Truman Annex Holidays from £1,937

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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.
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Price was £2,554, price is now £1,937 per person
£1,937
per person
24 Mar - 31 Mar
found 1 day ago
Return flight included
Manchester (MAN) to Key West (EYW)
9.4/10 Exceptional! (1,151 reviews)
The room was spotless… atmosphere was wonderful. Service was always top notch. The restaurants and bars at the hotel were delicious. The pool was beautiful and very nice. Overall, it was great. The only thing is… when you check in, they apply a $425 charge for “incidentals” and for if you eat at the restaurants, it can come out of that $425. So it was presented that if you didn’t use that, it would be refunded. When we checked out, they applied another $500 hold and then when reviewing the receipt, there are countless fees for things like: WiFi, resort fee ($52/day), community impact fee, and may more. So not only did we not get money back, we had to pay more. And none of this was disclosed when we booked or checked in.

Reviewed on 12 Feb 2026

Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
Key West Historic District
Save 100% on your flight
Price was £3,507, price is now £2,093 per person
£2,093
per person
24 Mar - 31 Mar
found 1 day ago
Return flight included
Manchester (MAN) to Key West (EYW)
9/10 Wonderful! (1,006 reviews)
Room was very clean, the staff and amenities were excellent!!!!!

Reviewed on 9 Feb 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 £3,457, price is now £2,271 per person
£2,271
per person
24 Mar - 31 Mar
found 1 day ago
Return flight included
Manchester (MAN) 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 28 Jan 2026

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Save 100% on your flight
Price was £2,769, price is now £2,015 per person
£2,015
per person
24 Mar - 31 Mar
found 1 day ago
Return flight included
Manchester (MAN) to Key West (EYW)
9/10 Wonderful! (1,736 reviews)
The resort is absolutely amazing and impeccably clean. There are many amenities, cold water at the pool, plenty of towels, padded lounge chairs and covered cabanas. Hang out at the pool was great, they had a great mix of music playing as well. The staff from our welcome until checkout we’re outstanding! All the people there are very caring and are helpful with whatever your needs may be. The yellowfin restaurant on site is very good, highly recommend the salad and catch of the day. So accommodating and there are a few restaurants within a mile walking distance from the resort. The shuttle which brings you to downtown is very helpful and runs on the hour. Very pleased with our stay and hopefully we’ll be back soon.

Reviewed on 12 Feb 2026

Ella's Cottages - Key West Historic Inns

Ella's Cottages - Key West Historic Inns

3.5 out of 5
Old Town Key West
Save 100% on your flight
Price was £3,037, price is now £2,300 per person
£2,300
per person
24 Mar - 31 Mar
found 1 day ago
Return flight included
Manchester (MAN) to Key West (EYW)
9.4/10 Exceptional! (390 reviews)
The room was good but very small. It wasn’t a major thing because we were not in it most of the day. Everything was clean and cleaning services were provided daily. The breakfast wasn’t what I was expecting, but it was a true continental breakfast I guess. Front desk help was great. We didn’t use the pool because it was cold weather when we were there.

Reviewed on 26 Jan 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
8.4/10 Very Good! (337 reviews)
Perfectly clean! They also allowed us a bit of an early checkin which really helped!

Reviewed on 7 Feb 2026

Get rates
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 £512 per night from 15 Mar to 16 Mar
£512
15 Mar - 16 Mar
includes taxes & fees
8.6/10 Excellent! (3,069 reviews)
Beautiful property. Great room with a porch w ocean view. Very clean. Loved hearing the roosters everywhere. Shore Pool is great! Bartender great! Breakfast great at the hotel restaurant. The location of the hotel is close to everything, Duval St, restaurants and shopping. Recommend a golf cart for ...

Reviewed on 9 Feb 2026

Southernmost Beach Resort and Guesthouses
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is £305 per night from 10 Mar to 11 Mar
£305
10 Mar - 11 Mar
includes taxes & fees
8/10 Very Good! (2,076 reviews)
Great ppl that work there!

Reviewed on 5 Feb 2026

Ibis Bay Beach Resort
See all 2,748 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 £1,937. 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.

Things to do

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

£33
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
12 hours Day at Key West With Boat Tour and Snorkeling

Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar

£20
per adult
92% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Friends cheers with cocktails on Key West cruise

Key West Afternoon At The Reef Snorkeling Adventure with Open Bar!

£35
per adult
92% of travellers recommend
Key West Afternoon At The Reef Snorkeling Adventure with Open Bar!
See all activities in Key West

* 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.