Truman Annex, FL

Key West

Harry S. Truman Little White House featuring heritage elements, a house and a garden
Harry S. Truman Little White House which includes a house and cycling
Jackson Square showing signage and art
Harry S. Truman Little White House showing a house and a garden
Jackson Square featuring heritage architecture and an administrative buidling

Popular places to visit

Harry S. Truman Little White House showing a house

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.

Harry S. Truman Little White House
St Maarten and St Martin

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.

Mel Fisher Maritime Museum
Jackson Square featuring heritage architecture and an administrative buidling

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.

Jackson Square
Key West Museum of Art and History

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.

Key West Museum of Art and History

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 beautiful beaches, or simply savor its lively bars.

Roy John-Karl Gallery

USCGC Ingham Maritime Museum

You can spend an afternoon exploring the galleries in USCGC Ingham Maritime Museum during your trip to Key West.

USCGC Ingham Maritime Museum

Things to do

Snorkler waving underwater in Key West

Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch

￥8,116
per adult
84% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
Key West Jet Ski Tour – High-Speed Adventure Around the Island

Ultimate 90 minute Sea Doo Jet Ski Tour of Key West -Additional Rider Free!

￥19,045
per traveler
94% of travellers recommend
Ultimate 90 minute Sea Doo Jet Ski Tour of Key West -Additional Rider Free!
Crew member guiding mother and daughter parasailing in Key West

Parasailing in Key West – Soar Above the Island Paradise

￥7,931
per traveler
86% of travellers recommend
Parasailing in Key West – Soar Above the Island Paradise
Combo image of activity in Key West

Key West Rum & Reggae: Snorkel & Sunset Sail Combo

￥8,854
per adult
88% of travellers recommend
Key West Rum & Reggae: Snorkel & Sunset Sail Combo
Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres

Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres

￥19,774
per adult
100% of travellers recommend
Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres
Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail

Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail

￥21,431
per adult
86% of travellers recommend
Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail
See all activities in Key West

Truman Annex Hotel Deals

Weatherstation Inn

Weatherstation Inn

2.5 out of 5
57 Front St, Key West, FL
The price is ￥23,134 per night from Aug 24 to Aug 25
￥23,134
￥26,026 total
Aug 24 - Aug 25
includes taxes & 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 ...
9.2/10 Wonderful! (946 reviews)
nice property
"nice property with friendly staff in a beautiful, off-the-beaten-path location. will definitely stay again."

Reviewed on Aug 7, 2025

Weatherstation Inn
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
The price is ￥18,413 per night from Aug 18 to Aug 19
￥18,413
￥28,169 total
Aug 18 - Aug 19
includes taxes & fees
Stay at this 3.5-star beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,451 reviews)
"Great vacation with my son. Ultimate adventure was awesome. Property was nice. Room was too small for my taste, but otherwise, friendly staff, close to shopping, plenty of places to eat in the area. No laundry on site, no microwave in unit, shuttle to downtown was a bonus. Beach was too small but ..."

Reviewed on Aug 14, 2025

Beachside Resort & Residences
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is ￥16,777 per night from Sep 15 to Sep 16
￥16,777
￥27,153 total
Sep 15 - Sep 16
includes taxes & fees
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
7.6/10 Good! (1,539 reviews)
"I was celebrating my boyfriends birthday this weekend and the staff was absolutely amazing. They were super nice especially (Jose and Joel) along with Jessie the concierge that helped us book the most awesome parasailing trip ever! They even brought us a bottle of champagne to the room and were very ..."

Reviewed on Aug 14, 2025

Blue Flamingo Resort Key West
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
The price is ￥20,223 per night from Aug 18 to Aug 19
￥20,223
￥31,257 total
Aug 18 - Aug 19
includes taxes & fees
Stay at this 4-star luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
8.8/10 Excellent! (1,718 reviews)
"Friendly staff, had a couple minor issues in our room but contacted front desk and things were taken care of immediately! Lots of activities located on property (kayaks, paddle boards, bicycles, & pools). This is located away from the hustle and bustle of Key West so it’s quiet. The shuttle is a ..."

Reviewed on Aug 15, 2025

Oceans Edge Key West Resort, Hotel & Marina
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
The price is ￥26,032 per night from Sep 1 to Sep 2
￥26,032
￥39,220 total
Sep 1 - Sep 2
includes taxes & fees
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (2,670 reviews)
"Beautiful large resort! Loved all the pools and dining options. Try the fish tacos!!"

Reviewed on Aug 14, 2025

Southernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
The price is ￥26,347 per night from Sep 1 to Sep 2
￥26,347
￥38,880 total
Sep 1 - Sep 2
includes taxes & fees
Stay at this 4-star beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.6/10 Excellent! (1,763 reviews)
"Our second time there! They actually saved our whole trip! We checked in at casa marina resort and immediately asked Expedia to relocate us to margaritaville beach house. This place is beautiful, beautiful landscape, beautiful clean rooms. The staff is so friendly, the pool is nice too even with ..."

Reviewed on Aug 16, 2025

Margaritaville Beach House Key West
See all 2,771 properties in Truman Annex
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.

Other neighborhoods around Truman Annex

Mallory Square showing a sunset and general coastal views as well as a small group of people

Historic Seaport

While visiting Historic Seaport, you might make a stop by sights like Duval Street and Audubon House and Tropical Gardens.

Historic Seaport
Harry S. Truman Little White House which includes a house and cycling

Bahama Village

5/5(38 area reviews)

Bahama Village is noteworthy for its historic sites, and you can make a stop at top attractions like Duval Street and Key West Lighthouse and Keeper's Quarters Museum.

Bahama Village
Key West featuring a marina, a coastal town and general coastal views

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.

Downtown Key West
Audubon House and Tropical Gardens featuring a house

Key West Historic District

4.5/5(4,033 area reviews)

Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.

Key West Historic District
When you want to get away from the hole-in-the-wall bars and funky shops on Duval Street, head to the secluded island of Sunset Key for a traditional slice of Key Lime Pie and incredible ocean views! #trovember

Sunset Key

Though Sunset Key might not have many top sights, you can venture to the surrounding area to see attractions like Duval Street and Mallory Square.

Sunset Key
Key West Butterfly and Nature Conservatory featuring zoo animals, animals and flowers

Uptown - Upper Duval

4.5/5(72 area reviews)

If you're spending some time in Uptown - Upper Duval, Duval Street and Key West Butterfly and Nature Conservatory are top sights worth seeing.

Uptown - Upper Duval

Truman Annex, FL