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
Champagne and Sunsets: A Key West Catamaran Adventure
$59
per adult
94% of travellers recommend
Key West Rum & Reggae: Snorkel & Sunset Sail Combo
$61
per adult
88% of travellers recommend
Shipwreck Treasure Museum Tickets
$19
per adult
80% of travellers recommend
Key West Dolphin Watch & Snorkel Combo With Unlimited Beer & Wine
$55
per adult
92% of travellers recommend
Truman Annex Hotel Deals
Hyatt Vacation Club at Sunset Harbor, Key West
200 Sunset Lane Key West FL
$426 nightly
The price is $479 total per night from Nov 1 to Nov 2
$479 total
Nov 1 - Nov 2
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 ...
Weatherstation Inn
57 Front St Key West FL
$179 nightly
The price is $201 total per night from Oct 5 to Oct 6
$201 total
Oct 5 - Oct 6
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)
"The home is a old classic style built in 1911. It is on the historical registry. It was a very unique special experience. Will do it again."
Reviewed on Sep 30, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$168 nightly
The price is $189 total per night from Oct 4 to Oct 5
$189 total
Oct 4 - Oct 5
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 ...
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$261 nightly
The price is $294 total per night from Oct 8 to Oct 9
$294 total
Oct 8 - Oct 9
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 ...
8.6/10 Excellent! (3,640 reviews)
"We were looking for good value- we got it! Staff was friendly from start to finish. Rooms provided everything we wanted from a comfortable bed to a scenic ocean view."
Reviewed on Oct 1, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
$265 nightly
The price is $298 total per night from Oct 4 to Oct 5
$298 total
Oct 4 - Oct 5
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! (1,806 reviews)
"My overall experience was good. I wasn’t overly impressed, but was content. I don’t have many complaints besides the food. We ate twice at the resort and had issues both times. We decided to eat elsewhere after that."
Reviewed on Sep 30, 2026
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
$184 nightly
The price is $207 total per night from Oct 4 to Oct 5
$207 total
Oct 4 - Oct 5
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. ...
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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