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Discover 2,771 Truman Annex hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Hyatt Vacation Club at Sunset Harbor, Key West
Exterior

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very Good, (310)
"EXCELENT LOCATION AND SUNSET VIEW"
The price is ￥35,920
￥44,551 total
includes taxes & fees
Sep 2 - Sep 3
Hyatt Vacation Club at Sunset Harbor, Key West
Weatherstation Inn
Premium bedding, iron/ironing board, free WiFi, bed sheets

Weatherstation Inn

2.5 star property
9.4 out of 10, Exceptional, (948)
"The staff went above and beyond for us to have a great vacation and stay! "
The price is ￥24,875
￥27,985 total
includes taxes & fees
Aug 18 - Aug 19
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, (1053)
"Great view. Great staff and very clean"
The price is ￥18,759
￥29,549 total
includes taxes & fees
Aug 27 - Aug 28
Parrot Key Hotel & Villas
The Perry Hotel & Marina Key West
2 outdoor pools, open 8:00 AM to 10:00 PM, sun loungers

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1065)
"Laid back atmosphere with gorgeous marina views!"
The price is ￥19,900
￥30,891 total
includes taxes & fees
Sep 1 - Sep 2
The Perry Hotel & Marina Key West
Hilton Garden Inn Key West / The Keys Collection
Outdoor pool, open 6:00 AM to 10:00 PM, cabanas (surcharge)

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
7.8 out of 10, Good, (1068)
"Great property and excellent staff. Very clean and enjoyable stay."
The price is ￥15,190
￥21,229 total
includes taxes & fees
Aug 24 - Aug 25
Hilton Garden Inn Key West / The Keys Collection
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, (1006)
"Great stay! "
The price is ￥35,072
￥45,251 total
includes taxes & fees
Aug 18 - Aug 19
Opal Key Resort & Marina, Key West
DoubleTree Resort by Hilton Grand Key - Key West
Outdoor pool, open 7:00 AM to 11:00 PM, free cabanas, sun loungers

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
7.8 out of 10, Good, (1004)
"Food was good."
The price is ￥19,039
￥26,388 total
includes taxes & fees
Aug 24 - Aug 25
DoubleTree Resort by Hilton Grand Key - Key West
Havana Cabana at Key West
Outdoor pool, sun loungers

Havana Cabana at Key West

4.0 star property
8.8 out of 10, Excellent, (1763)
"Nice stay. "
The price is ￥18,081
￥29,951 total
includes taxes & fees
Sep 8 - Sep 9
Havana Cabana at Key West
Ibis Bay Beach Resort
Boating

Ibis Bay Beach Resort

2.5 star property
8.2 out of 10, Very Good, (1997)
"The food options and bed comfort were great "
The price is ￥16,865
￥22,930 total
includes taxes & fees
Aug 18 - Aug 19
Ibis Bay Beach Resort
Douglas House
Garden

Douglas House

3.0 star property
9.6 out of 10, Exceptional, (155)
"What an incredible stay! Property is gorgeous. Room was beautiful and so comfortable. Perfect location to walk to bars and restaurants. Will definitely stay again! "
The price is ￥17,312
￥20,157 total
includes taxes & fees
Aug 24 - Aug 25
Douglas House
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, (1004)
"Great place"
The price is ￥28,142
￥35,799 total
includes taxes & fees
Sep 16 - Sep 17
Hyatt Vacation Club at Beach House, Key West
NYAH Key West - Adults Only
Outdoor spa tub

NYAH Key West - Adults Only

3.0 star property
7.8 out of 10, Good, (1006)
"Great place "
NYAH Key West - Adults Only
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, (1003)
"Would stay again for sure"
The price is ￥15,161
￥21,187 total
includes taxes & fees
Aug 24 - Aug 25
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
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, (1004)
"Very good option in town"
The price is ￥21,490
￥24,177 total
includes taxes & fees
Sep 15 - Sep 16
Courtyard by Marriott Key West Waterfront
Margaritaville Beach House Key West
Beach nearby, white sand

