Truman Annex Holidays

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to €185 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place
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
27 Feb - 6 Mar
found 16 hours ago
Return direct flight included
Dublin (DUB) to Key West (EYW)
8/10 Very Good! (1,675 reviews)
Clean and consistent

Reviewed on 22 Dec 2024

Havana Cabana at Key West - Adults Only

Havana Cabana at Key West - Adults Only

4 out of 5
New Town
Save 100% on your flight
per person
27 Feb - 6 Mar
found 16 hours ago
Return direct flight included
Dublin (DUB) to Key West (EYW)
8.8/10 Excellent! (1,611 reviews)
The area around the pool had an amazing tropical atmosphere. Great music and beautiful palm trees.

Reviewed on 21 Dec 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
27 Feb - 6 Mar
found 16 hours ago
Return direct flight included
Dublin (DUB) to Key West (EYW)
8.8/10 Excellent! (1,525 reviews)
Clean, lovely resort! Poor quality bed pillows and extremely high food/drink prices kept this review from being 5 stars.

Reviewed on 15 Dec 2024

Douglas House

Douglas House

3 out of 5
Key West Historic District
Save 100% on your flight
per person
27 Feb - 6 Mar
found 16 hours ago
Return direct flight included
Dublin (DUB) to Key West (EYW)
10/10 Exceptional! (2 reviews)
This is clearly a property where management is making excellent decisions on what travellers are looking for with respect to cleanliness, safety, convenience, privacy and key amenities (parking, pool, relaxing environment). Well done. Mark W.

Reviewed on 13 Dec 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
27 Feb - 6 Mar
found 16 hours ago
Return direct flight included
Dublin (DUB) to Key West (EYW)
9.2/10 Wonderful! (1,002 reviews)
Overall fantastic experience

Reviewed on 20 Dec 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
Default Image

Key West Historic District

4 out of top 10 points of interest in this area
4.5/5(66 area reviews)

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 Ernest Hemingway Home and Museum.

Find hotels in Key West Historic District

Top hotels in Truman Annex

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 €367 per night from 8 Jan to 9 Jan
€367
includes taxes & fees
8 Jan - 9 Jan 2025
8.8/10 Excellent! (1,522 reviews)
"Great place to stay"

Reviewed on 18 Dec 2024

Oceans Edge Key West Resort, Hotel & Marina
Southernmost Beach Resort
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
Fully refundable
The price is €450 per night from 14 Jan to 15 Jan
€450
includes taxes & fees
14 Jan - 15 Jan 2025
8.4/10 Very Good! (2,196 reviews)
"Different types of accommodations, walking distance many things. Right on the beach. Activities daily at the resort. Super friendly staff, very welcoming!"

Reviewed on 20 Dec 2024

Southernmost Beach Resort
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 €325 per night from 12 Jan to 13 Jan
€325
includes taxes & fees
12 Jan - 13 Jan 2025
8.8/10 Excellent! (1,617 reviews)
"The pool area is first class"

Reviewed on 20 Dec 2024

Havana Cabana at Key West - Adults Only
See all 2,879 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.

Frequently asked questions

How much does a Truman Annex holiday package cost?
Handcraft your Truman Annex package from an affordable €1,439. 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 travellers 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 favourites with many travellers.
How far in advance should I book my Truman Annex holiday?
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 holiday 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 holiday package?
We totally get it — life can throw you the odd curveball. If you’ve booked a Truman Annex holiday 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.

Popular places to visit

Harry S. Truman Little White House showing a house

Harry S. Truman Little White House

4.5/5(12 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

Things to do

Lemon Sharks

Shark and Wildlife Viewing Adventure in Key West

€84
per adult
100% of travellers recommend
Shark and Wildlife Viewing Adventure in Key West
Snorkler waving underwater in Key West

Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch

€52
per adult
86% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
Key West Jet Ski Tour – High-Speed Adventure Around the Island

Ultimate 90 minute Sea Doo Jet Ski Tour of Key West -Additional Rider Free!

€161
per traveller
94% of travellers recommend
Ultimate 90 minute Sea Doo Jet Ski Tour of Key West -Additional Rider Free!
See all activities in Key West
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.