Truman Annex Holidays from £409

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Your Truman Annex Holiday

Take in everything this neighbourhood has to offer with a customized Truman Annex holiday package. However you imagine spending your time here, you'll find countless opportunities for fun, relaxation and adventure. Wondering what to see and do during your trip to Truman Annex? Nearby attractions such as Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Mallory Square are good places to begin. Whatever your travel goals or budget, booking the ultimate Truman Annex holiday is easy with Expedia.

Price found within the past 48 hours. Click for updated prices.
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
Key West Historic District
Price was £488, price is now £409 per person
£409
per person
31 Aug - 2 Sept
found 1 day ago
Return flight included
Orlando (MCO) to Key West (EYW)
9/10 Wonderful! (1,171 reviews)
Place is a hidden jem. We came by boat.

Reviewed on 11 Jun 2026

The Key West Hotel

The Key West Hotel

3 out of 5
Key West Historic District
Price was £722, price is now £556 per person
£556
per person
31 Aug - 2 Sept
found 1 day ago
Return flight included
Orlando (MCO) to Key West (EYW)
9.2/10 Wonderful! (558 reviews)
We loved staying here and highly recommended it. Only thing that people might not like is the solo musicians play till 11pm every night. We didn’t mind it since we are not early birds.

Reviewed on 7 Jun 2026

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
Price was £574, price is now £468 per person
£468
per person
31 Aug - 2 Sept
found 1 day ago
Return flight included
Orlando (MCO) to Key West (EYW)
9.4/10 Exceptional! (1,078 reviews)
Perfect for family vacation. Value for money. Good location .Beach area is good but not for swimming

Reviewed on 13 Jun 2026

Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 out of 5
Old Town Key West
Price was £527, price is now £436 per person
£436
per person
31 Aug - 2 Sept
found 1 day ago
Return flight included
Orlando (MCO) to Key West (EYW)
8.6/10 Excellent! (376 reviews)
A/ C was amazing ! Clean very cute rooms. Loved the brewing coffee maker and the cleaning stuff they left for us. Made the stay comfortable like home .

Reviewed on 7 Jun 2026

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only

3.5 out of 5
Old Town Key West
Price was £558, price is now £473 per person
£473
per person
31 Aug - 2 Sept
found 1 day ago
Return flight included
Orlando (MCO) to Key West (EYW)
10/10 Exceptional! (1,002 reviews)
Property was clean and updated. Our suite was fabulous. Don't think you could find a friendlier staff anywhere! It is definitely an A1 place to stay in Key West

Reviewed on 12 Jun 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
Old Town Key West

Old Town Key West

3 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 Florida Keys Beaches and Duval Street.

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 £251 per night from 18 Jun to 19 Jun
£251
18 Jun - 19 Jun
includes taxes & fees
8.6/10 Excellent! (382 reviews)
"Amazing location!"

Reviewed on 12 Jun 2026

Hyatt Vacation Club at Sunset Harbor, Key West
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 £150 per night from 14 Jun to 15 Jun
£150
14 Jun - 15 Jun
includes taxes & fees
9.4/10 Exceptional! (1,002 reviews)
"Quaint place to stay with access to there other more resort style property made for an amazing experience."

Reviewed on 11 Jun 2026

Weatherstation Inn
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is £154 per night from 15 Jun to 16 Jun
£154
15 Jun - 16 Jun
includes taxes & fees
8.4/10 Very Good! (2,381 reviews)
"Todo excelente , muy buena atención , buena limpieza"

Reviewed on 13 Jun 2026

Blue Flamingo Resort Key West
See all 2,696 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.
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Frequently asked questions

How much does a Truman Annex travel package cost?
From just £409. Yes, you read that correctly. Our Truman Annex travel packages are a simple way to make your budget stretch further. Combine your flights, hotels and rental car and explore this fabulous destination.
If I'm not able to travel, can I cancel my Truman Annex travel package?
It's difficult to predict what tomorrow might bring, so it's good to know that you can change or cancel your Truman Annex travel package. If you made your booking in the last 24 hours, you may be entitled to a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal to find out more.
How do I get a cheap travel package to Truman Annex?
Our Truman Annex travel packages mean plenty of savings for the savvy traveller. For the best deals, simply combine your hotel, flights and rental cars into a neat and tidy package. But impressive bargains are only the start of your next unforgettable adventure. Book with Expedia and and you'll have over 550 airlines and 1,000,000 hotel options worldwide to choose from. Whatever your style or budget, there's a travel package here just for you.
Does Expedia offer Book Now, Pay Later Truman Annex holidays?
Expedia has partnered with online lender Klarna to make your next getaway easier on your hip pocket. Paying in instalments means you can spread the costs of your next big adventure, leaving you with more cash to splash while you're travelling. Klarna has several payment plans to choose from, so you're sure to find one that suits your budget. Check out these flexible payment options:

  • Pay monthly holidays: Klarna offers convenient monthly payment plans that fit all budgets, so you can escape on that well-earned holiday sooner.
  • Pay in instalments holidays: If you'd prefer to pay for your escape across multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: When you spot an awesome deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you get what you want.

Where should I stay in Truman Annex?
Most people who visit Truman Annex include both Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens on their to-do lists. Why not reserve a hotel close to one of these fantastic attractions?
What are the top hotels in Truman Annex?
Book a room at The Gates Hotel Key West. It's one of the neighbourhood's most sought-after hotels. Another top-rated option in Truman Annex is Crowne Plaza Key West-La Concha.
How far in advance should I book my Truman Annex holiday?
It's hard to pick the best time for airfares, but we normally say the earlier, the better. Plenty of international flights on Expedia become available up to a year in advance. If you can't book ahead, don't despair. Bargain prices appear from time to time within a few weeks of departure dates.
What does an Expedia Truman Annex travel package include?
Hotels, flights and a cool car for your road trip adventures. Simply pick and choose your preferred bundle and get access to incredible deals. Once you've made your booking, add on a few experiences and tours and watch your savings pile up. When it comes to planning your Truman Annex trip, you're in control!
What should I know before booking a Truman Annex travel package?
A travel package can be cheaper than separately booking all you need for your escape. For example, bundle your flights, hotels and rental cars and save a tidy sum. Whatever your holiday goals are, you're sure to find a package that's right for you.
Can I choose my airline with a Truman Annex Expedia travel package?
Definitely. Expedia has more than 550 airline partners to pick from worldwide. With so much choice, finding the ideal carrier to fly you to Truman Annex will be a snap.

Stay near popular Truman Annex attractions

Harry S. Truman Little White House

4.5/5 (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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.