Title: Truman Annex Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $1,351 Expedia.ca [Hotels in Truman Annex](https://expedia.ca/Truman-Annex-Key-West-Hotels.0-n553248635976473207-0.Travel-Guide-Filter-Hotels)[Flights to Key West](https://expedia.ca/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)[Things to do in Key West](https://expedia.ca/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)[Truman Annex Car Rentals](https://expedia.ca/Car-Rentals-In-Truman-Annex.d553248635976473207.Car-Rental-Guide) ![](https://images.trvl-media.com/place/1187/bf9fd988-8acc-4f7a-aee8-2c424e57fa25.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Truman Annex Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by Rick Tuers - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Top Holiday Package Deals in Truman Annex Price found within the past 48 hours. Click for updated prices. ![Hyatt Vacation Club at Beach House, Key West](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/fc0a2a7e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyatt Vacation Club at Beach House, Key West CA $1,351 per person Apr 27 - May 2 found 1 day ago Roundtrip flight included Toronto (YTO) to Key West (EYW) 9.4/10 Exceptional! (1,002 reviews) This place is amazing! The property is beautiful and quiet. The pool area was clean and well cared for. Our room was spacious, very clean and had everything we needed. The staff was kind and always helpful. We would definitely go back. Reviewed on Feb 5, 2026 ![The Key West Hotel](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/bc64cbf7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Key West Hotel Key West Historic District CA $4,092 per person Apr 9 - Apr 13 found 1 day ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 9.2/10 Wonderful! (505 reviews) Everything was great. I couldn’t complain about anything if I wanted to. Thanks for a great stay! Reviewed on Jan 28, 2026 ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Oceans Edge Key West Resort, Hotel & Marina CA $1,945 per person Mar 15 - Mar 20 found 15 hours ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 9/10 Wonderful! (1,736 reviews) Yes, clean, good service Reviewed on Feb 6, 2026 ![Havana Cabana at Key West ](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/becea015_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Havana Cabana at Key West New Town CA $1,533 per person Mar 15 - Mar 20 found 15 hours ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 8.8/10 Excellent! (1,749 reviews) Yes the only problem was the plumbing in the bathroom.. shower head leaking even though maintenance came and sprayed it with something it continued to leak.. stopper in bathroom sink was broken we had to use a bottle cap to prop it open so it would drain. Otherwise it was a great place to stay! Reviewed on Feb 7, 2026 ![The Perry Hotel & Marina Key West](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/e4eb7fd5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Perry Hotel & Marina Key West CA $1,697 per person Mar 15 - Mar 20 found 15 hours ago Roundtrip non-stop flight included Detroit (DTW) to Key West (EYW) 9.4/10 Exceptional! (1,151 reviews) From check in to check out, the Perry Hotel met our expectations for a laid back vibe. All staff were kind and wished to make our stay memorable. Clean rooms, two wonderful restaurants on site and an hourly shuttle that leaves the resort on Stock Island that drops into Key West. Reviewed on Feb 7, 2026 ## 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](https://expedia.ca/Key-West-Truman-Annex.dx553248635976473207) ![Key West Historic District](https://images.trvl-media.com/place/553248635976481920/c3895c9f-e471-4c93-ac2e-85c99f8f8fec.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Old Town Key West 4 out of top 10 points of interest in this area 3.5/5(8 area reviews) Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area. [Find hotel + flight trips in Old Town Key West](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Old%20Town%20Key%20West&DestID=553248635976481920&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Audubon House and Tropical Gardens featuring a house](https://images.trvl-media.com/place/6068599/e22dc889-0174-435e-9d9b-302d362fd045.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Key West Historic District 2 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](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Key%20West%20Historic%20District&DestID=6281809&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Duval Street](https://images.trvl-media.com/place/6068616/ac9e1424-8949-4483-8a12-9063d1511aa2.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown Key West If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing. [Find hotel + flight trips in Downtown Key West](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Key%20West&DestID=553248635976470405&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Wide aerial panorama of Key West, Florida](https://images.trvl-media.com/place/553248635976480351/87477fd8-e61c-4ccb-8f10-57f3d82227dc.