Truman Annex Trip

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Photo by Rick Tuers

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Price found within the past 48 hours. Click for updated prices.
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
New Town
Save 100% on your flight
Price was ₹171,476, price is now ₹115,105 per person
₹115,105
per person
24 Apr - 29 Apr
found 8 hours ago
Return direct flight included
Philadelphia (PHL) to Key West (EYW)
8.8/10 Excellent! (1,698 reviews)
Clean room, comfy bed

Reviewed on 6 Mar 2026

The Key West Hotel

The Key West Hotel

2.5 out of 5
Key West Historic District
Save 100% on your flight
Price was ₹318,779, price is now ₹190,070 per person
₹190,070
per person
24 Apr - 29 Apr
found 8 hours ago
Return direct flight included
Philadelphia (PHL) to Key West (EYW)
9.2/10 Wonderful! (532 reviews)
Loved this hotel, immaculate.

Reviewed on 7 Mar 2026

Southernmost House

Southernmost House

4 out of 5
Old Town Key West
Save 100% on your flight
Price was ₹282,051, price is now ₹189,134 per person
₹189,134
per person
24 Apr - 29 Apr
found 8 hours ago
Return direct flight included
Philadelphia (PHL) to Key West (EYW)
9.4/10 Exceptional! (1,002 reviews)
Staff went beyond what was expected to assist. Great location, and continental breakfast. Rooms were good size.

Reviewed on 7 Mar 2026

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
Price was ₹543,947, price is now ₹369,735 per person
₹369,735
per person
24 Apr - 29 Apr
found 8 hours ago
Return direct flight included
Philadelphia (PHL) to Key West (EYW)
9/10 Wonderful! (903 reviews)
Perfect hotel for the perfect Key West vacation. The location, staff and beautiful blooming orchids made our stay extra special! I loved that Hemmingway’s House was across the street.

Reviewed on 4 Mar 2026

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
Old Town Key West
Save 100% on your flight
Price was ₹229,280, price is now ₹161,143 per person
₹161,143
per person
24 Apr - 29 Apr
found 8 hours ago
Return direct flight included
Philadelphia (PHL) to Key West (EYW)
8.8/10 Excellent! (3,103 reviews)
The view from our 3rd floor balcony included full ocean view, the private beach and beautiful landscaping of the resort. Room was spacious and bathroom was too. It was our second stay at Southernmost and we will be back!

Reviewed on 8 Mar 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
Key West Historic District

Old Town Key West

4 out of top 10 points of interest in this area
5/5(6 area reviews)

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

Find hotels in Old Town Key West

Top hotels in Truman Annex

Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 out of 5
200 Sunset Lane Key West FL
The price is ₹33,369 per night from 14 Mar to 15 Mar
₹33,369
₹40,638 total
14 Mar - 15 Mar
includes taxes & fees
8.6/10 Excellent! (340 reviews)
My stay was terrific. Thank you!

Reviewed on 1 Mar 2026

Hyatt Vacation Club at Sunset Harbor, Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundable
The price is ₹46,818 per night from 7 Apr to 8 Apr
₹46,818
₹59,380 total
7 Apr - 8 Apr
includes taxes & fees
8.8/10 Excellent! (3,133 reviews)
The ocean was not visible from our room. It’s a huge property. Our room was about a block back from the ocean. Very clean! We enjoyed all the food places close by. We were on the quiet end of Duval Street. I would definitely stay there again. Felt very safe!

Reviewed on 8 Mar 2026

Southernmost Beach Resort and Guesthouses
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is ₹28,463 per night from 10 Mar to 11 Mar
₹28,463
₹40,795 total
10 Mar - 11 Mar
includes taxes & fees
8.6/10 Excellent! (2,058 reviews)
Great stay

Reviewed on 8 Mar 2026

Beachside Resort & Residences
See all 2,752 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.

Frequently asked questions

How much does a Truman Annex holiday package cost?
Handcraft your Truman Annex package from an affordable ₹115,105. 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 travellers 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 favourites with many travellers.
How far in advance should I book my Truman Annex holiday?
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 holiday 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 holiday package?
We totally get it — life can throw you the odd curveball. If you've booked a Truman Annex holiday 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.

Popular places to visit

Harry S. Truman Little White House featuring a 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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.