Truman Annex, FL
Key West
Visit Truman Annex
Stay near popular Truman Annex attractions
Things to do
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
$45
per adult
94% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
$33
per adult
82% of travellers recommend
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
$79
per adult
94% of travellers recommend
Champagne and Sunsets: A Key West Catamaran Adventure
$59
per adult
94% of travellers recommend
Lands End Sunset Cruise with Full Bar & Live Music
$75
per adult
90% of travellers recommend
Key West Sunset Sail with Live Music, Drinks and Appetizers!
$87
per adult
92% of travellers recommend
Truman Annex Hotel Deals
Weatherstation Inn
57 Front St Key West FL
$249 nightly
The price is $280 total per night from Nov 1 to Nov 2
$280 total
Nov 1 - Nov 2
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! (1,001 reviews)
"This was the perfect location for access to Key West by foot!!!! We loved the community the resort is in!"
Reviewed on Oct 26, 2026
Hyatt Vacation Club at Sunset Harbor, Key West
200 Sunset Lane Key West FL
$278 nightly
The price is $313 total per night from Nov 18 to Nov 19
$313 total
Nov 18 - Nov 19
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 ...
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
$285 nightly
The price is $321 total per night from Nov 1 to Nov 2
$321 total
Nov 1 - Nov 2
Total with taxes and 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! (1,800 reviews)
"Perfect beach view from the room."
Reviewed on Oct 29, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
$200 nightly
The price is $225 total per night from Nov 19 to Nov 20
$225 total
Nov 19 - Nov 20
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
$175 nightly
The price is $197 total per night from Nov 1 to Nov 2
$197 total
Nov 1 - Nov 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! (2,757 reviews)
"I went to the desk to check in. They said your room is ready. They said you can wait to check in or pay $35 to check in now. It was 3:00 so they wanted me to pay $35 to check in an hour early. It’s bad enough the fees were $80 but now they charge you to check in your room"
Reviewed on Oct 29, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
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. ...
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 Fort East Martello Museum and Gallery.
Truman Annex, FL
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