Midtown Holidays from £974

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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.
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Price was £1,231, price is now £974 per person
£974
per person
21 Sept - 27 Sept
found 22 hours ago
Return flight included
Manchester (MAN) to Key West (EYW)
9.4/10 Exceptional! (1,282 reviews)
Everything was great

Reviewed on 7 Jul 2026

Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
Northside Resort
Price was £1,386, price is now £984 per person
£984
per person
21 Sept - 27 Sept
found 22 hours ago
Return flight included
Manchester (MAN) to Key West (EYW)
8/10 Very good! (2,299 reviews)
Shower didn't get hot, the rooms are outdated and the showers are very small. The A/C is outdated and doesn’t get the room cold. The only pro was the pool area.

Reviewed on 7 Jul 2026

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

4 out of 5
Key West Historic District
Price was £1,571, price is now £1,200 per person
£1,200
per person
21 Sept - 27 Sept
found 22 hours ago
Return flight included
Manchester (MAN) to Key West (EYW)
9.2/10 Wonderful! (1,005 reviews)
Great location!

Reviewed on 7 Jul 2026

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4 out of 5
Northside Resort
Price was £1,235, price is now £976 per person
£976
per person
21 Sept - 27 Sept
found 22 hours ago
Return flight included
Manchester (MAN) to Key West (EYW)
9/10 Wonderful! (1,417 reviews)
Wonderful place to stay, great location. The staff was amazing! The pools were clean and the room was extremely clean as well. We really enjoyed our stay!

Reviewed on 7 Jul 2026

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
Price was £1,355, price is now £1,075 per person
£1,075
per person
26 Aug - 1 Sept
found 1 day ago
Return direct flight included
London (LON) to Key West (EYW)
9.4/10 Exceptional! (1,150 reviews)
We had a wonderful stay! The room was very clean, comfortable, and well maintained. The staff was friendly, welcoming, and always ready to help with any questions we had. The outdoor pool was clean and a great place to relax after a day of exploring. Parking was convenient and easy, which made our trip even more enjoyable. Overall, it was a great experience, and I would definitely stay here again and recommend it to other travelers.

Reviewed on 7 Jul 2026

Where to stay in Midtown

Find the best Midtown areas and neighborhoods for the activities you enjoy most. Learn more about Midtown
A white building with shutters, palm trees, and a lawn.

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 Southernmost Point.

Find hotels in Old Town Key West

Top hotels in Midtown

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is £188 per night from 15 Jul to 16 Jul
£188
15 Jul - 16 Jul
includes taxes & fees
8.6/10 Excellent! (2,332 reviews)
"The rooms were very large and comfortable. Having the shuttle to downtown saved driving and very convenient. The pool and hot tub was enjoyed by all."

Reviewed on 8 Jul 2026

Beachside Resort & Residences
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 £148 per night from 12 Jul to 13 Jul
£148
12 Jul - 13 Jul
includes taxes & fees
8.4/10 Very good! (2,507 reviews)
"TThis place is pet friendly. the staff is really nice and I can only say that the hotel was so much more then we expected. We will definitely be staying there when we go back to the Keys."

Reviewed on 8 Jul 2026

Blue Flamingo Resort Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
The price is £214 per night from 22 Jul to 23 Jul
£214
22 Jul - 23 Jul
includes taxes & fees
8.8/10 Excellent! (3,432 reviews)
"Very expensive property. Need investment in maintenance."

Reviewed on 7 Jul 2026

Southernmost Beach Resort and Guesthouses
See all 2,723 properties in Midtown
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
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Midtown travel package cost?
Starting from an incredible £974, 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

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

£34
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

£21
per adult
90% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Kayak the mangrove tidal creeks

Key West Mangrove Kayak Eco Tour

£60
per adult
100% of travellers recommend
Key West Mangrove Kayak Eco 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.