Truman Annex Travel Guide
Key West
Visit Truman Annex
Stay near popular Truman Annex attractions
Things to do
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
฿1,505
per adult
94% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
฿1,861
per adult
88% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
฿918
per adult
90% of travellers recommend
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
฿2,408
per traveller
92% of travellers recommend
Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour
฿4,216
per adult
98% of travellers recommend
Key West's All-Inclusive Combo With Jetski, Parasail, Snorkeling & Lunch
฿5,391
per adult
84% of travellers recommend
Top hotels in Truman Annex
Weatherstation Inn
57 Front St Key West FL
The price is ฿5,923 per night from 12 Aug to 13 Aug
฿5,923
฿6,664 total
12 Aug - 13 Aug
includes taxes & fees
Stay at this boutique B&B in Key West. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their reviews. ...
9.4/10 Exceptional! (1,005 reviews)
"This is a historic building converted into a boutique hotel. The rooms are nice sized, bed was comfortable and the area was very nice and safe. It is located in the middle of the Truman Annex area. They have a small pool and no longer share the amenities with their sister property, Opal Key, as they ..."
Reviewed on 3 Aug 2026
Hyatt Vacation Club at Sunset Harbor, Key West
200 Sunset Lane Key West FL
The price is ฿7,349 per night from 24 Aug to 25 Aug
฿7,349
฿9,390 total
24 Aug - 25 Aug
includes taxes & fees
Stay at this hotel in Key West. Enjoy free Wi-Fi, parking (surcharge) and concierge services. Popular attractions Duval Street and Mallory Square are located ...
8.6/10 Excellent! (406 reviews)
"It was a very nice resort I would just warn about reading the fine print between a 30.00 a day resort fee and a 40.00 a day parking fee that’s on top of already paying for your room and no Continental breakfast just wish I would have read closer. All this should be in your price upon booking just ..."
Reviewed on 4 Aug 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is ฿4,587 per night from 3 Sept to 4 Sept
฿4,587
฿7,592 total
3 Sept - 4 Sept
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
8.8/10 Excellent! (3,480 reviews)
"We absolutely loved this resort but the best part about it was the staff! The staff was so friendly and welcoming. They made us feel so special and important. In addition, Key West is gorgeous and this resort is located in the perfect spot."
Reviewed on 5 Aug 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is ฿3,375 per night from 16 Aug to 17 Aug
฿3,375
฿6,976 total
16 Aug - 17 Aug
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 2 restaurants and a private beach. Our guests praise the pool and the helpful staff in their reviews. ...
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is ฿3,842 per night from 20 Aug to 21 Aug
฿3,842
฿6,184 total
20 Aug - 21 Aug
includes taxes & fees
Stay at this family-friendly hotel in Key West. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the pool and the helpful staff in their ...
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
The price is ฿3,753 per night from 9 Aug to 10 Aug
฿3,753
฿5,289 total
9 Aug - 10 Aug
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy free breakfast, free Wi-Fi and a private beach. Our guests praise the breakfast and the pool in their reviews. Popular ...
8.2/10 Very good! (2,332 reviews)
"AC is loud. Annoying to sleep with but cannot sleep to have it off. I won’t stay here again. Plus there is extra fee ( resort fee). I was not informed beforehand of it."
Reviewed on 6 Aug 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 for the activities you enjoy most.
Old Town Key West
While visiting Old Town Key West, you might make a stop by sights like Duval Street and Florida Keys Beaches.
Downtown Key West
While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.
Key West Historic District
Travellers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to stop by Duval Street and Florida Keys Beaches.
New Town
While there might not be top attractions in New Town, you can explore the larger area and discover places like Smathers Beach and Key West Tropical Forest and Botanical Garden.