Margaritaville Beach House Key West

4.0 star property
8.8 out of 10, Excellent, (1767)
"The best place to stay"
The price is ￥26,347
￥38,880 total
includes taxes & fees
Sep 1 - Sep 2
Margaritaville Beach House Key West
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, (1003)
"We enjoyed the stay and will definetly be back "
The price is ￥26,347
￥33,781 total
includes taxes & fees
Aug 18 - Aug 19
The Laureate Key West
Sugar Loaf Lodge
Restaurant

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very Good, (1002)
"Good to stay for a night ! "
The price is ￥14,572
￥16,394 total
includes taxes & fees
Aug 24 - Aug 25
Sugar Loaf Lodge
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, (1718)
"Amazing place to stay! "
The price is ￥20,223
￥31,257 total
includes taxes & fees
Aug 18 - Aug 19
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, sun loungers

Winslow's Bungalows - Key West Historic Inns

4.0 star property
9.2 out of 10, Wonderful, (1002)
"Amazing Property and great place to stay! "
The price is ￥30,799
￥42,100 total
includes taxes & fees
Aug 24 - Aug 25
Winslow's Bungalows - Key West Historic Inns
Duval House
View from property

Duval House

3.0 star property
9.4 out of 10, Exceptional, (1003)
"Perfect location, adequate parking, delicious breakfast!"
The price is ￥12,983
￥17,771 total
includes taxes & fees
Aug 26 - Aug 27
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.
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Where to stay in Truman Annex

Find the best Truman Annex areas and neighborhoods for the activities you enjoy most.
Key West Historic District
Old Town Key West map

Old Town Key West

6 out of top 10 points of interest in this area

Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.

Audubon House and Tropical Gardens featuring a house
Key West Historic District map

Key West Historic District

3 out of top 10 points of interest in this area

Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.

Smathers Beach showing a bay or harbor, tropical scenes and windsurfing
Beachside map

Beachside

1 out of top 10 points of interest in this area

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

Key West featuring a marina, a coastal town and general coastal views
Downtown Key West map

Downtown Key West

If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.

New Town map

New Town

Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Key West Tropical Forest and Botanical Garden.

Top Truman Annex Hotel Reviews

Margaritaville Beach House Key West

Margaritaville Beach House Key West

10/10 Excellent
"Our second time there! They actually saved our whole trip! We checked in at casa marina resort and immediately asked Expedia to relocate us to margaritaville beach house. This place is beautiful, beautiful landscape, beautiful clean rooms. The staff is so friendly, the pool is nice too even with a bunch of people in it you don’t feel like you’re packed in there. The bar and drinks are great, food is probably a 7/10 i’d say. Nice they offer a shuttle to up town. Ocean view room has a beautiful view of smathers beach, also super easy to walk across the street to get onto the beach. The complimentary waters are a huge plus with how hot it is down there. Waters and housekeeping everyday was awesome. We will definitely be back "
Audrianna 4-night trip
Posted 22 hours ago
Margaritaville Beach House Key West

Frequently asked questions

What is Truman Annex like?

You'll be sure to have fun visiting Key West's Truman Annex neighborhood. Be sure to check out 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 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.

How many hotels can I expect to 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 355 Truman Annex hotels and other accommodations to choose from.

If I need to cancel my hotel reservation in Truman Annex, will I receive a refund?

Yes! Most room reservations are refundable provided that you cancel before the hotel’s cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, it may still be possible to cancel it and be given a refund within a 24-hour period of your booking. Add dates, click "Search", then filter by "fully refundable" to view top deals in Truman Annex.

Where can I learn more about changing or cancelling my trip to Truman Annex?

To find more details about changing or cancelling your trip to Truman Annex, go to https://www.expedia.com/service/.

What is there to do in this Key West neighborhood?

Harry S. Truman Little White House, Mel Fisher Maritime Museum, and USCGC Ingham Maritime Museum feature captivating exhibits to peruse while you're checking out Truman Annex. Jackson Square and Roy John-Karl Gallery are also a couple of places to visit in the neighborhood. 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.