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
฿1,488
per adult
94% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
฿1,840
per adult
88% of travellers recommend
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
฿2,646
per traveller
92% of travellers recommend
Key West's All-Inclusive Combo With Jetski, Parasail, Snorkeling & Lunch
฿5,330
per adult
88% of travellers recommend
Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour
฿4,168
per adult
98% of travellers recommend
Key West Adventure: One-Day Escape from Miami
฿960
per adult
100% of travellers recommend
Top hotels in Truman Annex
Weatherstation Inn
57 Front St Key West FL
Fully refundable
The price is ฿5,884 per night from 27 Aug to 28 Aug
฿5,884
฿6,620 total
27 Aug - 28 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! (1,002 reviews)
"Nice place"
Reviewed on 15 Aug 2026
Hyatt Vacation Club at Sunset Harbor, Key West
200 Sunset Lane Key West FL
The price is ฿7,606 per night from 3 Sept to 4 Sept
฿7,606
฿9,675 total
3 Sept - 4 Sept
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! (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 17 Aug 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is ฿4,535 per night from 3 Sept to 4 Sept
฿4,535
฿7,506 total
3 Sept - 4 Sept
includes taxes & fees
Stay at this spa 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. ...
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
The price is ฿3,530 per night from 26 Aug to 27 Aug
฿3,530
฿5,032 total
26 Aug - 27 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! (2,349 reviews)
"Staff was nice"
Reviewed on 19 Aug 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is ฿4,734 per night from 3 Sept to 4 Sept
฿4,734
฿7,413 total
3 Sept - 4 Sept
includes taxes & fees
Stay at this business-friendly hotel in Key West. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,858 reviews)
"Very good 😊"
Reviewed on 19 Aug 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is ฿3,845 per night from 1 Sept to 2 Sept
฿3,845
฿6,188 total
1 Sept - 2 Sept
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 ...
8.6/10 Excellent! (2,638 reviews)
"This place was really nice. It was very clean and quiet. The staff is very helpful and friendly. We enjoyed the outdoor pools, food and bar. There is lots of activities outside to do with your family and friends. We didn’t have a problem at all while we stayed there. I would definitely stay there ..."
Reviewed on 19 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.
