Truman Annex, FL
Key West
Visit Truman Annex
Popular places to visit
Harry S. Truman Little White House
Visit the winter home of President Harry S. Truman to see where some of America’s most important post-war decisions were made.
Jackson Square
You can learn about the history of Key West with a stop at Jackson Square. Stroll along the seaside or discover the area's beautiful sunsets.
Mel Fisher Maritime Museum
Key West’s definitive maritime museum is an important attraction for anyone wanting to learn about early life in the Keys. Hear stories of slavery, pirates and fishermen.
Key West Museum of Art and History
You can spend an afternoon exploring the galleries in Key West Museum of Art and History during your trip to Key West. In the area, take in the lively festivals and beautiful sunsets.
Roy John-Karl Gallery
You can spend time browsing the exhibits at Roy John-Karl Gallery during your trip to Key West. Stroll along the area's seaside, or simply savor its lively bars.
USCGC Ingham Maritime Museum
You can spend an afternoon exploring the galleries in USCGC Ingham Maritime Museum during your trip to Key West.
Things to do
Miami to Key West Day Trip with Activity Options
$39
per adult
84% of travellers recommend
Key West Half-Day Fishing Charter
$95
per adult
90% of travellers recommend
Shipwreck Treasure Museum Tickets
$19
per adult
78% of travellers recommend
Sunset Sail in Key West with Beverages Included
$79
per adult
98% of travellers recommend
Key West Dolphin & Snorkeling Tour - Small Group
$135
per adult
100% of travellers recommend
Truman Annex Hotel Deals
Hyatt Vacation Club at Sunset Harbor, Key West
200 Sunset Lane Key West FL
$288 nightly
The price is $324 total per night from Jun 29 to Jun 30
$324 total
Jun 29 - Jun 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! (376 reviews)
"Like almost everywhere in the Keys, you start off by paying to park. Pool was great with a nice hot tub and swings and barbecue grills to use. We were asked to do the vacation club tour and at first I agree but then the $200 visa gift card turned into vouchers, etc. Since we only stayed a few days, ..."
Reviewed on Jun 2, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$175 nightly
The price is $197 total per night from Jun 7 to Jun 8
$197 total
Jun 7 - Jun 8
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 ...
8.4/10 Very Good! (2,330 reviews)
"What a lovely place to stay. The staff were so friendly and helpful. It was our 40th wedding anniversary and unbeknown to us, our daughter contacted the hotel to let them know. They had left a bottle of wine with a red heart balloon attached and a lovely card in our room. It was such a sweet and ..."
Reviewed on Jun 5, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
$261 nightly
The price is $294 total per night from Jun 29 to Jun 30
$294 total
Jun 29 - Jun 30
Total with taxes and fees
Book a stay at this beach 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 ...
8.8/10 Excellent! (3,361 reviews)
"Look, we had a nice time. I put "OK" for your survey questions which may seem like we didn't enjoy. But, it would be hard to put "Good" for your survey answers. The beach was unusable due to dead, smelly seaweed that permeated the main pool, overall exterior (stairs, pool area, etc.) rooster poop, ..."
Reviewed on Jun 5, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
$287 nightly
The price is $323 total per night from Jul 6 to Jul 7
$323 total
Jul 6 - Jul 7
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.8/10 Excellent! (1,817 reviews)
"We loved our first time stay at the Margaritaville Beach House Key West"
Reviewed on Jun 4, 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
$144 nightly
The price is $163 total per night from Jul 6 to Jul 7
$163 total
Jul 6 - Jul 7
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...
8/10 Very Good! (1,233 reviews)
"GREAT HOTEL"
Reviewed on Jun 4, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
$186 nightly
The price is $209 total per night from Jul 5 to Jul 6
$209 total
Jul 5 - Jul 6
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
9/10 Wonderful! (1,794 reviews)
"⭐⭐⭐⭐⭐ I booked our stay through Expedia and had a wonderful experience at Havana Cabana! I joined my son, bonus daughter, and grandsons for a fun-filled Key West weekend. The resort has a great tropical vibe, a fantastic pool, and plenty of space for families to relax. The boys had a blast, and watching ..."
Reviewed on Jun 4, 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 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 Southernmost Point 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.
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.
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.
Uptown - Upper Duval
If you're spending some time in Uptown - Upper Duval, Southernmost Point and Duval Street are top sights worth seeing.
Truman Annex, FL
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- Visit Key West
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- Ernest Hemingway Home and Museum
- Visit Key West Historic District
- Harry S. Truman Little White House
- Visit Old Town Key West
- Duval Street
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- Visit Sunset Key
- Mel Fisher Maritime Museum
- Jackson Square
- Visit Uptown - Upper Duval
- Custom House Museum
- Audubon House and Tropical Gardens
- Key West Museum of Art and History
- Florida Keys Eco - Discovery Center
- Roy John-Karl Gallery
- Oldest House Museum and Garden
- Red Barn Theater
- San Carlos Institute - Casa Cuba
- Florida Keys National Marine Sanctuary
