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 $63
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
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
CA $85
per adult
86% of travellers recommend
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
CA $111
per adult
94% of travellers recommend
Key West Rum & Reggae: Snorkel & Sunset Sail Combo
CA $96
per adult
88% of travellers recommend
Truman Annex Hotel Deals
Weatherstation Inn
57 Front St Key West FL
The price is CA $246 per night from Aug 26 to Aug 27
CA $246
CA $277 total
Aug 26 - Aug 27
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! (1,006 reviews)
"Great location, clean property. Continental breakfast was a plus!"
Reviewed on Aug 24, 2026
Hyatt Vacation Club at Sunset Harbor, Key West
200 Sunset Lane Key West FL
The price is CA $294 per night from Sep 3 to Sep 4
CA $294
CA $378 total
Sep 3 - Sep 4
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! (415 reviews)
"Make sure to unload your luggage before parking. The garage is across the street and there is no elevator. Also, I was not aware that they charge you $40 a night to park. I would also recommend calling before your arrival and confirming your stay. My Hotels app had me arriving Friday and checking ..."
Reviewed on Aug 17, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is CA $190 per night from Sep 1 to Sep 2
CA $190
CA $314 total
Sep 1 - Sep 2
includes taxes & fees
Book a stay at this spa 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 ...
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
The price is CA $148 per night from Aug 26 to Aug 27
CA $148
CA $211 total
Aug 26 - Aug 27
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. ...
8.2/10 Very good! (2,362 reviews)
"The resort itself was amazing , the views are Everything , however I made a mistake whiles booking my ticket and I had to leave one night earlier so I asked the receptionist for assistance since I called Expedia and they told me it’s up to the property , her response was “I cannot help you , you ..."
Reviewed on Aug 24, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is CA $198 per night from Sep 9 to Sep 10
CA $198
CA $310 total
Sep 9 - Sep 10
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! (1,866 reviews)
"Beautiful place I will go back"
Reviewed on Aug 24, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is CA $160 per night from Aug 26 to Aug 27
CA $160
CA $257 total
Aug 26 - Aug 27
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 ...
8.6/10 Excellent! (2,654 reviews)
"Excelente instalación y servicio, recomendada al 100%,"
Reviewed on Aug 24, 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 Key West Tropical Forest and Botanical Garden.
