Truman Annex Hotels near Key West

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Our top choices for Truman Annex hotels

Weatherstation Inn

Weatherstation Inn
2.5 star property
Truman Annex
9.4 out of 10, Exceptional, (997)
"Wonderful property safe neighborhood convenient to all activities would stay here again."
United States
William
The price is P17,596
P19,795 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Weatherstation Inn

The Laureate Key West

The Laureate Key West
3.5 star property
New Town, 5.2 km from Truman Annex
9.0 out of 10, Wonderful, (1001)
"It was great hotel. "
United States
Prateek
The price is P14,065
P17,478 total
includes taxes & fees
Jan 7 - Jan 8, 2026
The Laureate Key West

Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West
3.0 star property
New Town, 3.3 km from Truman Annex
7.8 out of 10, Good, (1185)
"Good rooms and nice breakfast "
United States
Arun
The price is P13,182
P16,485 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Fairfield Inn and Suites by Marriott Key West

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
26.5 km from Truman Annex
8.2 out of 10, Very Good, (1006)
"It was so nice experience to stay there."
United States
Tapas
The price is P11,706
P13,170 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Sugar Loaf Lodge

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
4.0 star property
5.8 km from Truman Annex
8.2 out of 10, Very Good, (1007)
"Nice property, comfortable stay - cookies and staff are great!"
United States
David
The price is P14,564
P18,370 total
includes taxes & fees
Jan 4 - Jan 5, 2026
DoubleTree Resort by Hilton Grand Key - Key West

Hampton Inn Key West FL

Hampton Inn Key West FL
2.5 star property
5.8 km from Truman Annex
9.0 out of 10, Wonderful, (1292)
"Wonderful stay"
United States
Lindsey
The price is P18,484
P20,795 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Hampton Inn Key West FL

Courtyard by Marriott Key West Waterfront

Courtyard by Marriott Key West Waterfront
3.0 star property
Northside Resort, 4.1 km from Truman Annex
8.8 out of 10, Excellent, (1003)
"Room clean, nice pool area"
United States
Tami
The price is P15,536
P17,478 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Courtyard by Marriott Key West Waterfront

Two Bedroom Residence With Balcony

Two Bedroom Residence With Balcony
2.0 star property
5.9 km from Truman Annex
10.0 out of 10, Exceptional, (1)
"The roosters crowing early morning was irritating "
United States
Catherine
The price is P46,436
P64,395 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Two Bedroom Residence With Balcony

The Saint Hotel Key West, Autograph Collection, Adult Only

The Saint Hotel Key West, Autograph Collection, Adult Only
3.5 star property
Historic Seaport, 0.4 km from Truman Annex
9.0 out of 10, Wonderful, (344)
"Great spot!"
United States
Elizabeth
The price is P19,949
P22,443 total
includes taxes & fees
Jan 12 - Jan 13, 2026
The Saint Hotel Key West, Autograph Collection, Adult Only

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
3.5 star property
Old Town Key West, 1.4 km from Truman Annex
9.8 out of 10, Exceptional, (136)
"We absolutely loved finding this gem to stay on our first visit to Key West. Great location, wonderful staff, and excellent room. "
United States
Sammy
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Authors of Key West Guest House

Authors of Key West Guest House
3.0 star property
The Meadows, 1.6 km from Truman Annex
9.0 out of 10, Wonderful, (1007)
"Everyone was awesome and the rooms and pool was great also"
United States
Mary
Authors of Key West Guest House

Margaritaville Beach House Key West

Margaritaville Beach House Key West
4.0 star property
3.6 km from Truman Annex
8.8 out of 10, Excellent, (1788)
"Great place! I really enjoyed my time in this establishment."
United States
Elijah
The price is P21,774
P28,315 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Margaritaville Beach House Key West

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3.5 star property
New Town, 5.8 km from Truman Annex
8.6 out of 10, Excellent, (1000)
"Friendly staff and helped us with extra bed to accommodate. "
United States
Swapnil
The price is P13,947
P17,345 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
3.5 star property
New Town, 5.8 km from Truman Annex
8.0 out of 10, Very Good, (1173)
"Amazing hotel to stay"
United States
Harikrishna
The price is P14,144
P17,568 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hilton Garden Inn Key West / The Keys Collection

Seascape Tropical Inn - Adult Exclusive

Seascape Tropical Inn - Adult Exclusive
3.0 star property
Downtown Key West, 0.8 km from Truman Annex
9.0 out of 10, Wonderful, (406)
"We had a great stay. Room was clean, staff was helpful, check un easy. "
United States
Suzanne
The price is P14,994
P19,848 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Seascape Tropical Inn - Adult Exclusive

