees
3 Nov - 4 Nov
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.
View all properties

Where to stay in Truman Annex

Find the best Truman Annex areas for the activities you enjoy most.

Old Town Key West

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Saint Mary Star of the Sea.

Smathers Beach which includes a bay or harbour, tropical scenes and a sandy beach

Beachside

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

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 Saint Mary Star of the Sea.

Downtown Key West

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

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

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

10/10 Excellent
"This was a perfect location for our visit to Key West. The property was above and beyond what we expected!"
William 2-night trip
Posted 1 day ago
Hyatt Vacation Club at Beach House, Key West

Explore a world of travel with Expedia

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 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 traveller 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 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 351 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 Roy John-Karl Gallery 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.