Deals on vacations and trips to Truman Annex

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Truman Annex flight + hotel 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 17 - Jul 21
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
This Art Deco hotel features a private beach, a marina, and a restaurant. Enjoy a day at the beach kayaking, or relax with sun loungers. Enjoy the outdoor pool and free perks like continental breakfast and WiFi in public areas.
Beachside Resort & Residences

Beachside Resort & Residences

4 out of 5
Save 100% on your flight
per person
Jul 17 - Jul 21
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
This smoke-free hotel features a private beach, a marina, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the outdoor pool and visit the 2 bars/lounges and poolside bar for drinks.
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 17 - Jul 21
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
A marina, 6 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. There's a restaurant and a bar/lounge for dining and drinks, and also a gym on site.
H2O Suites - Adults Only

H2O Suites - Adults Only

3.5 out of 5
Old Town Key West
Save 100% on your flight
per person
Jun 19 - Jun 22
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Business travelers can take advantage of the laundry service. There's a gym on site, and a 24-hour front desk and a rooftop terrace are also provided.
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
Jul 17 - Jul 21
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Enjoy the spa tub and free continental breakfast each morning.

Top Truman Annex hotel deals

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
Free Cancellation
Reserve now, pay when you stay
The price is $183 per night
$183
per night
Jun 10 - Jun 11
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the spa tub and perks like free self parking.
Hot Tub
Pet friendly
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $191 per night
$191
per night
May 21 - May 22
A marina, 6 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. There's a restaurant and a bar/lounge for dining and drinks, and also a gym on site.
Pet friendly
Breakfast available
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $249 per night
$249
per night
May 27 - May 28
This hotel features a restaurant, an outdoor pool, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's a 24-hour gym on site, and a 24-hour front desk and dry cleaning are also provided.
Pet friendly
Breakfast available
Southernmost Beach Resort

Southernmost Beach Resort

4 out of 5
1319 Duval Street, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $332 per night
$332
per night
Jun 2 - Jun 3
This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling for business? Take advantage of the 24-hour business center, laundry service, and conference space.
Breakfast available
Pool
La Concha Key West

La Concha Key West

4 out of 5
430 Duval St, Key West, FL
The price is $224 per night
$224
per night
Jun 2 - Jun 3
This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's an outdoor pool on site, and laundry facilities and concierge services are also offered.
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd, Key West, FL
Free Cancellation
Reserve now, pay when you stay
The price is $157 per night
$157
per night
May 20 - May 21
This Art Deco hotel features a private beach, a marina, and a restaurant. Enjoy a day at the beach kayaking, or relax with sun loungers. Enjoy the outdoor pool and free perks like continental breakfast and WiFi in public areas.
Breakfast included
Pool
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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.

Popular places to visit

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

Photos of local treasures

Harry S. Truman Little White House featuring heritage elements, a house and a garden

Frequently asked questions

How much are vacation packages to Truman Annex?
$605 is all you’ll need for an unforgettable escape in Truman Annex. Bundle your flights and hotel into a Travelocity vacation package and watch how the savings pile up. With these kinds of prices, you’ll want to start packing your suitcase now!
Where can I get the best vacation package deals for Truman Annex?
Scoring an unbeatable package deal to Truman Annex is a piece of cake with Travelocity. With 400 air carriers and 1,000,000 properties all over the globe, you’re flush with choice when it comes to your hotels and flights.
Why should I purchase my Truman Annex vacation bundle via Travelocity?
Because you’ll never wander alone if you book with us, and we offer 24/7 support and high-quality service to boot. Add to that our Price Match Guarantee and countless experiences and destinations to select from. We’re here to make your vacation as unforgettable as possible.
Can I save money on my Truman Annex car rental if I combine it with my hotel or flight?
Booking a Truman Annex vacation package with Travelocity is an easy way to save cold, hard cash. You can bundle a car, hotel and flight, or any combination of them, and score awesome discounts. It’s also possible to throw in activities and experiences. After you’ve picked up the keys to the rental car, head out of the neighborhood and find out what the surrounding area has to offer. Approximately 110 mi from Truman Annex, Zoo Miami is the ideal road trip.
What is the best time of year to go to Truman Annex?
You’ll land the best hotel prices in and pay the highest prices in . It’s generally more relaxed in September, October and December, while you’ll have more like-minded travelers to hang out with during January, March and April. It all comes down to what you’re willing to spend, the weather and how you handle crowds.