Hotels in Truman Annex

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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.
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Our prices for Truman Annex are cheapest in September

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Price trends for hotels in Truman Annex
Pricing is based on two traveler single night rates
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Weather forecast for Key West
September
trending_downLow crowds
High 85°F / low 82°F. Sunny most days.
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September, Low crowds, average high temperature 85 degrees Fahrenheit, average low temperature 82 degrees Fahrenheit. Sunny most days.
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October, Low crowds, average high temperature 82 degrees Fahrenheit, average low temperature 80 degrees Fahrenheit. Sunny most days.
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November, Low crowds, average high temperature 78 degrees Fahrenheit, average low temperature 75 degrees Fahrenheit. Sunny most days.
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December, High crowds, average high temperature 75 degrees Fahrenheit, average low temperature 72 degrees Fahrenheit. Sunny most days.
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January, Low crowds, average high temperature 73 degrees Fahrenheit, average low temperature 69 degrees Fahrenheit. Sunny most days.
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February, Moderate crowds, average high temperature 74 degrees Fahrenheit, average low temperature 71 degrees Fahrenheit. Sunny most days.
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March, High crowds, average high temperature 75 degrees Fahrenheit, average low temperature 72 degrees Fahrenheit. Sunny most days.
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April, Moderate crowds, average high temperature 78 degrees Fahrenheit, average low temperature 76 degrees Fahrenheit. Sunny most days.
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May, High crowds, average high temperature 80 degrees Fahrenheit, average low temperature 78 degrees Fahrenheit. Sunny most days.
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June, Moderate crowds, average high temperature 83 degrees Fahrenheit, average low temperature 81 degrees Fahrenheit. Sunny most days.
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July, High crowds, average high temperature 85 degrees Fahrenheit, average low temperature 83 degrees Fahrenheit. Sunny most days.
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August, Moderate crowds, average high temperature 85 degrees Fahrenheit, average low temperature 83 degrees Fahrenheit. Sunny most days.
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Monthly weather averages (˚F)

Top landmarks in Key West

Check out reviews of Truman Annex hotels guests love

Frequently asked questions

Is Truman Annex expensive to stay in?
You can find great hotels from $142 in Truman Annex to suit a range of budgets. To find the best low-cost hotel on Hotels.com that meets your needs, apply your search filters and then sort hotels by "Price: low to high".
How can I find discounted rates and deals for Truman Annex hotels?
Unlocking discounted rates at hotels in Truman Annex couldn't be simpler. Members save up to 20% on select hotels when signed in. Silver, Gold, and Platinum members can earn additional rewards on VIP Access bookings.
Can I receive a refund if I cancel my Truman Annex hotel booking?
The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel your booking. Some Truman Annex hotels require you to cancel more than 24 hours before check-in, so look at your booking beforehand. For extra peace of mind before you book, filter hotels by "Property cancellation options" and select "Fully refundable property".
Is it worth staying in Truman Annex?
You're spoilt for choice with 347 hotels in the area so it's easy to find your perfect somewhere. Basing yourself in Truman Annex makes it easy to explore Key West, including the neighborhoods of Old Town Key West and Key West Historic District.
Are all taxes and fees included in the Truman Annex hotel prices shown on Hotels.com?
Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.

Find out more about Truman Annex

Find out more about Truman Annex

Discover the Hidden Charm of Truman Annex: Where History Meets Coastal Serenity

Truman Annex, nestled in the heart of Key West, Florida, is a captivating blend of history and seaside charm. This vibrant neighborhood, adjacent to downtown Key West, offers picturesque streets lined with lush greenery and stunning architecture. Wander to Truman Beach for sun-soaked relaxation or explore nearby attractions like the Harry S. Truman Little White House. With its laid-back atmosphere, vibrant culture, and rich history, Truman Annex is a perfect getaway for romantics, beach lovers, and history buffs alike, inviting you to savor the essence of island life in this tropical paradise.

