Truman Annex Vacation Packages 2026 from $589

Truman Annex flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Ibis Bay Beach Resort

Northside Resort

$589

per person

Sep 4 - Sep 6

found 1 day ago

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.

Coconut Beach Resort

Old Town Key West

$976

per person

Sep 24 - Sep 27

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

A private beach and an outdoor pool are featured at this smoke-free resort. Enjoy the hot tub and perks like free self parking and free WiFi. A computer station, dry cleaning, and luggage storage are also on offer.

The Key West Hotel

Key West Historic District

Save 100% on your flight

$1,009

per person

Sep 4 - Sep 6

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and a garden. Luggage storage and concierge services are also provided.

Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!

Old Town Key West

Save 100% on your flight

$1,849

per person

Oct 3 - Oct 9

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

Free WiFi in public areas is available at this cottage.

Beachfront 2bdr Condo, Pool & Hot Tub w/ Ocean Views Papaya Place by Avantstay

Beachside

Save 100% on your flight

$1,601

per person

Oct 3 - Oct 9

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool is also provided.

Top Truman Annex hotels deals

Weatherstation Inn

57 Front St Key West FL

Free Cancellation

Reserve now, pay when you stay

Get rates

An outdoor pool, free self parking, and concierge services are featured at this bed & breakfast. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace and free newspapers are also provided.

Hyatt Vacation Club at Sunset Harbor, Key West

200 Sunset Lane Key West FL

Free Cancellation

Get rates

An outdoor pool, self parking, and concierge services are featured at this hotel. WiFi in public areas is free.

Beachside Resort & Residences

3841 N Roosevelt Blvd Key West FL

Free Cancellation

Reserve now, pay when you stay

Get rates

This smoke-free hotel features a private beach, a marina, and 2 restaurants. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and an area shuttle.

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

Free Cancellation

Reserve now, pay when you stay

Get rates

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 on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services.

Hilton Garden Inn Key West / The Keys Collection

3850 N Roosevelt Blvd Key West FL

Free Cancellation

Reserve now, pay when you stay

Get rates

This smoke-free hotel includes 2 restaurants, an outdoor pool, and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like a free area shuttle.

Pool

Hot Tub

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL

Free Cancellation

Reserve now, pay when you stay

Get rates

This hotel features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and a playground, and families will appreciate the picnic area. Unwind with a drink at one of the 2 poolside bars and enjoy freebies like WiFi in public areas and an area shuttle.

Don't see what you're looking for?

See all available properties in Truman Annex

View all properties

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.

Stay near popular Truman Annex attractions

A historical marker for The Little White House, built in 1890, used by American Navy officers, and listed on the National Register of Historic Places in 1974.

Harry S. Truman Little White House

9.0/10 (995 reviews)

Visit the winter home of President Harry S. Truman to see where some of America’s most important post-war decisions were made.

See properties

Frequently asked questions

How much are vacation packages to Truman Annex?

$589 is all you need to spend for an exciting break in Truman Annex. Bundle your hotel and flights into a Travelocity vacation package and see how much the savings start to add up. With such good prices, it's never been more tempting to travel.

Where can I get the best vacation package deals for Truman Annex?

Travelocity is here to help you snap up an unbeatable Truman Annex package deal. With as many as 400 partner airlines and 1,000,000 properties across the world, you're bound to find the perfect mix.

Why should I book my Truman Annex vacation package with Travelocity?

Because life is one amazing journey, and we've got everything you need to get you on your way. With our top-quality service and Price Match Guarantee, you can book with confidence. And you can rest easy on the road knowing we're always available to chat via our round-the-clock support.

Will I save money on my Truman Annex car rental if I bundle it with my hotel or flight?

Combining your bookings into a Truman Annex vacation package will certainly save you money. You can combine a flight and car; a flight, hotel and car; or a hotel and car. You won't find a better way to explore the greater Truman Annex region than with your own ride. You can also add experiences and activities to your Travelocity package.