Truman Annex Vacations

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Your Truman Annex Vacation

Take in everything this neighborhood has to offer with a customized Truman Annex vacation 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 vacation is easy with Expedia.

The Latest Truman Annex Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns

3.5 out of 5
Old Town Key West
Save 100% on your flight
per person
Aug 10 - Aug 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
8.8/10 Excellent! (433 reviews)
Beautiful historic Key West Inn one block off of Duval. Quiet, great location, small bar with an excellent breakfast. Eric the bartender had great recommendations for restaurants and Pilar Rum.

Reviewed on 28 May 2024

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only

3.5 out of 5
Key West Historic District
Save 100% on your flight
per person
Aug 10 - Aug 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
10/10 Exceptional! (1,000 reviews)
Great staff, friendly and helpful!

Reviewed on 26 May 2024

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

3.5 out of 5
Key West Historic District
Save 100% on your flight
per person
Aug 10 - Aug 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
9.8/10 Exceptional! (1,000 reviews)
Breakfast was awesome. Bartender Alex was the best, as he would tell you himself! Great guy! Room was pretty clean. Loved the floor plan. Biggest room for comfort

Reviewed on 22 May 2024

Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only

3.5 out of 5
Key West Historic District
Save 100% on your flight
per person
Aug 10 - Aug 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
9.2/10 Wonderful! (1,002 reviews)
The pool is was quiet and beautiful. Very relaxing. Our room was clean but the toilet kept not filling up with water. Also one staff member acted very annoyed by any request we had.

Reviewed on 16 May 2024

Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn

3 out of 5
Key West Historic District
Save 100% on your flight
per person
Aug 10 - Aug 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
8.8/10 Excellent! (674 reviews)
Beautiful old mansion. Quiet and I could bring my dog. WiFi was spotty but otherwise I was pleased and would return in the future.

Reviewed on 23 May 2024

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
Audubon House and Tropical Gardens featuring a house

Key West Historic District

4 out of top 10 points of interest in this area
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.

Find hotel + flight trips in Key West Historic District

Truman Annex Hotel Deals

Oceans Edge Key West Resort, Hotel & Marina
Oceans Edge Key West Resort, Hotel & Marina
4 out of 5
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $176 per night from Jun 10 to Jun 11
$176
$257 total
includes taxes & fees
10 Jun - 11 Jun
8.8/10 Excellent! (1,523 reviews)
"Excellent resort"

Reviewed on 27 May 2024

Oceans Edge Key West Resort, Hotel & Marina
Margaritaville Beach House Key West
Margaritaville Beach House Key West
4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $229 per night from Jun 4 to Jun 5
$229
$321 total
includes taxes & fees
4 Jun - 5 Jun
8.4/10 Very Good! (1,764 reviews)
"Great hotel, I would come back anytime."

Reviewed on 24 May 2024

Margaritaville Beach House Key West
Havana Cabana at Key West - Adults Only
Havana Cabana at Key West - Adults Only
4 out of 5
3420 N. Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $183 per night from Jun 23 to Jun 24
$183
$270 total
includes taxes & fees
23 Jun - 24 Jun
8.6/10 Excellent! (1,467 reviews)
"We had an amazing time at Havana Cabana. The shuttle service was great. We hopped on the free bus Duval Loop at the drop off point. The staff was amazing. The pool was beautiful. Bar food outstanding. No complaints."

Reviewed on 27 May 2024

Havana Cabana at Key West - Adults Only
See all 2,674 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Truman Annex vacation package cost?
Handcraft your Truman Annex package from an affordable US$1,099. Pick from any combination of hotels, flights and rental cars to build the getaway of your dreams. Don’t forget to add on some activities and experiences!
How do I get a cheap travel package to Truman Annex?
One of the easiest ways to save dollars (and time) is to combine your bookings with Expedia. Flights, rental cars, hotels and activities — we’ve got it all. Pick and choose the combination that best suits you and see your savings grow. We know a package deal is never a one-size-fits-all. That’s why Expedia offers over 550 airlines and 1,000,000 hotel options across the world, which lets you customize your Truman Annex adventure.
Where should I stay in Truman Annex?
Most travelers who visit Truman Annex put both Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens on their itineraries. Why not reserve a hotel within walking distance of these great attractions?
What are the top hotels in Truman Annex?
If this will be your first visit to Truman Annex, make a reservation at Serenity On Southard @ The Annex Condo Near Duval And Beach + Last Key Service or A Peace Of Paradise At The Truman Annex In Key West. Both have good amenities and are favorites with many travelers.
How far in advance should I book my Truman Annex vacation?
Search Expedia to compare international fares ASAP. In many cases, you can purchase a seat up to a year prior to departure. If you can’t find your preferred carrier, or you have to book last minute, don’t stress. Low prices to Truman Annex occasionally appear a few weeks before the date of departure.
What does an Expedia Truman Annex travel package include?
With Expedia, you can select any combination of car rentals, hotels and flights to build your ideal Truman Annex travel package. Once you’ve made your booking, you can add on the fun things like activities and tours. Remember, the more you bundle, the greater the savings!
What should I know before booking a Truman Annex travel package?
Design deals to suit your budget with an Expedia package. Airfares, hotels, rental cars — we have everything you need to plan your escape. You’ll save a tidy sum just by combining your bookings. Whether you’re going on a winter adventure or getting some sun on a warm beach, your perfect getaway is just clicks away.
Can I choose my airline with a Truman Annex Expedia vacation package?
Yes, the choice is all yours. Expedia has access to more than 550 partner airlines throughout the world, so you can customize your Truman Annex getaway according to your needs and budget.
If I'm not able to travel, can I cancel my Truman Annex vacation package?
We totally get it — life can throw you the odd curveball. If you’ve booked a Truman Annex vacation package and need to cancel or change it, we’re here to help. We recommend taking a look at our Customer Service Portal first for information. But generally, if you’ve booked your package in the last 24 hours, you may be able to change your itinerary free of charge. If it’s been more than 24 hours, your airline, hotel or car rental company may charge a fee.

Discover the most popular places to visit in Truman Annex

Image for Harry S. Truman Little White House

Harry S. Truman Little White House

4.5/5(834 reviews)

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
Image for Mel Fisher Maritime Museum

Mel Fisher Maritime Museum

4.5/5(47 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.

Mel Fisher Maritime Museum
Image for Key West Museum of Art and History

Key West Museum of Art and History

5/5(1 review)

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

Things to do

Image for Bike Key West Beaches and Back Roads Audio Tour

Bike Key West Beaches and Back Roads Audio Tour

US$11
Per adult
100% of travellers recommend
Bike Key West Beaches and Back Roads Audio Tour
Image for Private 2-Hour Wind and Wine Sunset Sail in Key West

Private 2-Hour Wind and Wine Sunset Sail in Key West

US$4,000
Per adult
Private 2-Hour Wind and Wine Sunset Sail in Key West
Image for 2-hour Customizable Private Day Sail in Key West

2-hour Customizable Private Day Sail in Key West

US$2,100
Per adult
2-hour Customizable Private Day Sail in Key West
See all activities in Key West

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.