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 Adventure: One-Day Escape from Miami
฿971
per adult
100% of travellers recommend
Top hotels in Truman Annex
Weatherstation Inn
57 Front St Key West FL
The price is ฿6,021 per night from 27 Aug to 28 Aug
฿6,021
฿6,773 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! (1,003 reviews)
"I really liked it, the sunset room was small but functional. Though the bed was probably 3.5 feet tall, if you're shorter it's gonna be hard to get up on to it. Or if you have a bad back, good luck. My biggest complaint was the roosters. They crowed from 3 am to 7 am and they were LOUD. I barely ..."
Reviewed on 27 Jul 2026
Hyatt Vacation Club at Sunset Harbor, Key West
200 Sunset Lane Key West FL
The price is ฿7,448 per night from 17 Aug to 18 Aug
฿7,448
฿9,516 total
17 Aug - 18 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 Southernmost Point are located ...
8.6/10 Excellent! (402 reviews)
"Overall great location and friendly staff. There are better places however for less."
Reviewed on 27 Jul 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is ฿5,633 per night from 23 Aug to 24 Aug
฿5,633
฿8,801 total
23 Aug - 24 Aug
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! (3,489 reviews)
"My overall stay at the hotel was good, except for one major issue. I arrived around 12:00 PM, but check-in time is typically at 4:00 PM. The hotel receptionist informed me that my room was available; however, I could only check in early if I paid a $50 fee. I asked for clarification on the fee and ..."
Reviewed on 27 Jul 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is ฿3,932 per night from 17 Aug to 18 Aug
฿3,932
฿7,640 total
17 Aug - 18 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. ...
8.6/10 Excellent! (2,383 reviews)
"I was very disappointed with our stay. The elevator didn't work during our visit, which made carrying luggage a real hassle. We stayed for three nights and never received fresh towels. Housekeeping never cleaned our room the entire time, which is not what you expect when staying at a resort. The ..."
Reviewed on 27 Jul 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is ฿4,059 per night from 27 Aug to 28 Aug
฿4,059
฿6,459 total
27 Aug - 28 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 ...
8.4/10 Very good! (2,583 reviews)
"Everything perfect"
Reviewed on 27 Jul 2026
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
The price is ฿6,570 per night from 25 Aug to 26 Aug
฿6,570
฿9,512 total
25 Aug - 26 Aug
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service and a 24-hour fitness centre. Our guests praise the pool and the restaurant in ...
8.8/10 Excellent! (1,814 reviews)
"Property was very nice and the 2 bedroom we had was great for 4 kids. The pool while small, was also never nice and each staff member I interacted with (except 1) was kind and helpful. Unfortunately we could not use the beach due to sea weed and sadly all the beaches on the island were so sea weed ..."
Reviewed on 27 Jul 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.
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.
Downtown Key West
While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.
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.
