Truman Annex, FL
Key West
Visit Truman Annex
Stay near popular Truman Annex attractions
Things to do
Shark and Wildlife Viewing Adventure in Key West
$99
per adult
100% of travellers recommend
Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour
$126
per adult
98% of travellers recommend
Miami to Key West Day Trip with Activity Options
$39
per adult
84% of travellers recommend
Key West Half-Day Fishing Charter
$95
per adult
92% of travellers recommend
Key West Dolphin & Snorkeling Tour - Small Group
$135
per adult
100% of travellers recommend
Sunset Sail in Key West with Beverages Included
$79
per adult
98% of travellers recommend
Truman Annex Hotel Deals
Hyatt Vacation Club at Sunset Harbor, Key West
200 Sunset Lane Key West FL
The price is $308 total per night from Jul 20 to Jul 21
$308 total
per night
Jul 20 - Jul 21
Stay at this hotel in Key West. Enjoy free WiFi, parking (surcharge), and concierge services. Popular attractions Duval Street and Southernmost Point are located ...
8.6/10 Excellent! (391 reviews)
"Excellent place to be in the middle of everything. Right close by Duval street. My family and I loved the place."
Reviewed on Jul 3, 2026
Weatherstation Inn
57 Front St Key West FL
The price is $195 total per night from Jul 12 to Jul 13
$195 total
per night
Jul 12 - Jul 13
Book a stay at this boutique B&B in Key West. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
9.4/10 Exceptional! (1,001 reviews)
"We loved this property and location. It’s tucked inside the Truman Annex. Very few cars and surprisingly quiet given its location to Mallory Square. We loved its old Key West charm. The building was once used as our Federal Weather Station. It’s located one block from Truman’s Little White House. ..."
Reviewed on Jul 3, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is $227 total per night from Jul 6 to Jul 7
$227 total
per night
Jul 6 - Jul 7
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (2,320 reviews)
"It was a peaceful location that was still in walking distance to a Starbucks & McDonald's. It offered a free shuttle, & we selected a room with an ocean view where we were able to capture breathtaking photos. The room was spacious. The beds were extremely uncomfortable & noisy."
Reviewed on Jul 3, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is $197 total per night from Jul 6 to Jul 7
$197 total
per night
Jul 6 - Jul 7
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.4/10 Very Good! (2,480 reviews)
"The place was awesome! Fantastic for families! Breakfast was delicious! Integrated Starbucks a plus! Will return! But avoid street facing rooms (waterview); the street is busy all night and many vehicles are Loud as F!! On plus side, the sunsets are amazing!! And hotel provides ear plugs. Haha! Clearly ..."
Reviewed on Jul 3, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is $261 total per night from Jul 14 to Jul 15
$261 total
per night
Jul 14 - Jul 15
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.8/10 Excellent! (3,412 reviews)
"Love this resort and can’t wait to return"
Reviewed on Jul 4, 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is $153 total per night from Jul 12 to Jul 13
$153 total
per night
Jul 12 - Jul 13
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...
8/10 Very Good! (1,261 reviews)
"Wasn’t a horrible place to stay very quiet but if booked through Expedia they don’t charge the resort fees"
Reviewed on Jul 4, 2026
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.
Where to stay in Truman Annex
Find the best Truman Annex areas and neighborhoods for the activities you enjoy most. Learn more about Truman Annex
Learn more about Truman Annex
Old Town Key West
If you're spending some time in Old Town Key West, Duval Street and Florida Keys Beaches are top sights worth seeing.
Key West Historic District
Travelers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to make a stop by Duval Street and Florida Keys Beaches.
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
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.
Truman Annex, FL
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