Uptown - Upper Duval Holidays from £284

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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.

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The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Price was £458, price is now £284 per person
£284
per person
3 Aug - 6 Aug
found 4 hours ago
Return flight included
Orlando (MCO) to Key West (EYW)
9.4/10 Exceptional! (1,271 reviews)
The only thing that was a little tricky was that the restaurants weren’t open very late. If you were to get in on a later flight, you need to leave the property to get a bite. Other than that everything was fantastic

Reviewed on 17 May 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 £871, price is now £544 per person
£544
per person
3 Aug - 6 Aug
found 4 hours ago
Return flight included
Orlando (MCO) to Key West (EYW)
8.6/10 Excellent! (366 reviews)
Stayed in a one bedroom unit. Good size kitchen/living room, however bathroom was tiny. Bedroom was ok.. lots of closet/storage, however bed could have been bigger. Location was awesome… just a couple blocks to everything!

Reviewed on 6 May 2026

The Key West Hotel

The Key West Hotel

3 out of 5
Key West Historic District
Price was £821, price is now £513 per person
£513
per person
3 Aug - 6 Aug
found 4 hours ago
Return flight included
Orlando (MCO) to Key West (EYW)
9.2/10 Wonderful! (552 reviews)
The staff at the hotel were excellent. Very friendly and helpful. Room was very clean and comfortable. We were right in the middle of the old district which had many many places to explore. Hotel had a wonderful hidden pool with live music/bar next to it in case we just wanted to relax after exploring all day.

Reviewed on 21 Apr 2026

The Gardens Hotel

The Gardens Hotel

4 out of 5
Old Town Key West
Price was £486, price is now £333 per person
£333
per person
3 Aug - 6 Aug
found 4 hours ago
Return flight included
Orlando (MCO) to Key West (EYW)
9.8/10 Exceptional! (1,001 reviews)
I have rarely been so positively surprised by a hotel. The outdoor areas (pool, gardens, bar) were more spacious than I expected, and impeccably maintained. It is so tranquil and peaceful, yet so close to the action. The Master Suite was super nice - large balcony, private sauna, and 2 bathrooms. Would definitely come back.

Reviewed on 14 May 2026

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Price was £429, price is now £298 per person
£298
per person
3 Aug - 6 Aug
found 4 hours ago
Return flight included
Orlando (MCO) to Key West (EYW)
9/10 Wonderful! (1,872 reviews)
It was very clean. The staff is cordial and professional. Outdoor is fantastic, always chairs available. They have staff to take orders. The parking is not free but they have a lot of them.

Reviewed on 16 May 2026

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
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 Duval Street and Florida Keys Beaches.

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 £233 per night from 17 Jun to 18 Jun
£233
17 Jun - 18 Jun
includes taxes & fees
8.8/10 Excellent! (3,324 reviews)
High prices for water in room when you can go to store down Duvall and get it for half the price. Found a roach in my room the last day. Staff great!!!! Resort beautiful!!!

Reviewed on 17 May 2026

Southernmost Beach Resort and Guesthouses
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 £160 per night from 19 May to 20 May
£160
19 May - 20 May
includes taxes & fees
8.4/10 Very Good! (1,359 reviews)
We recently stayed at this conveniently located hotel and overall had a pleasant experience. The property itself is a bit older, but very well kept and clean throughout. The pools were especially clean and appeared to be well maintained. The breakfast had several convenient options with self-serve ...

Reviewed on 16 May 2026

The Southernmost Inn - Adults Only
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 £219 per night from 25 May to 26 May
£219
25 May - 26 May
includes taxes & fees
8.6/10 Excellent! (1,005 reviews)
This property was quiet and beachfront which was a nice perk. The little market had a good mix of snacks, drinks and some shopping. The concierge was helpful for booking some excursions. The room itself was clean, but there were someone else’s toenail clippings on our balcony. The tiles in the shower ...

Reviewed on 17 May 2026

The Reach Key West, Curio Collection by Hilton
See all 2,745 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
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Family Friendly Holidays

Frequently asked questions

How much does an Uptown - Upper Duval travel package cost?
From as little as £284. 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

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

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
Aboard the trolley in Key West

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

£41
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
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
88% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, 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.