Truman Annex Vacation Packages

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Top Holiday Package Deals in Truman Annex

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

Fitch Lodge - Key West Historic Inns

3.5 out of 5
Key West Historic District
Save 100% on your flight
per person
Jul. 30 - Aug. 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
8.4/10 Very Good! (290 reviews)
We had a good stay BUT The property is divided by the busiest street in Key West. The pool, coffee and office are on the other side of the busy street. COFFEE is only served in office. Coffee makers are cheap and each room should be stocked with them to keep guest from venturing into the street.

Reviewed on May 31, 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. 30 - Aug. 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) 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

Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
Northside Resort
Save 100% on your flight
per person
Jul. 30 - Aug. 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
7.8/10 Good! (1,609 reviews)
Awesome for our nine day stay for our 5yr anniversary!

Reviewed on Jun. 2, 2024

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

5 out of 5
Old Town Key West
Save 100% on your flight
per person
Jul. 30 - Aug. 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
6.6/10 (1,004 reviews)
Great property, communication and service!

Reviewed on Jun. 2, 2024

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
Jul. 30 - Aug. 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
8.8/10 Excellent! (447 reviews)
The staff were amazing. Everyone was very helpful and kind. Area was quiet and perfectly located in between everything.

Reviewed on Jun. 2, 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(156 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 CA $228 per night from Jun. 5 to Jun. 6
CA $228
CA $336 total
includes taxes & fees
Jun 5 - Jun 6
8.8/10 Excellent! (1,527 reviews)
"We enjoy the area, out of the way, yet convenient to most of keys. Relaxing spot and property is always well maintained. Great pool service staff."

Reviewed on Jun. 3, 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 CA $326 per night from Jun. 18 to Jun. 19
CA $326
CA $453 total
includes taxes & fees
Jun 18 - Jun 19
8.4/10 Very Good! (1,773 reviews)
"Great place to stay"

Reviewed on May 31, 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 CA $344 per night from Jun. 24 to Jun. 25
CA $344
CA $473 total
includes taxes & fees
Jun 24 - Jun 25
8.2/10 Very Good! (1,899 reviews)
"We loved the location of our room with real close access to the pool and beach. We loved the morning breakfast and afternoon snacks. Everybody was extremely friendly."

Reviewed on Jun. 2, 2024

Southernmost Beach Resort
See all 2,668 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.

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All Inclusive Vacations

All Inclusive Vacations

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Frequently asked questions

How much does a Truman Annex vacation package cost?
Handcraft your Truman Annex package from an affordable CA $1,026. 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

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

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

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 Snorkel Adventure at Coral Reef

Snorkel Adventure at Coral Reef

CA $60
Per adult
84% of travellers recommend
Snorkel Adventure at Coral Reef
Image for Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail

Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail

CA $199
Per adult
84% of travellers recommend
Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail
Image for Guided Jet Ski Tour in Key West

Guided Jet Ski Tour in Key West

CA $247
Per adult
94% of travellers recommend
Guided Jet Ski Tour 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.