Truman Annex Hotels, Key West

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29 Sept - 30 Sept
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30 Sept - 1 Oct
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3 Oct - 5 Oct
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10 Oct - 12 Oct

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2789 Cheap Hotels in Truman Annex - Specials, Reviews, & Last Minute Deals

Weatherstation Inn
Premium bedding, iron/ironing board, free WiFi, bed sheets

Weatherstation Inn

2.5 star property
9.4 out of 10, Exceptional, (962)
"Lovely stay. Our room and bathroom were clean, comfortable and charming. The location is amazing for walkability but being in a gated community is nice also especially at night. Hope to stay here again!"
The price is NZ$300
includes taxes & fees
30 Sept - 1 Oct
Weatherstation Inn
Parrot Key Hotel & Villas
Waterfront King Guest Room | Exterior

Parrot Key Hotel & Villas

4.0 star property
9.0 out of 10, Wonderful, (1109)
"Friendly staff, beautiful and lush grounds. The location was great too."
The price is NZ$306
includes taxes & fees
7 Oct - 8 Oct
Parrot Key Hotel & Villas
The Perry Hotel & Marina Key West
2 outdoor pools, open 8:00 AM to 10:00 PM, pool loungers

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1108)
"Beautiful place!"
The price is NZ$346
includes taxes & fees
14 Oct - 15 Oct
The Perry Hotel & Marina Key West
DoubleTree Resort by Hilton Grand Key - Key West
Outdoor pool, open 7:00 AM to 11:00 PM, free pool cabanas, pool loungers

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
8.0 out of 10, Very good, (1019)
"Great stay. Helpful and attentive staff, transportation provided to the old town and to the beach. "
The price is NZ$275
includes taxes & fees
5 Oct - 6 Oct
DoubleTree Resort by Hilton Grand Key - Key West
Opal Key Resort & Marina, Key West
Front of property – evening/night

Opal Key Resort & Marina, Key West

4.0 star property
9.2 out of 10, Wonderful, (1013)
"Great stay! "
The price is NZ$554
includes taxes & fees
30 Sept - 1 Oct
Opal Key Resort & Marina, Key West
Hilton Garden Inn Key West / The Keys Collection
Outdoor pool, open 6:00 AM to 10:00 PM, pool cabanas (surcharge)

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
7.8 out of 10, Good, (1097)
"Very nice hotel."
The price is NZ$279
includes taxes & fees
6 Oct - 7 Oct
Hilton Garden Inn Key West / The Keys Collection
Havana Cabana at Key West
Outdoor pool, pool loungers

Havana Cabana at Key West

4.0 star property
8.8 out of 10, Excellent, (1771)
"Place was great we had the absolute best time"
The price is NZ$304
includes taxes & fees
14 Oct - 15 Oct
Havana Cabana at Key West
Douglas House
Garden

Douglas House

3.0 star property
9.6 out of 10, Exceptional, (175)
"Such a beautiful property. "
The price is NZ$226
includes taxes & fees
2 Oct - 3 Oct
Douglas House
Ibis Bay Beach Resort
Boating

Ibis Bay Beach Resort

2.5 star property
8.2 out of 10, Very good, (2009)
"Great Hotel. "
The price is NZ$265
includes taxes & fees
30 Sept - 1 Oct
Ibis Bay Beach Resort
Courtyard by Marriott Key West Waterfront
View from property

Courtyard by Marriott Key West Waterfront

3.0 star property
8.8 out of 10, Excellent, (1017)
"enjoyed time there"
The price is NZ$271
includes taxes & fees
30 Sept - 1 Oct
Courtyard by Marriott Key West Waterfront
The Laureate Key West
Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas

The Laureate Key West

3.5 star property
9.0 out of 10, Wonderful, (1007)
"Family-friendly, Ocean View"
The price is NZ$359
includes taxes & fees
30 Sept - 1 Oct
The Laureate Key West
Hampton Inn Key West FL
Outdoor pool, pool umbrellas, pool loungers

Hampton Inn Key West FL

2.5 star property
9.0 out of 10, Wonderful, (1249)
"The staff was great. Breakfast was abundant and good."
The price is NZ$310
includes taxes & fees
7 Oct - 8 Oct
Hampton Inn Key West FL
NYAH Key West - Adults Only
Outdoor spa tub

NYAH Key West - Adults Only

3.0 star property
7.8 out of 10, Good, (1017)
"Great location and service. "
The price is NZ$259
includes taxes & fees
9 Oct - 10 Oct
NYAH Key West - Adults Only
Margaritaville Beach House Key West
Beach nearby, white sand

Margaritaville Beach House Key West

4.0 star property
8.8 out of 10, Excellent, (1790)
"Great place to stay"
The price is NZ$458
includes taxes & fees
13 Oct - 14 Oct
Margaritaville Beach House Key West
Hyatt Vacation Club at Beach House, Key West
Outdoor pool

Hyatt Vacation Club at Beach House, Key West

3.5 star property
9.4 out of 10, Exceptional, (1043)
"Very friendly staff, quiet location "
The price is NZ$501
includes taxes & fees
12 Oct - 13 Oct
Hyatt Vacation Club at Beach House, Key West
Oceans Edge Key West Resort, Hotel & Marina
Daily cooked-to-order breakfast for a fee

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
8.8 out of 10, Excellent, (1740)
"Very good for visiting "
The price is NZ$467
includes taxes & fees
30 Sept - 1 Oct
Oceans Edge Key West Resort, Hotel & Marina
Winslow's Bungalows - Key West Historic Inns
3 outdoor pools, open 7:00 AM to 10:00 PM, pool loungers

Winslow's Bungalows - Key West Historic Inns

4.0 star property
9.2 out of 10, Wonderful, (1018)
"Great location near many attractions. "
The price is NZ$397
includes taxes & fees
1 Oct - 2 Oct
Winslow's Bungalows - Key West Historic Inns
Authors of Key West Guest House
Room, Non Smoking, Private Bathroom

Authors of Key West Guest House

3.0 star property
9.0 out of 10, Wonderful, (1020)
"Very nice stay with easy street parking and a nice breakfast. "
Authors of Key West Guest House
Sugar Loaf Lodge
Restaurant

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very good, (1005)
"Nice family owned spot. "
The price is NZ$193
includes taxes & fees
30 Sept - 1 Oct
Sugar Loaf Lodge
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
Reception

Fairfield Inn & Suites by Marriott Key West at the Keys Collection

3.5 star property
8.4 out of 10, Very good, (1017)
"Breakfast was good the attendant and excellent customer service very helpful an polite "
The price is NZ$265
includes taxes & fees
6 Oct - 7 Oct
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
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. Learn more about Truman Annex
Learn more about Truman Annex

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

The Laureate Key West

The Laureate Key West

10/10 Excellent
"Family-friendly, Ocean View"
Jesus 2-night trip
Posted 17 hours ago
The Laureate Key West

Explore a world of travel with Expedia

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 348 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.