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7 Jan - 8 Jan
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8 Jan - 9 Jan
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9 Jan - 11 Jan
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16 Jan - 18 Jan

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Our top choices for Truman Annex hotels

Terrace/patio
Hyatt Vacation Club at Sunset Harbor, Key West

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, (327)
"Great location and staff was friendly. The pool area was perfect. "
United States
Deborah
The price is ฿14,201
฿17,029 total
includes taxes & fees
7 Feb - 8 Feb
Hyatt Vacation Club at Sunset Harbor, Key West
Premium bedding, iron/ironing board, free WiFi, bed sheets
Weatherstation Inn

Weatherstation Inn

Weatherstation Inn
2.5 star property
Truman Annex
9.4 out of 10, Exceptional, (1000)
"The staff was outstanding and this location was very convenient, yet located away from the hustle and bustle of the main area."
United States
William
The price is ฿8,080
฿9,090 total
includes taxes & fees
11 Jan - 12 Jan
Weatherstation Inn
Outdoor spa tub
NYAH Key West - Adults Only

NYAH Key West - Adults Only

NYAH Key West - Adults Only
3.0 star property
Historic Seaport, 1.1 km from Truman Annex
7.8 out of 10, Good, (1015)
"Great stay"
United States
Venkata Durga Phanindra Reddy
NYAH Key West - Adults Only
4 outdoor pools, pool umbrellas, pool loungers
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
4.0 star property
Northside Resort, 3.7 km from Truman Annex
9.0 out of 10, Wonderful, (1221)
"Nice hotel, good facilities and friendly staff."
United States
Gennadiy
The price is ฿6,868
฿9,517 total
includes taxes & fees
25 Jan - 26 Jan
Parrot Key Hotel & Villas
6 outdoor pools, free pool cabanas, pool umbrellas
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
Stock Island, 8 km from Truman Annex
9.0 out of 10, Wonderful, (1769)
"A lovely but expensive resort with an average breakfast"
United Kingdom
Peter
The price is ฿7,309
฿10,130 total
includes taxes & fees
8 Jan - 9 Jan
Oceans Edge Key West Resort, Hotel & Marina
Interior detail
Ibis Bay Beach Resort

Ibis Bay Beach Resort

Ibis Bay Beach Resort
2.5 star property
Northside Resort, 4.2 km from Truman Annex
8.0 out of 10, Very good, (2048)
"Clean room, great staff, good restaurant in premises "
United States
Ralph
The price is ฿6,166
฿7,776 total
includes taxes & fees
11 Jan - 12 Jan
Ibis Bay Beach Resort
Exterior
Sugar Loaf Lodge

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
26.5 km from Truman Annex
8.2 out of 10, Very good, (1008)
"It was so nice experience to stay there."
United States
Tapas
The price is ฿5,272
฿5,931 total
includes taxes & fees
8 Jan - 9 Jan
Sugar Loaf Lodge
Food and drink
Margaritaville Beach House Key West

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
3.6 km from Truman Annex
8.8 out of 10, Excellent, (1802)
"The location was pretty, with access to the beach, a restaurant, a bar, a pool and great service! "
United States
Jayne
The price is ฿12,448
฿16,039 total
includes taxes & fees
29 Jan - 30 Jan
Margaritaville Beach House Key West
2 outdoor pools, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
4.0 star property
New Town, 5.6 km from Truman Annex
8.0 out of 10, Very good, (1820)
"the staff was so welcoming and nice, it was a perfect place to stay in Key West!"
United Kingdom
Alicia
The price is ฿7,553
฿10,252 total
includes taxes & fees
8 Jan - 9 Jan
Blue Flamingo Resort Key West
Porch
Heron House - Adult Only

Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Downtown Key West, 0.6 km from Truman Annex
9.0 out of 10, Wonderful, (1149)
"Very good property and close to all major points"
United States
Madhur
The price is ฿5,715
฿7,527 total
includes taxes & fees
8 Jan - 9 Jan
Heron House - Adult Only
Property grounds
Duval House

