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
$42
per adult
94% of travellers recommend
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
$79
per adult
94% of travellers recommend
Key West Afternoon At The Reef Snorkeling Adventure with Open Bar!
$45
per adult
92% of travellers recommend
Key West Sunset Sail with Live Music, Drinks and Appetizers!
$87
per adult
92% of travellers recommend
Key West's All-Inclusive Combo With Jetski, Parasail, Snorkeling & Lunch
$152
per adult
88% of travellers recommend
Key West Rum & Reggae: Snorkel & Sunset Sail Combo
$69
per adult
88% of travellers recommend
Truman Annex Hotel Deals
Hyatt Vacation Club at Sunset Harbor, Key West
200 Sunset Lane Key West FL
$224 nightly
The price is $252 total per night from Sep 29 to Sep 30
$252 total
Sep 29 - Sep 30
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! (428 reviews)
"Great location. Near everything. Walking distance to Duval. Quiet area near the water. Lots of activities around - rooms were spacious and pool area was nice. Staff was friendly. Kathy at the front was very nice and helpful."
Reviewed on Sep 13, 2026
Weatherstation Inn
57 Front St Key West FL
$165 nightly
The price is $185 total per night from Sep 15 to Sep 16
$185 total
Sep 15 - Sep 16
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! (1,000 reviews)
"Awesome spot"
Reviewed on Sep 7, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$239 nightly
The price is $269 total per night from Sep 27 to Sep 28
$269 total
Sep 27 - Sep 28
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! (3,594 reviews)
"Pools were well maintained but crowded. Property was beautiful. Staff was helpful. Breakfast was very good."
Reviewed on Sep 13, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$159 nightly
The price is $178 total per night from Sep 30 to Oct 1
$178 total
Sep 30 - Oct 1
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! (2,673 reviews)
"I really liked the hotel, polite staff. But they are confusing. We went through a lot of stress. At all times at the reception. We found the unprepared team. We were in a group of friends 18 people. Another thing the reservation was made for payment at the hotel. There were several attempts on my ..."
Reviewed on Sep 13, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$231 nightly
The price is $260 total per night from Oct 15 to Oct 16
$260 total
Oct 15 - Oct 16
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! (1,790 reviews)
"The only beach on island is across the road and I love that about this location. Very small beach and not much to it, coming from Tampa we have better beaches. The location of hotel is 20-30 minutes away from the bars and restaurants. Good thing is they have a free shuttle running daily with helps ..."
Reviewed on Sep 13, 2026
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
$130 nightly
The price is $146 total per night from Sep 15 to Sep 16
$146 total
Sep 15 - Sep 16
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 Key West Tropical Forest and Botanical Garden.
Truman Annex, FL
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