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.
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
Northside Resort
Save 100% on your flight
per person
Jul 14 - Jul 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
7.8/10 Good! (1,572 reviews)
This was a great place, full of history and very unique in its own way. I loved every employee that I came in contact with from the front desk to Greg, the shuttle driver. They felt like family and they all were willing to help in anyway!! Thanks so much!

Reviewed on Jun 6, 2024

Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
Key West Historic District
Save 100% on your flight
per person
Jul 14 - Jul 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
8.8/10 Excellent! (1,007 reviews)
Location, service, the property in general, a first class experience.

Reviewed on Jun 3, 2024

Ridley House - Key West Historic Inns

Ridley House - Key West Historic Inns

3.5 out of 5
Key West Historic District
Save 100% on your flight
per person
Jul 14 - Jul 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
9.2/10 Wonderful! (656 reviews)
excellent breakfast, and we enjoyed talking with the new culinary expert. A little noisy with traffic in the morning while trying to sleep. No off street parking.

Reviewed on Jun 5, 2024

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
Old Town Key West
Save 100% on your flight
per person
Jul 14 - Jul 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
8.4/10 Very Good! (619 reviews)
The service at the poolside or the private beach was amazing!! Within walking distance to many shops and restaurants. It's also easy to rent a scooter, bike or golf cart to get to the other end of the island. Highly recommend staying here!

Reviewed on Jun 4, 2024

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Save 100% on your flight
per person
Jul 14 - Jul 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
9/10 Wonderful! (1,508 reviews)
Friendly staff especially Jeffery the shuttle driver and Kate the bartender!! Thanks for all the restaurant tips and destination spots!

Reviewed on Jun 6, 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 $167 per night from Jun 10 to Jun 11
$167
$246 total
includes taxes & fees
Jun 10 - Jun 11
8.8/10 Excellent! (1,535 reviews)
Beautiful Resort
"It was the nicest hotel we’ve ever stayed in and we’ve been married for 30+ years. We stay in 6-8 hotels a year. The courtesy was like non other."

Reviewed on Jun 5, 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 $210 per night from Jul 7 to Jul 8
$210
$299 total
includes taxes & fees
Jul 7 - Jul 8
8.4/10 Very Good! (1,779 reviews)
"Staff was very welcoming and accommodating to our needs like late checkout etc"

Reviewed on Jun 6, 2024

Margaritaville Beach House Key West
Southernmost Beach Resort
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is $214 per night from Jun 9 to Jun 10
$214
$304 total
includes taxes & fees
Jun 9 - Jun 10
8.2/10 Very Good! (1,908 reviews)
"The Oceanview King room was very nice and clean, although there was a crane between our room and the water. The bed linens smelled so good. The bathroom towels are the best I have ever used and the shampoo/conditioner… were very nice and smelled amazing! I would definitely recommend this resort!"

Reviewed on Jun 4, 2024

Southernmost Beach Resort
See all 2,690 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 $1,202. 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 Jackson Square

Jackson Square

4.5/5(81 reviews)

You can learn about the history of Key West with a stop at Jackson Square. Stroll along the beautiful beaches or discover the area's beautiful sunsets.

Jackson Square

Things to do

Image for Bike Key West Beaches and Back Roads Audio Tour

Bike Key West Beaches and Back Roads Audio Tour

$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

$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

$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.