Duval House

Duval House
3.0 star property
Downtown Key West, 0.7 km from Truman Annex
9.4 out of 10, Exceptional, (1016)
"Great place! "
United States
David
The price is ฿7,113
฿8,673 total
includes taxes & fees
14 Jan - 15 Jan
Duval House
Front of property
Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island, 6.4 km from Truman Annex
8.8 out of 10, Excellent, (172)
"Location , staff , and aqua lodge were perfect."
United States
William
The price is ฿4,184
฿9,936 total
includes taxes & fees
11 Jan - 12 Jan
Aqua Lodges at Hurricane Hole Marina
Outdoor pool, open 7:00 AM to 10:00 PM, free pool cabanas, pool loungers
Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West
3.0 star property
New Town, 3.3 km from Truman Annex
7.8 out of 10, Good, (1202)
"Good rooms and nice breakfast "
United States
Arun
The price is ฿7,578
฿9,406 total
includes taxes & fees
19 Jan - 20 Jan
Fairfield Inn and Suites by Marriott Key West
Ocean View 3BR Condo with Rooftop Balcony | Balcony
Beachside Resort & Residences

Beachside Resort & Residences

Beachside Resort & Residences
3.5 star property
5.8 km from Truman Annex
8.6 out of 10, Excellent, (1876)
"Very awesome and accommodating place!"
United States
Jacob
The price is ฿7,369
฿9,870 total
includes taxes & fees
19 Jan - 20 Jan
Beachside Resort & Residences
Marina
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
4.0 star property
Stock Island, 7 km from Truman Annex
9.4 out of 10, Exceptional, (1186)
"great place to stay "
United States
michael
The price is ฿10,067
฿13,264 total
includes taxes & fees
21 Jan - 22 Jan
The Perry Hotel & Marina Key West
Property grounds
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
3.5 star property
5.7 km from Truman Annex
9.6 out of 10, Exceptional, (1014)
"Clean rooms, great location."
United States
Shalaka
The price is ฿13,548
฿16,651 total
includes taxes & fees
20 Jan - 21 Jan
Hyatt Vacation Club at Windward Pointe, Key West
Building design
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only
3.0 star property
Uptown - Upper Duval, 1.3 km from Truman Annex
8.2 out of 10, Very good, (1237)
"Yes great place pool awesome"
United States
Carl
The price is ฿7,649
฿10,009 total
includes taxes & fees
8 Jan - 9 Jan
The Southernmost Inn - Adults Only
Front of property – evening/night
Opal Key Resort & Marina, Key West

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, (1015)
"Our stay was great!"
United States
Richard
The price is ฿12,760
฿15,583 total
includes taxes & fees
25 Jan - 26 Jan
Opal Key Resort & Marina, Key West
Couples treatment room(s), facials, massages
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Uptown - Upper Duval, 1.3 km from Truman Annex
8.8 out of 10, Excellent, (2985)
"Clean rooms, great location and friendly staff."
United States
Maureen
The price is ฿10,641
฿14,253 total
includes taxes & fees
13 Jan - 14 Jan
Southernmost Beach Resort and Guesthouses
Property grounds
Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
3.5 star property
6 km from Truman Annex
9.4 out of 10, Exceptional, (1021)
"Great accommodations for a family"
United States
Carol
The price is ฿13,763
฿16,887 total
includes taxes & fees
20 Jan - 21 Jan
Hyatt Vacation Club at 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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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 Ernest Hemingway Home and Museum.

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 Key West Cemetery.

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.

Historic Seaport

If you're spending some time in Historic Seaport, Duval Street and Key West Historic Seaport are top sights worth seeing.

Top Truman Annex Hotel Reviews

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent
"We had an amazing day at the bungalows. Our room was clean and spacious! Several pools on property. Would stay here again. Can’t wait to come back. "
Amy 2-night trip
Posted 2 days ago
Winslow's Bungalows - Key West Historic Inns

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 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. Another top choice 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.