The Conch House Heritage Inn

The Conch House Heritage Inn
3.5 star property
Old Town Key West, 1.1 km from Truman Annex
9.8 out of 10, Exceptional, (147)
"Check in was quick, easy. "
United States
kristen
The price is P21,044
P23,675 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The Conch House Heritage Inn

Colors on White

Colors on White
3.0 star property
Old Town Key West, 1.6 km from Truman Annex
8.0 out of 10, Very Good, (386)
"They room was well cleaned each day. A/C unit worked well but did needed it’s filter replaced. We enjoyed our stay and was close to the nightlife! "
United States
Julie
Colors on White

Island View 1BR Residence With Balcony

Island View 1BR Residence With Balcony
2.0 star property
5.9 km from Truman Annex
10.0 out of 10, Exceptional, (2)
"Great place it is a full apartment with everything you could need and very clean "
United States
Luis
The price is P26,307
P34,599 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Island View 1BR Residence With Balcony

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
4.0 star property
Historic Seaport, 0.5 km from Truman Annex
9.0 out of 10, Wonderful, (305)
"The hotel was so elegant. Rooftop pool and bar had an amazing atmosphere and food. "
United States
Kelli
The price is P18,471
P22,765 total
includes taxes & fees
Jan 14 - Jan 15, 2026
La Concha Key West, Autograph Collection

Coco Plum Inn

Coco Plum Inn
3.0 star property
Downtown Key West, 0.5 km from Truman Annex
9.6 out of 10, Exceptional, (470)
"The Coco Plum Inn is a wonderful place to stay. Staff is fantastic and the location is perfect. We will definitely come back and stay at the Coco Plum Inn."
United States
Brent
The price is P18,484
P20,795 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Coco Plum Inn
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.

Old Town Key West

If you're spending some time in Old Town Key West, Duval Street and Ernest Hemingway Home and Museum 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 Key West Cemetery.

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 Regal Key West and Smathers Beach.

Historic Seaport

While visiting Historic Seaport, you might make a stop by sights like Duval Street and Key West Historic Seaport.

Top Truman Annex Hotel Reviews

Find out more about Truman Annex

Top reasons to visit Truman Annex

  • Historic Attractions: Explore the iconic Truman White House and other historic houses that showcase the rich history of Key West.
  • Scenic Walks: Enjoy leisurely strolls along the picturesque mile loop, surrounded by lush greenery and charming streets.
  • Coastal Charm: Relax at Truman Beach, where stunning ocean views and soft sands create a perfect getaway.
  • Diverse Accommodation: Choose from a range of delightful stays, including cosy condos and charming bed and breakfasts.
  • Vibrant Local Scene: Immerse yourself in the lively atmosphere, with local shops, restaurants, and cultural experiences nearby.

Find great hotels near Truman Annex

Discover the charm of Truman Annex, where a variety of accommodation options await, from cosy condos to delightful bed and breakfasts. Ideal for adventurous travellers seeking a historic or romantic getaway, this enchanting enclave boasts unique amenities and a vibrant atmosphere. Whether you’re considering a stay at a key resort or exploring the iconic Little White House, Truman Annex offers an unforgettable escape in Key West, Florida.

  • Pier House Resort & Spa: Nestled just 644m from Truman Annex, Pier House Resort & Spa offers a delightful blend of relaxation and adventure for travellers seeking a beach vacation experience. This pet-friendly 4-star resort boasts direct access to the sandy shores, ensuring you can enjoy sun-soaked days by the ocean. With amenities designed for both leisure and business visitors, guests will appreciate the welcoming atmosphere and the ability to bring their furry friends along. The resort provides essential pet amenities, including food and water bowls, making it a convenient choice for pet owners.
  • La Concha Key West, Autograph Collection: Located a mere 483m from Truman Annex, La Concha Key West stands out as a vibrant hotel that celebrates adventure and inclusivity. This 4-star accommodation is particularly welcoming to the LGBTQIA community, offering a range of adventure sports and recreational activities nearby, such as parasailing and skydiving. Enjoy direct beach access and immerse yourself in the lively atmosphere of Key West, where you can explore the local culture and indulge in thrilling experiences during your stay.
  • Opal Key Resort & Marina, Key West: Also situated 483m from Truman Annex, Opal Key Resort & Marina is a 4-star hotel that seamlessly combines pet-friendly options with adventure-seeking activities. Guests can revel in onsite snorkelling or partake in nearby hiking and fishing excursions. With a strong focus on recreation, this resort is perfect for those looking to experience the natural beauty of Key West while enjoying the comfort of luxurious accommodations. The resort's pet policy ensures that your canine companions are welcome, making it an ideal choice for pet lovers.

