Uptown - Upper Duval Holidays from £970

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Your Uptown - Upper Duval Holiday

Organising your next exciting getaway just got a whole lot easier with a holiday package to Uptown - Upper Duval. Enjoy all this neighbourhood has to offer while making wonderful memories you'll remember for years. Wondering what to see and do during your trip to Uptown - Upper Duval? Nearby attractions like Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Mallory Square are great places to start. Don't just imagine it — turn it into reality! Book your perfect Uptown - Upper Duval holiday with Expedia and enjoy travelling your way.

Price found within the past 48 hours. Click for updated prices.
Fitch Lodge - Key West Historic Inns

Fitch Lodge - Key West Historic Inns

3.5 out of 5
Key West Historic District
Price was £1,344, price is now £970 per person
£970
per person
12 Nov - 18 Nov
found 12 hours ago
Return flight included
London (LON) to Key West (EYW)
8.8/10 Excellent! (471 reviews)
Delicious happy hour drink

Reviewed on 18 Aug 2025

Ridley House - Key West Historic Inns

Ridley House - Key West Historic Inns

3.5 out of 5
Key West Historic District
Price was £1,477, price is now £1,004 per person
£1,004
per person
12 Nov - 18 Nov
found 12 hours ago
Return flight included
London (LON) to Key West (EYW)
9.2/10 Wonderful! (802 reviews)
Do not stay on 3rd floor, stairs are terrible and you can feel the rising

Reviewed on 12 Aug 2025

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
Old Town Key West
Price was £1,506, price is now £1,052 per person
£1,052
per person
12 Nov - 18 Nov
found 12 hours ago
Return flight included
London (LON) to Key West (EYW)
9.2/10 Wonderful! (1,007 reviews)
property was clean and quiet and staff was super friendly

Reviewed on 19 Aug 2025

Douglas House

Douglas House

3 out of 5
Old Town Key West
Price was £1,623, price is now £1,155 per person
£1,155
per person
12 Nov - 18 Nov
found 12 hours ago
Return flight included
London (LON) to Key West (EYW)
9.6/10 Exceptional! (146 reviews)
This property is one block off of Duval Street and it has a quiet serene pool with lush Gardens around it. It was truly magnificent.

Reviewed on 6 Aug 2025

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
Old Town Key West
Save 100% on your flight
Price was £2,043, price is now £1,464 per person
£1,464
per person
12 Nov - 18 Nov
found 12 hours ago
Return flight included
London (LON) to Key West (EYW)
8.4/10 Very Good! (269 reviews)
The staff and service is exemplary. Ask for Nicole and Marsha at the Dorada beach bar. Both are awesome bartenders and great people!!!

Reviewed on 19 Aug 2025

Where to stay in Uptown - Upper Duval

Find the best Uptown - Upper Duval areas and neighborhoods for the activities you enjoy most. Learn more about Uptown - Upper Duval
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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 Duval Street and Saint Mary Star of the Sea.

Find hotels in Old Town Key West

Top hotels in Uptown - Upper Duval

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 £197 per night from 3 Sept to 4 Sept
£197
3 Sept - 4 Sept
includes taxes & fees
8.6/10 Excellent! (2,682 reviews)
"We booked Southernmost Beach Resort for our honeymoon, and WOW! The room was impeccably clean, the shores pool/bar was amazing and a lot of fun each day with DJ’s, activities, etc. The Beach Cafe has a phenomenal dinner and is a great view right on the water. Everything you need is right at the property, ..."

Reviewed on 17 Aug 2025

Southernmost Beach Resort and Guesthouses
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
1435 Simonton Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is £231 per night from 15 Sept to 16 Sept
£231
15 Sept - 16 Sept
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
Tropical paradise within your Reach
"Staff friendly and so accommodating! My wife somewhat particular about view from room; Phiwe and her colleague guided us to the perfect room overlooking pool and, a few feet beyond, the sandy beach. Lots of extras and you are able to walk over to sister property Casa Marina and hang out there too. ..."

