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.
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
Northside Resort
Save 100% on your flight
per person
Dec. 2 - Dec. 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
8/10 Very Good! (1,627 reviews)
I liked the location. It was close enough to attractions and shuttle made it convenient enough. Free breakfast was good the first day then went downhill. Restaurant closed last 2 days without notice and no toasters even available last day. The rooms were adequate and pretty clean. The outside would have been great if it did not have such a terrible odor. Most front desk people OK but one was very poor customer service. We rented a scooter one day which was fun but almost double the price of rentals downtown.

Reviewed on Sep. 25, 2024

Ella's Cottages - Key West Historic Inns

Ella's Cottages - Key West Historic Inns

3.5 out of 5
Key West Historic District
Save 100% on your flight
per person
Nov. 17 - Nov. 24
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Key West (EYW)
9.2/10 Wonderful! (204 reviews)
Ella’s was absolutely amazing. Quiet and quaint. Close to downtown. Rooms were very clean and comfortable.

Reviewed on Sep. 24, 2024

Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
Key West Historic District
Save 100% on your flight
per person
Nov. 17 - Nov. 24
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Key West (EYW)
8.8/10 Excellent! (1,002 reviews)
Pier House is so close to everything we like to do in KW!

Reviewed on Sep. 26, 2024

The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
Key West Historic District
Save 100% on your flight
per person
Dec. 2 - Dec. 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
8/10 Very Good! (1,002 reviews)
We stayed for one night and loved it! Such a cute inn, bigger than I thought for sure. Breakfast was simple and delicious, they also had a wine happy hour from 5-7pm which was great too! Few feet away from Duval Street and the area was beautiful and safe to walk around.

Reviewed on Sep. 26, 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
Dec. 2 - Dec. 8
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Key West (EYW)
10/10 Exceptional! (1,000 reviews)
The detaill to service, personality of staff, and tropical landscape of the property are unique and memorable. It was a perfect place to stay for our individual Wedding Day and Honeymoon! Thank you Almond Tree Inn

Reviewed on Sep. 26, 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

Weatherstation Inn
Weatherstation Inn
2.5 out of 5
57 Front St, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $241 per night from Oct. 3 to Oct. 4
CA $241
CA $271 total
includes taxes & fees
Oct 3 - Oct 4
9.2/10 Wonderful! (852 reviews)
"Great place"

Reviewed on Sep. 23, 2024

Weatherstation Inn
Southernmost Beach Resort
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
Fully refundable
The price is CA $383 per night from Oct. 16 to Oct. 17
CA $383
CA $515 total
includes taxes & fees
Oct 16 - Oct 17
8.4/10 Very Good! (2,125 reviews)
"Excellent property in a beautiful area. Attentive and knowledgeable staff. Very clean and well maintained"

Reviewed on Sep. 25, 2024

Southernmost Beach Resort
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 $280 per night from Oct. 15 to Oct. 16
CA $280
CA $400 total
includes taxes & fees
Oct 15 - Oct 16
8.4/10 Very Good! (1,797 reviews)
"Amayzing place to stay we really had a great time. Freindly staff very clean"

Reviewed on Sep. 26, 2024

Margaritaville Beach House Key West
See all 2,851 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Truman Annex vacation package cost?
Handcraft your Truman Annex package from an affordable CA $1,307. 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(28 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

3.5/5(3 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(4 reviews)

You can learn about the history of Key West with a stop at Jackson Square. Stroll along the seaside 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 $62
Per adult
86% of travellers recommend
Snorkel Adventure at Coral Reef
Image for Guided Jet Ski Tour in Key West

Guided Jet Ski Tour in Key West

CA $248
Per adult
94% of travellers recommend
Guided Jet Ski Tour in Key West
Image for Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail

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

CA $222
Per adult
84% of travellers recommend
Key West Full-Day Ocean Adventure: Kayak, Snorkel, Sail
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.