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### New Town 4/5(16 area reviews) Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Fort East Martello Museum and Gallery. [Find hotel + flight trips in New Town](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=New%20Town&DestID=553248635976480351&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Sunset on Carnival Cruise in Key West.](https://images.trvl-media.com/place/1187/48023594-76b8-4930-a4a9-06a0f12911a4.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Uptown - Upper Duval 4.5/5(3 area reviews) If you're spending some time in Uptown - Upper Duval, Duval Street and Key West Butterfly and Nature Conservatory are top sights worth seeing. [Find hotel + flight trips in Uptown - Upper Duval](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Uptown%20-%20Upper%20Duval&DestID=553248635976473524&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Truman Annex Hotel Deals ![Hyatt Vacation Club at Sunset Harbor, Key West](https://images.trvl-media.com/lodging/1000000/860000/858000/857964/eca90904_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hyatt Vacation Club at Sunset Harbor, Key West 200 Sunset Lane Key West FL CA $518 CA $629 total Mar 5 - Mar 6 includes taxes & fees 8.4/10 Very Good! (336 reviews) Highly recommend! Wonderful apartments, clean, well equipped and family friendly. Reviewed on Jan 29, 2026 [](https://expedia.ca/Hotel-Search?startDate=05%2F03%2F2026&endDate=06%2F03%2F2026&selected=857964&PinnedHotelID=857964&HadPinnedHotel=true®ionId=553248635976473207) ![Weatherstation Inn](https://images.trvl-media.com/lodging/2000000/1750000/1749500/1749434/c579b899_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Weatherstation Inn 57 Front St Key West FL 9.2/10 Wonderful! (998 reviews) The location was great, and a quiet neighborhood, but near to everything we wanted to see in Key West. Reviewed on Jan 28, 2026 [Get rates](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=1749434&PinnedHotelID=1749434&HadPinnedHotel=true®ionId=553248635976473207) [](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=1749434&PinnedHotelID=1749434&HadPinnedHotel=true®ionId=553248635976473207) ![Southernmost Beach Resort and Guesthouses](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Southernmost Beach Resort and Guesthouses 1319 Duval Street Key West FL Fully refundable CA $635 CA $815 total Feb 8 - Feb 9 includes taxes & fees 8.6/10 Excellent! (3,062 reviews) The location was great. The room could have been cleaner. There were fruit flies in the bathroom. Reviewed on Feb 6, 2026 [](https://expedia.ca/Hotel-Search?startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&selected=863329&PinnedHotelID=863329&HadPinnedHotel=true®ionId=553248635976473207) [See all 2,823 properties in Truman Annex](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=08%2F02%2F2026&endDate=09%2F02%2F2026®ionId=553248635976473207) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Frequently asked questions ### How much does a Truman Annex vacation package cost? ### How do I get a cheap travel package to Truman Annex? ### Where should I stay in Truman Annex? ### What are the top hotels in Truman Annex? ### How far in advance should I book my Truman Annex vacation? ### What does an Expedia Truman Annex travel package include? ### What should I know before booking a Truman Annex travel package? ### Can I choose my airline with a Truman Annex Expedia vacation package? ### If I'm not able to travel, can I cancel my Truman Annex vacation package? ### Discover the most popular places to visit in Truman Annex ![Harry S. Truman Little White House showing a house](https://images.trvl-media.com/place/6068605/4f5f7570-d796-4d5a-9a98-d925004bc7d6.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.ca/Harry-S-Truman-Little-White-House-Old-Town-Key-West.d6068605.Vacation-Attraction) ![St Maarten and St Martin](https://images.trvl-media.com/place/6163799/e86a432d-0e24-416d-b029-e5045c466cdf.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.ca/Mel-Fisher-Maritime-Museum-Old-Town-Key-West.d6163799.Vacation-Attraction) ### Things to do ![Aerial view of people snorkeling in Key West](https://mediaim.expedia.com/localexpert/585220/33764975-3db8-4de6-a174-18e4cf9a40c6.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast CA $61 per adult **94%** of travellers recommend [](https://expedia.ca/things-to-do/key-west-morning-snorkel-adventure-with-bottomless-mimosas-breakfast.a585220.activity-details) ![Friends cheers with cocktails on Key West cruise](https://mediaim.expedia.com/localexpert/587053/54666c36-0979-4755-bcfd-1df49670de5a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Key West Afternoon At The Reef Snorkeling Adventure with Open Bar! CA $65 per adult **92%** of travellers recommend [](https://expedia.ca/things-to-do/key-west-afternoon-at-the-reef-snorkeling-adventure-with-open-bar.a587053.activity-details) ![Aboard the trolley in Key West](https://mediaim.expedia.com/localexpert/191537/2dd77e4c-4c5c-4b3c-954d-bfd0d44bd289.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Historic Key West Old Town Trolley Hop-On Hop-Off Tour CA $79 per adult **88%** of travellers recommend [](https://expedia.ca/things-to-do/historic-key-west-old-town-trolley-hop-on-hop-off-tour.a191537.activity-details) [See all activities in Key West](https://expedia.ca/things-to-do/search?rid=553248635976473207) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.