Reviewed on 10 Aug 2025

The Reach Key West, Curio Collection by Hilton
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is £116 per night from 21 Aug to 22 Aug
£116
21 Aug - 22 Aug
includes taxes & fees
8.2/10 Very Good! (1,157 reviews)
"Ok"

Reviewed on 16 Aug 2025

The Southernmost Inn - Adults Only
See all 2,780 properties in Uptown - Upper Duval
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
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Frequently asked questions

How much does an Uptown - Upper Duval travel package cost?
From as little as £970. Yes, you read that correctly. Our Uptown - Upper Duval travel packages are the quickest way to make your dollars go much further. Bundle your hotels, flights and rental car and get to know this popular destination.
If I'm not able to travel, can I cancel my Uptown - Upper Duval travel package?
We totally get it — life sometimes gets in the way of your plans. If you've locked in an Uptown - Upper Duval travel package and need to cancel or change it, we're here to help. It's always worth taking a look at our Customer Service Portal first for information. But generally, if you've booked your package within 24 hours, you may be able to cancel and rebook free of charge. If it's been longer than 24 hours, your airline, hotel or car rental company may charge a fee.
How do I get a cheap travel package to Uptown - Upper Duval?
You'll save piles of cash if you combine your hotels, car rentals and flights into an Uptown - Upper Duval travel package. Sometimes cheap packages mean fewer choices. But not with Expedia. We offer more than 550 air carriers and 1,000,000 hotels across the globe, so you'll always have plenty of options to choose from. Eager to save even more? Add some exciting activities to your package deal to unlock even more discounts! After all, travel is about more than simply getting to your destination.
Does Expedia offer Book Now, Pay Later Uptown - Upper Duval holidays?
We do. Expedia has partnered with online lender Klarna to help you conveniently pay for your trip in instalments. Simply choose the payment plan that works for you during the checkout process and take away the stress of budgeting for your trip. Be sure to bundle your accommodation, flights and car hire with Expedia to get the biggest bang for your travel buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: Klarna offers convenient monthly payment plans that suit all budgets, so you can take that well-deserved holiday sooner.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it easy to pay for your holiday in multiple transactions.
  • Low deposit holidays: Clicking the "book now" button is much easier with this payment plan. Put down a small deposit on your booking and then start working on your travel itinerary.

Where should I stay in Uptown - Upper Duval?
Most people who travel to Uptown - Upper Duval include Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens on their itineraries. Why not reserve a hotel that's close to these fantastic attractions?
What are the top hotels in Uptown - Upper Duval?
The Gates Hotel Key West and Crowne Plaza Key West-La Concha are a couple of the most sought-after hotels in Uptown - Upper Duval. Why not have a look at the facilities and amenities at each and then make a decision?
How far in advance should I book my Uptown - Upper Duval holiday?
Travellers are generally able to browse international fares on Expedia within 12 months of departure. Booking late? With a stroke of luck, it's still possible to nab a cheap ticket only weeks before your journey.
What does an Expedia Uptown - Upper Duval travel package include?
From flights and hotels to car rentals, Expedia can help you shape an Uptown - Upper Duval package that's ideal for you. Holidaying for a while? Look into a rental car, hotel and flight bundle. If you're taking a short break, an airfare and hotel deal may be more your style. Activities can also be added after you've booked. Our packages make it easy to plan and save.
What should I know before booking an Uptown - Upper Duval travel package?
A travel package can be easier on the hip pocket than separately booking all you need for your escape. For example, bundle your flights, hotels and rental cars and save a pretty penny. Whatever your holiday goals are, you're sure to find a package to suit your budget.
Can I choose my airline with an Uptown - Upper Duval Expedia travel package?
You can, and with more than 550 airlines to choose from all over the world, it's all about choice. Take a look at the available options and see which airline best suits your needs and budget.

Popular places to visit

South Beach

South Beach

4.5/5(8 reviews)

The southernmost beach in the continental United States is a convenient sandy enclave, just minutes from the center of town.

South Beach

Things to do

Florida: Key West Overseas Highway Self-Driving Tour

Florida: Key West Overseas Highway App-Based Driving Audio Tour

£13
per traveller
80% of travellers recommend
Florida: Key West Overseas Highway App-Based Driving Audio Tour
Bahama Village Walking Tour

Bahama Village Walking Tour

£22
per adult
Bahama Village Walking Tour
Key West’s Old Town Treasures: A Self-Guided Audio Tour

Key West’s Old Town Treasures: A Self-Guided Audio Tour

£11
per adult
Key West’s Old Town Treasures: A Self-Guided Audio Tour
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.