Truman Annex, FL
Key West
Visit Truman Annex
Stay near popular Truman Annex attractions
Things to do
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
$79
per adult
94% of travellers recommend
Key West Rum & Reggae: Snorkel & Sunset Sail Combo
$69
per adult
88% of travellers recommend
Shipwreck Treasure Museum Tickets
$19
per adult
80% of travellers recommend
Afternoon Reef Snorkel & Catamaran Sail w/ Open Bar in Key West
$68
per adult
90% of travellers recommend
Miami to Key West Day Trip with Activity Options
$39
per adult
84% of travellers recommend
Truman Annex Hotel Deals
Weatherstation Inn
57 Front St Key West FL
$179 nightly
The price is $201 total per night from Aug 20 to Aug 21
$201 total
Aug 20 - Aug 21
Total with taxes and 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! (1,002 reviews)
"Nice place"
Reviewed on Aug 15, 2026
Hyatt Vacation Club at Sunset Harbor, Key West
200 Sunset Lane Key West FL
$285 nightly
The price is $321 total per night from Sep 3 to Sep 4
$321 total
Sep 3 - Sep 4
Total with taxes and 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! (414 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
$203 nightly
The price is $228 total per night from Sep 1 to Sep 2
$228 total
Sep 1 - Sep 2
Total with taxes and 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 ...
8.8/10 Excellent! (3,539 reviews)
"Super clean room! So many things to do- pool, beach, restaurants!! Staff was super awesome and friendly. We loved it!!!"
Reviewed on Aug 19, 2026
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
$136 nightly
The price is $153 total per night from Aug 20 to Aug 21
$153 total
Aug 20 - Aug 21
Total with taxes and 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. ...
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
$200 nightly
The price is $225 total per night from Sep 3 to Sep 4
$225 total
Sep 3 - Sep 4
Total with taxes and 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 ...
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$166 nightly
The price is $187 total per night from Sep 1 to Sep 2
$187 total
Sep 1 - Sep 2
Total with taxes and 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! (2,635 reviews)
"NO BEACH ACCESS !! Just want to be super sure that others know this. We somehow felt that this resort had beach access looking at google maps and few other stuff. Apart from this, it was a very nice stay. Location wise very good. Nice amenities. liked both the swimming pools, and super warm water. ..."
Reviewed on Aug 19, 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.
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.
Truman Annex, FL
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