Where to stay near Truman Annex

Truman Annex offers an idyllic escape filled with coastal charm and historical allure. Wander through its picturesque streets adorned with Victorian homes and lush green spaces, perfect for families and adventurers alike. Just a stone's throw away, you can indulge in stunning beach getaways while soaking up the vibrant atmosphere. With its blend of tropical excursions and serene landscapes, Truman Annex promises an unforgettable vacation experience in the heart of Key West.

  • Key West: Nestled in the heart of the Florida Keys, Key West is a vibrant island city celebrated for its laid-back atmosphere and rich cultural heritage. With a consistent influx of visitors year-round, this destination offers an array of experiences from family-friendly activities to lively nightlife. The bustling shopping areas and resorts cater to diverse interests, while the stunning beaches provide the perfect backdrop for relaxation. Don't miss iconic sights such as the famous sunsets at Mallory Square, where you can enjoy street performances and local cuisine.
  • Key West Historic District: Just 966m from Truman Annex, the Key West Historic District is a charming neighbourhood steeped in history. With its well-preserved architecture and colourful streets, it invites visitors to wander and explore. The area is particularly lively during peak seasons, with shopping centres and delightful resorts contributing to the vibrant atmosphere. Enjoy leisurely strolls along the waterfront, where you can discover local shops and cafes, or relax on the family-friendly beaches that dot the coastline.
  • Historic Seaport: Located a mere 644m from Truman Annex, the Historic Seaport is a picturesque neighbourhood that offers a glimpse into Key West's maritime past. This bustling area is perfect for those seeking a mix of city-themed experiences and nautical charm. A short walk will lead you to delightful shopping areas and resorts, while the marina serves as a hub for water-based activities. Enjoy fresh seafood at waterfront restaurants or take a scenic boat tour to soak in the stunning coastal views.

Things to do near Truman Annex

Truman Annex in Key West, Florida, is ideal for city-themed, family, and business vacations. Visitors can enjoy a variety of activities nearby, including shopping at local centres and resorts. The area also features a scenic mile loop for leisurely walks and day sightseeing, making it perfect for exploring the vibrant culture and attractions of Key West.

Shopping

In Truman Annex, visit We Cycle Key West, a charming store 483m away, for cycling needs. The Kite House, located 966m away, offers delightful kites and gifts. For a broader experience, the Big Pine Key Flea Market, 46.7km away, is a vibrant public market with local flair.

Recreation

The Key West Golf Club, situated 6.4km from Truman Annex, offers a vibrant outdoor experience with lush greens and stunning views, perfect for golf enthusiasts. Closer to home, the MLK Community Pool & Community Center, only 1.1km away, provides a family-friendly atmosphere for relaxation and recreation.

Adventure

In Truman Annex, explore the beautiful beaches and indulge in water sports like kayaking and paddleboarding. Take a bike ride through the historic streets, or embark on a thrilling sunset sail, where you can admire the stunning views of the Gulf of Mexico as the sun sets on the horizon.

Nightlife

The nightlife in Truman Annex is vibrant and diverse. Enjoy a romantic evening at the Red Barn Theater, just 483m away, or catch a film with family at Regal Key West, 4.8km away. For more cultural entertainment, the Waterfront Playhouse is a charming option, only 644m away.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Truman Annex

To save money on your trip to Truman Annex, consider visiting during the off-peak months of August to October when accommodation prices are lower. Booking your hotel about a month in advance can secure better rates, especially if you opt for a Tuesday stay, the cheapest day. Utilise Expedia’s last-minute deals and packages to combine your flights and hotel for additional savings. Explore free activities around the area and use public transport to keep travel costs down. Adjust filters on Expedia to find the best prices and exclusive discounts that suit your budget.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Truman Annex are August to October, where the prices are slightly lower. This is in comparison to February to April, where prices are slightly higher.
  • The best time to book a hotel: Book your hotel around Truman Annex about 1 month out to secure some of the cheapest prices. If you're the spontaneous type, Expedia's last minute deals and discounts are indicated via the green label below the price.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Truman Annex is Tuesday. The most expensive day to stay around Truman Annex is Friday.
  • Find cheap hotels on Expedia: Utilise Expedia's search tool to refine your preferences, such as your budget, preferred location, and the type of hotel you desire. To discover the most affordable prices and offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can enjoy significant savings by combining your Truman Annex hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Truman Annex

Truman Annex, a delightful waterfront community in Key West, Florida, is ideal for family, business, and city-themed vacations. Visitors can explore historic houses, charming streets, and modern squares, offering a blend of culture and adventure. Notable attractions include the Truman White House, Truman Beach, and the vibrant local scene. This destination promises a memorable experience steeped in history and natural beauty.