Discover great hotels in Truman Annex

Truman Annex offers a variety of hotel accommodations, from quaint bed-and-breakfasts to upscale resorts. Visitors can enjoy charming atmospheres, lush gardens, and easy access to the vibrant culture of Key West, all while being close to the beautiful waterfront and historic attractions. Here are some of the best hotels in Truman Annex that our travelers love:

  1. Weatherstation InnOpens in a new window: Weatherstation Inn is a charming 2.5-star bed and breakfast that creates a unique boutique experience for adventure travelers. With an array of adventure sports options available, including skydiving, sailing, and windsurfing, this hotel caters to those seeking excitement and distinctive experiences. The property is adorned with uniquely designed decor and artworks, enhancing its creative atmosphere. Travelers appreciate the personal touch and the engaging recreational activities, making it a favored choice for those looking for a blend of comfort and adventure.
  2. L'Habitation Guest HouseOpens in a new window: L'Habitation Guest House is a delightful 2.5-star guesthouse that attracts adventure seekers with its vibrant atmosphere and thrilling activities. Offering snorkeling, kayaking, and parasailing nearby, this property is ideal for those eager to explore the waters of Key West. The welcoming environment and adventure-focused amenities make it a standout choice for travelers looking for engaging experiences. Positive reviews highlight the hotel's friendly ambiance and the perfect blend of relaxation and adventure, creating memorable stays for guests.
  3. The Saint Hotel Key WestOpens in a new window: The Saint Hotel Key West is an inviting 3.5-star hotel that welcomes adventure and LGBTQIA travelers alike. With a focus on providing unique experiences, the hotel features amenities that accommodate leisure and recreational pursuits, including windsurfing, sailing, and kayaking. The stylish design and thoughtful touches throughout the property enhance the guest experience, while services geared toward comfort ensure a smooth journey. This hotel consistently garners praise for its welcoming atmosphere, making it a perfect choice for travelers who appreciate a blend of adventure, comfort, and inclusivity.

Top locations to stay in Truman Annex

Staying near Duval Street, Mallory Square, and the Ernest Hemingway Home and Museum offers a vibrant Key West experience. Duval Street is known for its lively nightlife and shopping, while Mallory Square showcases stunning sunsets and local culture. The Ernest Hemingway Home invites literary enthusiasts. For first-time visitors, staying near Duval Street is ideal for its bustling atmosphere and accessibility to attractions.

  1. Near Duval StreetOpens in a new window: Staying near Duval Street places you right in the lively heart of Key West, known for its vibrant atmosphere and eclectic mix of shops and cultural attractions. Explore must-see places like the Ernest Hemingway Home and MuseumOpens in a new window and the Key West Lighthouse, or enjoy a cultural night out at venues like the Waterfront Playhouse and Red Barn Theater. With a variety of shopping options like The Kite House and We Cycle Key West, you’ll find plenty to do both day and night.
  2. Near Mallory SquareOpens in a new window: If you choose to stay near Mallory Square, you'll be close to one of the most iconic spots in Key West, famous for its stunning sunsets and lively atmosphere. Enjoy attractions like the Harry S. Truman Little White House and the Florida Keys National Marine Sanctuary. The area is also home to cultural experiences like the Key West Burlesque Theater, ensuring your evenings are filled with entertainment. Plus, you can unwind at the nearby MLK Community Pool & Community Center for some relaxation.
  3. Near Ernest Hemingway Home and Museum: Choosing to stay near the Ernest Hemingway Home and Museum gives you a unique glimpse into the literary history of Key West. This charming area is rich in culture and offers easy access to the picturesque Key West Lighthouse. You’ll also find delightful shopping opportunities at local spots, ensuring a memorable stay. The nearby Key West Golf Club adds a touch of leisure, perfect for winding down after a day of exploration.

Things to do near Truman Annex

Truman Annex offers a delightful blend of sun-kissed beaches, lush parks, and a charming square that invites leisurely strolls. Enjoy activities like boating, diving, and hiking through scenic trails, while vibrant shopping areas and recreational spots promise fun for everyone. It’s a perfect escape for sun-seekers and explorers alike!

