Truman Annex
Key West
Visit Truman Annex
Stay near popular Truman Annex attractions
Things to do
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
CA $59
per adult
94% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $78
per adult
88% of travellers recommend
Champagne and Sunsets: A Key West Catamaran Adventure
CA $82
per adult
94% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
CA $76
per adult
86% of travellers recommend
Key West Afternoon At The Reef Snorkeling Adventure with Open Bar!
CA $63
per adult
92% of travellers recommend
Truman Annex Hotel Deals
Weatherstation Inn
57 Front St Key West FL
The price is CA $241 per night from Oct 12 to Oct 13
CA $241
CA $271 total
Oct 12 - Oct 13
includes taxes & fees
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 liked how close the Inn was to everything we wanted to do. Very walkable and in a quiet area. Staff was friendly, the breakfast bake goods were great."
Reviewed on Oct 10, 2026
Hyatt Vacation Club at Sunset Harbor, Key West
200 Sunset Lane Key West FL
The price is CA $276 per night from Oct 28 to Oct 29
CA $276
CA $359 total
Oct 28 - Oct 29
includes taxes & fees
Stay at this hotel in Key West. Enjoy free WiFi, parking (surcharge), and concierge services. Popular attractions Duval Street and Mallory Square are located ...
8.6/10 Excellent! (437 reviews)
"Had an excellent time. Absolutely beautiful hotel and amazing staff!"
Reviewed on Oct 8, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
The price is CA $298 per night from Oct 12 to Oct 13
CA $298
CA $425 total
Oct 12 - Oct 13
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the pool and the restaurant ...
8.8/10 Excellent! (1,798 reviews)
"The staff was very receptive and friendly. I did not get the room I booked, I booked 2 bedroom room with 1 king and 2 queens and got a 3 queen room with no balcony. The one bedroom had no dressers or closet. The only closet for the whole group was in the shared bathroom that was approx. 18 inches ..."
Reviewed on Oct 11, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is CA $178 per night from Oct 12 to Oct 13
CA $178
CA $281 total
Oct 12 - Oct 13
includes taxes & fees
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 ...
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is CA $152 per night from Oct 12 to Oct 13
CA $152
CA $308 total
Oct 12 - Oct 13
includes taxes & fees
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! (2,607 reviews)
"Tried to check into my room at 3:45 (4pm check-in). They ran my credit card for incidentals and then informed me that my room was not clean yet. The young woman at the check-in desk took my cell number and said I would receive a text when I could check in. No room number was given, nor was I given ..."
Reviewed on Oct 11, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is CA $186 per night from Oct 14 to Oct 15
CA $186
CA $299 total
Oct 14 - Oct 15
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
9/10 Wonderful! (1,878 reviews)
"This resort is AMAZING!!!! If you don't want to, you never have the leave the resort, as EVERYTHING IS THERE!!! The Mojito Bar is awesome, food is great!!! Bartender Lana at the Mojito Bar is THE BEST!!! THE ENTIRE STAFF IS AMAZING!!! GOING BACK, I THINK IN FEW WEEKS, AGAIN!!!!"
Reviewed on Oct 11, 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.
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.
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.
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.
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 Fort East Martello Museum and Gallery.