  • Duval Street: Experience the vibrant heart of Key West along Duval Street, renowned for its lively atmosphere, eclectic shops, and bustling bars. This iconic street is perfect for leisurely strolls, dining at diverse eateries, and soaking in the local culture.
  • Fort Zachary Taylor Historic State Park: Discover the natural beauty and historical significance of Fort Zachary Taylor Historic State Park. Offering scenic views, this park is ideal for outdoor adventures such as picnicking, swimming, and exploring the historic fort.
  • Hellings House Museum: Step back in time at the Hellings House Museum, which showcases the rich cultural heritage of Key West. With fascinating exhibits and period architecture, it provides a glimpse into the island's historical life.

Best time to go to Truman Annex

The best time to visit Truman Annex is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with no rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January71.1°F (21.7°C)No RainMostly SunnyAverageAverage
February72.1°F (22.3°C)No RainMostly SunnyAverageSlightly High
March73.4°F (23.0°C)No RainMostly SunnySlightly HighSlightly High
April76.8°F (24.9°C)No RainMostly SunnyAverageSlightly High
May79.3°F (26.3°C)Light RainMostly SunnyAverageAverage
June82.6°F (28.1°C)Light RainMostly SunnySlightly HighAverage
July84.0°F (28.9°C)Light RainMostly SunnySlightly HighAverage
August84.4°F (29.1°C)Light RainMostly SunnyAverageSlightly Low
September83.7°F (28.7°C)Light RainMostly SunnySlightly LowSlightly Low
October80.8°F (27.1°C)Light RainMostly SunnySlightly LowSlightly Low
November76.6°F (24.8°C)Light RainMostly SunnySlightly LowAverage
December73.9°F (23.3°C)No RainMostly SunnyAverageAverage

The nearest major airports for your trip to Truman Annex

Accessing Truman Annex is convenient via two major airports. Key West International Airport (EYW) is located 4.8km from Truman Annex, with excellent accommodation options nearby such as Casa Marina Key West, a 5-star resort 3.2km away, and Margaritaville Beach House Key West, a 4-star hotel just 1.6km from the airport. Both hotels offer easy airport access. Alternatively, Florida Keys Marathon Airport (MTH) is situated 78.9km from Truman Annex, with recommended hotels like Isla Bella Beach Resort & Spa, a 4.5-star resort 6.4km from the airport, and Tranquility Bay Beachfront Hotel and Resort, a 4-star hotel 4.8km away, providing accessible transport to the airport.

Frequently asked questions

What is Truman Annex like?
You'll be sure to have fun visiting Key West's Truman Annex neighborhood. Be sure to check out Harry S. Truman Little White House and Jackson Square as part of your Truman Annex travel plans.
Where is the best place to stay in Truman Annex?
Based on Expedia customer reviews, Weatherstation Inn is the highest ranked property in Truman Annex. This B&B is a short 5-minute walk from Duval Street, and it offers free breakfast and an outdoor pool. Another top choice in the area is Hyatt Vacation Club at Sunset Harbor, Key West.
How many hotels can I expect to find in the Truman Annex area?
If you're searching for places to stay in Key West, Expedia has something to meet your needs with 348 Truman Annex hotels and other accommodations to choose from.
If I need to cancel my hotel reservation in Truman Annex, will I receive a refund?
Yes! Most room reservations are refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, it may still be possible to cancel it and be given a refund within a 24-hour period of your booking. Add dates, click "Search", then filter by "fully refundable" to view top deals in Truman Annex.
What is there to do in this Key West neighborhood?
Harry S. Truman Little White House, Mel Fisher Maritime Museum, and USCGC Ingham Maritime Museum feature captivating exhibits to peruse while you're checking out Truman Annex. Jackson Square and Roy John-Karl Gallery are also a couple of places to visit in the neighborhood. A few places to visit in the area around Truman Annex include Duval Street, Key West Film Society, and Florida Keys Eco - Discovery Center. While you're out sightseeing, We Cycle Key West and Heritage House Museum are a couple of additional sights to visit in Key West.

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