Truman Annex Holidays from £776
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Your Truman Annex Holiday
Take in everything this neighbourhood has to offer with a customized Truman Annex holiday package. However you imagine spending your time here, you'll find countless opportunities for fun, relaxation and adventure. Wondering what to see and do during your trip to Truman Annex? Nearby attractions such as Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Mallory Square are good places to begin. Whatever your travel goals or budget, booking the ultimate Truman Annex holiday is easy with Expedia.
Price found within the past 48 hours. Click for updated prices.
Eden House
Key West Historic District
£985
per person
21 Nov - 27 Nov
found 1 day ago
Return flight included
Miami (MIA) to Key West (EYW)
9/10 Wonderful! (1,003 reviews)
Great hotel , very close to everything, bike hire outside and free car parking.
Hotel pool and area is lovey .
Reviewed on 10 Sept 2026
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
Old Town Key West
4 out of top 10 points of interest in this area
While visiting Old Town Key West, you might make a stop by sights like 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.
Key West Historic District
2 out of top 10 points of interest in this area
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.
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.
Uptown - Upper Duval
If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing.
Top hotels in Truman Annex
Hyatt Vacation Club at Sunset Harbor, Key West
200 Sunset Lane Key West FL
Fully refundableReserve now, pay when you stay
£186
29 Sept - 30 Sept
includes taxes & fees
8.6/10 Excellent! (427 reviews)
"A"
Reviewed on 11 Sept 2026
Weatherstation Inn
57 Front St Key West FL
Fully refundableReserve now, pay when you stay
£141
21 Sept - 22 Sept
includes taxes & fees
9.4/10 Exceptional! (1,000 reviews)
"Awesome spot"
Reviewed on 7 Sept 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
£175
20 Sept - 21 Sept
includes taxes & fees
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.
Frequently asked questions
How much does a Truman Annex travel package cost?
From just £776. Yes, you read that correctly. Our Truman Annex travel packages are a simple way to make your budget stretch further. Combine your flights, hotels and rental car and explore this fabulous destination.
If I'm not able to travel, can I cancel my Truman Annex travel package?
It's difficult to predict what tomorrow might bring, so it's good to know that you can change or cancel your Truman Annex travel package. If you made your booking in the last 24 hours, you may be entitled to a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal to find out more.
How do I get a cheap travel package to Truman Annex?
Our Truman Annex travel packages mean plenty of savings for the savvy traveller. For the best deals, simply combine your hotel, flights and rental cars into a neat and tidy package. But impressive bargains are only the start of your next unforgettable adventure. Book with Expedia and and you'll have over 550 airlines and 1,000,000 hotel options worldwide to choose from. Whatever your style or budget, there's a travel package here just for you.
Does Expedia offer Book Now, Pay Later Truman Annex holidays?
Expedia has partnered with online lender Klarna to make your next getaway easier on your hip pocket. Paying in instalments means you can spread the costs of your next big adventure, leaving you with more cash to splash while you're travelling. Klarna has several payment plans to choose from, so you're sure to find one that suits your budget. Check out these flexible payment options:
- Pay monthly holidays: Klarna offers convenient monthly payment plans that fit all budgets, so you can escape on that well-earned holiday sooner.
- Pay in instalments holidays: If you'd prefer to pay for your escape across multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
- Low deposit holidays: When you spot an awesome deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you get what you want.
Where should I stay in Truman Annex?
Most people who visit Truman Annex include both Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens on their to-do lists. Why not reserve a hotel close to one of these fantastic attractions?
What are the top hotels in Truman Annex?
Book a room at The Gates Hotel Key West. It's one of the neighbourhood's most sought-after hotels. Another top-rated option in Truman Annex is Crowne Plaza Key West-La Concha.
How far in advance should I book my Truman Annex holiday?
It's hard to pick the best time for airfares, but we normally say the earlier, the better. Plenty of international flights on Expedia become available up to a year in advance. If you can't book ahead, don't despair. Bargain prices appear from time to time within a few weeks of departure dates.
What does an Expedia Truman Annex travel package include?
Hotels, flights and a cool car for your road trip adventures. Simply pick and choose your preferred bundle and get access to incredible deals. Once you've made your booking, add on a few experiences and tours and watch your savings pile up. When it comes to planning your Truman Annex trip, you're in control!
What should I know before booking a Truman Annex travel package?
A travel package can be cheaper than separately booking all you need for your escape. For example, bundle your flights, hotels and rental cars and save a tidy sum. Whatever your holiday goals are, you're sure to find a package that's right for you.
Can I choose my airline with a Truman Annex Expedia travel package?
Definitely. Expedia has more than 550 airline partners to pick from worldwide. With so much choice, finding the ideal carrier to fly you to Truman Annex will be a snap.
Stay near popular Truman Annex attractions
Harry S. Truman Little White House
9.0/10 (995 reviews)
Visit the winter home of President Harry S. Truman to see where some of America’s most important post-war decisions were made.
Mel Fisher Maritime Museum
9.2/10 (56 reviews)
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.
Jackson Square
8.8/10 (110 reviews)
You can learn about the history of Key West with a trip to Jackson Square. Stroll along the seaside or discover the area's beautiful sunsets.
Roy John-Karl Gallery
You can spend time browsing the exhibits at Roy John-Karl Gallery in Key West. Stroll along the area's seaside or simply savour its lively bars.
USCGC Ingham Maritime Museum
You can spend an afternoon browsing the exhibits at USCGC Ingham Maritime Museum during your trip to Key West.
Things to do
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
£33
per adult
94% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
£41
per adult
88% of travellers recommend
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
£59
per traveller
92% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.