  • Duval StreetOpens in a new window – Stroll along the lively Duval Street, where the vibrant energy of Key West comes to life. This iconic street is lined with colorful shops, unique eateries, and lively bars. Indulge in delicious local cuisine, sip on refreshing cocktails, and discover the quirky art galleries that showcase the island's creative spirit. It's the perfect place to people-watch and soak in the relaxed island vibe.
  • Southernmost PointOpens in a new window – Make your way to the Southernmost Point, a must-see landmark that marks the southernmost point of the continental United States. Snap a photo with this iconic buoy, which proudly displays its location just 90 miles from Cuba. Enjoy the surrounding views of the turquoise waters while reflecting on the significance of this symbolic site. It's a great spot for a quick break and some memorable snapshots.
  • Mallory SquareOpens in a new window – Don’t miss the enchanting experience at Mallory Square, especially during sunset celebrations. This modern square buzzes with energy as street performers, artisans, and local vendors gather to showcase their talents. As the sun sets over the horizon, enjoy the stunning views and vibrant atmosphere, making it a delightful evening destination for families and friends alike.

5 tips for savvy savings when booking a hotel in Truman Annex

  1. Book for the cheapest times: The most budget-friendly time to visit Truman Annex is between August and October, when hotel prices tend to be lower. For those looking to explore the area's key landmarks, cultural attractions, and historical sites, a stay of at least 3 to 4 days is recommended. Visitors can enjoy a variety of attractions, including the marine park, historic fort, art museum, and the scenic waterfront. With so much to see and do, this timeframe offers great value for money while providing ample opportunity to immerse oneself in the rich history and culture of Truman Annex.
  2. Look for last-minute deals on Hotels.com: To find last-minute deals to Truman Annex, you may discover discounted rates by visiting the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, especially as your travel date approaches. Enabling email alerts or push notifications can help you stay informed about flash sales and special promotions, so you’re more likely to see opportunities to save. Additionally, the Smart ShoppingOpens in a new window tool available via the app allows you to compare hotel prices and amenities, keeping you updated on availability and pricing changes, ensuring you can book a last-minute getaway when the right deal arises.
  3. Be flexible with dates: Prices can fluctuate depending on factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates could help you save on your stay at a Truman Annex hotel. If you're seeking a unique experience, boutique hotels often provide a more personalized atmosphere and can sometimes offer better value. When you book through Hotels.com, we'll inform you if the price for your chosen dates is above or below the average. If the price is on the higher end, we’ll suggest alternative dates that could help you find a more affordable option.
  4. Consider your location: Staying near major attractions or city centers can offer convenience, but it often comes with a higher price tag. If you're looking for more affordable options, consider hotels in neighborhoods that are a bit farther out, as they usually tend to be cheaper while still providing easy access to the sites you want to visit. You might also want to check out independent hotels located further away, which can offer a more authentic experience at a budget-friendly price.
  5. Become a Member: Joining as a member is a great way to enhance your travel experience, especially in beautiful locations like Truman Annex. By becoming a member for free, you can take advantage of exclusive member prices on over 100,000 hotels worldwide, ensuring you get the best deals for your stays. As you progress through the membership tiers, you'll unlock additional perks, such as complimentary room upgrades when available and discounts on food and beverages at select VIP Access properties. This not only helps you save money but also enhances your overall experience during your travels. Don't miss out on the opportunity to enjoy these benefits! Sign up today and book your next stay in Truman Annex to make the most of your trip.

Best time to go to Truman Annex

Truman Annex has a varied climate due to its size, so the best time to visit depends on the region and your preferences for weather and crowds. March, June, and July are the peak travel months in Truman Annex, attracting a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by no to light rainfall. On the other hand, September to November tend to be quieter times to visit, marked by light rainfall and mostly sunny conditions.

What's Truman Annex Like?

If you're looking for the perfect part of the city to explore, why not consider Truman Annex? Take in some culture at Harry S. Truman Little White House and Mel Fisher Maritime Museum. There's plenty more to see, including Jackson Square and USCGC Ingham Maritime Museum.

How to Get to Truman Annex

Flying to:

  • Key West Intl. Airport (EYW), 3.3 mi (5.3 km) from Truman Annex

Things to See and Do in and around Truman Annex

What to See in Truman Annex

  • Harry S. Truman Little White House
  • Jackson Square

Things to Do in Truman Annex

  • Mel Fisher Maritime Museum
  • USCGC Ingham Maritime Museum
  • Roy John-Karl Gallery
  • Key West Museum of Art and History

When Is the Best Time to Visit Key West?

  • Hottest months: August, July, September, June (average 84°F)
  • Coldest months: January, February, March, December (average 73°F)
  • Rainiest months: September, October, August, June (average 5 inches of rainfall)

Keep exploring

Keep exploring