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 our traveller data, Hyatt Vacation Club at Sunset Harbor, Key West is one of the top choices for your stay in Truman Annex. This hotel is a short 4-minute walk from Duval Street, and it offers an outdoor pool and free WiFi.

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 309 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 Truman Waterfront Park are also a couple of places to visit in the neighbourhood. Duval Street and Southernmost Point are some popular places to visit in the area around Truman Annex. While you're out sightseeing, Key West Film Society and Florida Keys Eco - Discovery Center are a couple of additional sights to visit in Key West.

The Best Hotels in Truman Annex, Key West - 2026 Updated Prices

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Our top choices for Truman Annex hotels

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

Weatherstation Inn

Truman Annex

Bret

₹19,042 total

includes taxes & fees

28 Jun - 29 Jun

Hyatt Vacation Club at Sunset Harbor, Key West

Truman Annex

Tracy

₹31,873 total

includes taxes & fees

18 Jun - 19 Jun

Oceanfront Walkout Suite - King | View from room

Casa Marina Key West, Curio Collection by Hilton

Casa Marina, 1.9 km from Truman Annex

Brendan

₹36,063 total

includes taxes & fees

24 Jun - 25 Jun

Sugar Loaf Lodge

26.5 km from Truman Annex

Oyuntseren

₹17,979 total

includes taxes & fees

21 Jun - 22 Jun

Outdoor pool, open 8:00 AM to 7:00 PM, pool umbrellas, pool loungers

Tranquility Guest House

Bahama Village, 0.5 km from Truman Annex

₹19,643 total

includes taxes & fees

24 Jun - 25 Jun

Margaritaville Beach House Key West

3.6 km from Truman Annex

Paraskevi

₹29,365 total

includes taxes & fees

5 Jul - 6 Jul

Ibis Bay Beach Resort

Northside Resort, 4.2 km from Truman Annex

megan Renae

₹16,268 total

includes taxes & fees

18 Jun - 19 Jun

The Reach Key West, Curio Collection by Hilton

Uptown - Upper Duval, 1.5 km from Truman Annex

Matthew

₹27,327 total

includes taxes & fees

14 Jul - 15 Jul

Hyatt Centric Key West Resort and Spa

Historic Seaport, 0.9 km from Truman Annex

JASON

₹31,702 total

includes taxes & fees

29 Jun - 30 Jun

Duval House

Downtown Key West, 0.8 km from Truman Annex

Wendy S

₹14,152 total

includes taxes & fees

28 Jun - 29 Jun

Ocean View 3BR Condo with Rooftop Balcony | Balcony

Beachside Resort & Residences

5.8 km from Truman Annex

Molly

₹22,576 total

includes taxes & fees

29 Jun - 30 Jun

4 outdoor pools, pool umbrellas, pool loungers

Parrot Key Hotel & Villas

Northside Resort, 3.7 km from Truman Annex

BradyLyn

₹21,515 total

includes taxes & fees

21 Jun - 22 Jun

Superior Studio Suite, 1 King Bed with Sofa bed, Accessible, Refrigerator & Microwave | Free WiFi, bed sheets

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Old Town Key West, 1.4 km from Truman Annex

Annette

₹28,729 total

includes taxes & fees

21 Jun - 22 Jun

11 Gecko's Garden - Adults Only | Premium bedding, pillow-top beds, individually decorated

Tropical Inn

Downtown Key West, 0.7 km from Truman Annex

Akhenaton

₹19,186 total

includes taxes & fees

25 Jun - 26 Jun

The Perry Hotel & Marina Key West

Stock Island, 7 km from Truman Annex

Sergio Alonso Garnica

₹22,733 total

includes taxes & fees

1 Jul - 2 Jul

Douglas House - Adults Only

Uptown - Upper Duval, 1 km from Truman Annex

Matthew

₹23,731 total

includes taxes & fees

13 Jul - 14 Jul

The Southernmost Inn - Adults Only

Uptown - Upper Duval, 1.3 km from Truman Annex

Sharon

₹16,295 total

includes taxes & fees

24 Jun - 25 Jun

Coco Plum Inn

Downtown Key West, 0.5 km from Truman Annex

Brinkley

₹19,131 total

includes taxes & fees

13 Jul - 14 Jul

Outdoor pool, open 7:00 AM to 9:00 PM, pool cabanas (surcharge)

DoubleTree Resort by Hilton Grand Key - Key West

5.8 km from Truman Annex

Clara

₹19,242 total

includes taxes & fees

7 Jul - 8 Jul

NYAH Key West - Adults Only

Historic Seaport, 1.1 km from Truman Annex

michael

₹13,564 total

includes taxes & fees

24 Jun - 25 Jun

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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 Florida Keys Beaches and Duval Street.

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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 Florida Keys Beaches and Duval Street.

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Downtown Key West

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

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Key West Style Three Bay House is a common style on the Keys. Photo taken on Key West, Florida, USA

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.

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Uptown - Upper Duval

If you're spending some time in Uptown - Upper Duval, Florida Keys Beaches and Southernmost Point are top sights worth seeing.

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Top Truman Annex Hotel Reviews

Hilton Garden Inn Key West / The Keys Collection

8/10 Good

"We had a great time. No complimentary breakfast as advertised but the shuttle to downtown was great"

Havana Cabana at Key West

8/10 Good

"We (2 adults, 2 teens) really enjoyed our stay here! It felt like a very affordable resort. The free shuttle, free pool snacks, and free water bottles really helped feel special. We really appreciated that the pool snacks/drinks had something for all ages. We found the food at the food truck delicious! We sampled many conch fritters around the island and the food truck beat everyone! The biggest downsides were that 3 of our 5 days, they were short a shuttle driver so we had to wait longer than planned. Not a deal breaker though, since it was cheaper than an Uber! The other thing we didn't realize was that the double queen rooms don't have a couch, just 1 tall height chair at a desk. Again, not a huge deal because we didn't spend much time in the room, but it certainly would have helped us feel like we could spread out a little more. We arrived the week after some significant island flooding, so the room we had reserved wasn't an option and there was an overall musty smell, but we could see they were actively working on the damaged rooms so it seemed like they were working quickly to get everything fixed. All in all, we would highly recommend this for groups of all ages!"

Search Hotels in Truman Annex, Key West

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Check prices for these dates

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Our top choices for Truman Annex hotels

Weatherstation Inn

Hyatt Vacation Club at Sunset Harbor, Key West

Casa Marina Key West, Curio Collection by Hilton

Sugar Loaf Lodge

Tranquility Guest House

Margaritaville Beach House Key West

Ibis Bay Beach Resort

The Reach Key West, Curio Collection by Hilton

Hyatt Centric Key West Resort and Spa

Duval House

Beachside Resort & Residences

Parrot Key Hotel & Villas

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Tropical Inn

The Perry Hotel & Marina Key West

Douglas House - Adults Only

The Southernmost Inn - Adults Only

Coco Plum Inn

DoubleTree Resort by Hilton Grand Key - Key West

NYAH Key West - Adults Only

Where to stay in Truman Annex

Old Town Key West

Key West Historic District

Downtown Key West

New Town

Uptown - Upper Duval

Top Truman Annex Hotel Reviews

Hilton Garden Inn Key West / The Keys Collection

Frequently asked questions

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