Truman Annex Hotels, Key West

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21 Oct - 22 Oct
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22 Oct - 23 Oct
This weekend
24 Oct - 26 Oct
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31 Oct - 2 Nov

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2797 Cheap Hotels in Truman Annex - Specials, Reviews, & Last Minute Deals

Premium bedding, iron/ironing board, free WiFi, bed sheets
Weatherstation Inn
Weatherstation Inn
2.5 star property
9.4 out of 10, Exceptional, (976)
"Excellent place to stay, walking distance to historic downtown area. Quaint Room at this historical building was very clean and our check-in was very efficient and friendly. Nice property with parking safely gated for protection. Would definetly stay here again. "
United States
John
The price is AU$274
includes taxes & fees
28 Oct - 29 Oct
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)
"Great hotel with excellent location "
United States
Rony
The price is AU$463
includes taxes & fees
19 Nov - 20 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, (1134)
"This hotel is one of my favorites - the property is beautiful and the staff is so kind and helpful. Will absolutely be back "
United States
Madison
The price is AU$335
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, (1123)
"Nice stay. "
United States
SHAMBRE
The price is AU$279
includes taxes & fees
18 Nov - 19 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, (1033)
"Beautiful resort"
United States
Victoria
The price is AU$300
includes taxes & fees
29 Oct - 30 Oct
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)
"Staff was tremendous and location is perfect!! "
United States
Sheryl
The price is AU$490
includes taxes & fees
27 Oct - 28 Oct
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, (1100)
"Very nice hotel."
United States
Andrew
The price is AU$218
includes taxes & fees
28 Oct - 29 Oct
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, (1745)
"Great resort "
United States
Shaw Rostin
The price is AU$368
includes taxes & fees
18 Nov - 19 Nov
Havana Cabana at Key West
Garden
Douglas House
Douglas House
3.0 star property
9.6 out of 10, Exceptional, (189)
"Absolute awesome place to stay"
United States
Dennis
The price is AU$209
includes taxes & fees
26 Oct - 27 Oct
Douglas House
View from property
Courtyard by Marriott Key West Waterfront
Courtyard by Marriott Key West Waterfront
3.0 star property
8.8 out of 10, Excellent, (1018)
"Friendly staff, clean room, and facilities are nice. "
United States
michael
The price is AU$325
includes taxes & fees
17 Nov - 18 Nov
Courtyard by Marriott Key West Waterfront
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, (1005)
"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 AU$318
includes taxes & fees
26 Oct - 27 Oct
The Laureate Key West
Boating
Ibis Bay Beach Resort
Ibis Bay Beach Resort
2.5 star property
8.2 out of 10, Very good, (2006)
"Was a pleasant stay and a good location "
United States
Robert Joseph
The price is AU$222
includes taxes & fees
23 Oct - 24 Oct
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, (1035)
"The room was clean and the facilities lovely. We enjoyed our stay."
United States
Ellen
The price is AU$369
includes taxes & fees
27 Oct - 28 Oct
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, (1008)
"Nice place, perfect location for getting around on foot. "
Mexico
Jose
The price is AU$239
includes taxes & fees
28 Oct - 29 Oct
NYAH Key West - Adults Only
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, (1021)
"It was peaceful and great location"
United States
Kevin
The price is AU$464
includes taxes & fees
26 Oct - 27 Oct
Hyatt Vacation Club at Beach House, 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, (1000)
"Shuttle was great. Hotel staff is very friendly."
United States
parrish
The price is AU$207
includes taxes & fees
29 Oct - 30 Oct
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
Restaurant
Sugar Loaf Lodge
Sugar Loaf Lodge
2.5 star property
8.2 out of 10, Very good, (1002)
"Nice family owned spot. "
United States
Terry
The price is AU$205
includes taxes & fees
27 Oct - 28 Oct
Sugar Loaf Lodge
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, (1720)
"Superb place and nice staff."
Canada
Nehal
The price is AU$381
includes taxes & fees
27 Oct - 28 Oct
Oceans Edge Key West Resort, Hotel & Marina
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, (1249)
"Very good hotel. "
United States
michael joseph Fria
The price is AU$331
includes taxes & fees
11 Nov - 12 Nov
Hampton Inn Key West FL
Beach nearby, white sand
Margaritaville Beach House Key West
Margaritaville Beach House Key West
4.0 star property
8.8 out of 10, Excellent, (1786)
"Wonderful place "
United States
Kesha
The price is AU$407
includes taxes & fees
18 Nov - 19 Nov
Margaritaville Beach House Key West
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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Our guide on 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 windsurfing, tropical scenes and a sandy beach

Beachside

While there might not be top attractions in Beachside, you can explore the larger area and discover places like Duval Street and Smathers Beach.

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

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"A great place to stay!"
Jerri 4-night trip
Posted 3 days 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 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 352 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.

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