Midtown Holidays from £3,077
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Your Midtown Holiday
Take in everything this neighbourhood has to offer with a tailor-made Midtown holiday package. However you see yourself spending your time here, you'll find endless opportunities for fun, relaxation and adventure. Your trip to Midtown wouldn't be complete without stopping by big-name attractions nearby such as Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Mallory Square. Expedia is here to put your plans into action. Book your perfect Midtown holiday today.
Price found within the past 48 hours. Click for updated prices.
Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays
Old Town Key West
£4,450
per person
27 Dec - 2 Jan
found 24 hours ago
Return direct flight included
London (LHR) to Key West (EYW)
10/10 Exceptional! (1 review)
Location, comfort and great customer service! A great place for a family to stay and share in some fun together!!
Reviewed on 26 Jul 2026
Where to stay in Midtown
Find the best Midtown areas and neighborhoods for the activities you enjoy most. Learn more about Midtown
Old Town Key West
4 out of top 10 points of interest in this area
While visiting Old Town Key West, you might make a stop by sights like Duval Street and Florida Keys Beaches.
Downtown Key West
While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.
Key West Historic District
2 out of top 10 points of interest in this area
Travellers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to stop by Duval Street and Florida Keys Beaches.
New Town
While there might not be top attractions in New Town, you can explore the larger area and discover places like Smathers Beach and Fort East Martello Museum and Gallery.
Uptown - Upper Duval
If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing.
Top hotels in Midtown
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
£225
7 Oct - 8 Oct
includes taxes & fees
8.8/10 Excellent! (1,788 reviews)
"The staff were friendly and extremely helpful. The shuttle provided an excellent means for transportation to Duval Street as well as the ferry. The beaches in Key West are not the greatest so if your decision is based on proximity to the beach, it may not be worthwhile. The pool at the resort was ..."
Reviewed on 5 Oct 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
£143
7 Oct - 8 Oct
includes taxes & fees
8.6/10 Excellent! (2,714 reviews)
"Hot water in showers, bed comfort was okay, food was decent at the bars/restaurants, staff was friendly, pool clean and open until 11pm. Lots of fun games to play outside. The property and rooms were clean and the shuttle service to town was easy and very helpful!"
Reviewed on 5 Oct 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
£147
7 Oct - 8 Oct
includes taxes & fees
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 Midtown travel package cost?
Starting from an incredible £3,077, you can handcraft your own Midtown package. Simply bundle hotels, flights and rental cars and be rewarded with discounts.
If I'm not able to travel, can I cancel my Midtown travel package?
If your travel plans in Midtown have been upended, it's good to know that you can cancel your booking. If you made your booking in the last 24 hours, you may be able to get a refund. If your booking is older than that, your airline, hotel or car rental company may charge a cancellation fee. For more information, check our Customer Service Portal.
How do I get a cheap travel package to Midtown?
Bundle, bundle, bundle. Flights, hotels and rental cars — combine whatever you need into a Midtown travel package to save a ton of cash. Score even more deals when you add extras such as day tours to your booking. But that's not the only impressive part. You have the flexibility to customize your trip your own way. We offer over 550 partner airlines and 1,000,000 hotel options throughout the world, so that everyone has a chance to travel and live out those holiday dreams.
Does Expedia offer Book Now, Pay Later Midtown holidays?
Your bank balance shouldn't stop you from escaping on holiday, so Expedia has worked out a solution to help. Now that we've teamed up with online lender Klarna, it's easier than ever to book a dream getaway without making a dent in your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your escape. Check out these flexible payment options:
- Pay monthly holidays: Escape on that dream holiday sooner with Klarna's convenient monthly instalment plans. If making bite-sized repayments each month sounds right for you, choose this option during the checkout process.
- Pay in instalments holidays: If you'd prefer to pay off your escape in multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
- Low deposit holidays: If paying a small percentage of your trip (rather than the full total upfront) makes it easier to hit that "book now" button, opt for a low deposit holiday payment plan from Klarna.
Where should I stay in Midtown?
Urban adventurers come from near and far to see Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens in Midtown. Book a hotel near these awesome attractions and visit them whenever you want.
What are the top hotels in Midtown?
The Gates Hotel Key West and Crowne Plaza Key West-La Concha are a couple of the most popular properties in Midtown. Why not check out the facilities and rates at each and then decide?
How far in advance should I book my Midtown holiday?
It's difficult to pick the perfect time for airfares, but we normally say the earlier, the better. Most international flights on Expedia become available to compare up to a year in advance. If you're booking at the last minute, don't worry. Low prices occasionally appear just weeks before departure dates.
What does an Expedia Midtown travel package include?
Rental cars, flights and hotels, or any combination of the three — it's up to you! Whether you're exploring Midtown with the family or travelling solo, there's a package to fit every style and budget. Once you've made your booking, why not add on one or two tours or activities?
What should I know before booking a Midtown travel package?
So many places to visit, so many things to see. With a package, you'll be able to check more of them off your list. Bundle your hotels, flights and rental cars and score big savings.
Can I choose my airline with a Midtown Expedia travel package?
Yes, you sure can. We have more than 550 partner airlines around the world, so select the carrier that fits your budget and travel needs.
Things to do
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
£32
per adult
94% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
£25
per adult
82% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
£41
per adult
86% of travellers recommend
* 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.