Midtown Holidays

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    Packages with flights are ATOL protected

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.
  • Marina
    Jul 31 - Aug 7

    The Perry Hotel & Marina Key West + Flight

    Stock Island
    7 nights
    4.0 star property
    9.4/10 - Exceptional (1,273 reviews)
    "Clean, comfortable, friendly, helpful staff. Pool area is convenient and well maintained. Love the shuttle service to and from town"
    Reviewed May 20, 2026
    Return • London (LHR) - Key West (EYW)
    LHR - EYW • 1 stop EYW - LHR • 1 stop
    £1,745
    £1,384
    per traveller
    found 1 day ago
    The Perry Hotel & Marina Key West
  • Outdoor pool
    Jul 31 - Aug 7

    The Key West Hotel + Flight

    Key West Historic District
    7 nights
    3.0 star property
    9.2/10 - Wonderful (555 reviews)
    Return • London (LHR) - Key West (EYW)
    LHR - EYW • 1 stop EYW - LHR • 1 stop
    £2,887
    £2,004
    per traveller
    found 1 day ago
    The Key West Hotel
  • Exterior detail
    Jul 31 - Aug 7

    The Gardens Hotel + Flight

    Old Town Key West
    7 nights
    4.0 star property
    9.8/10 - Exceptional (1,001 reviews)
    "The hotel is situated in the middle of the Dual St, where I can go to either the west end (for seeing sunset) or east end (for seeing sunrise) of the street with almost the same distance. The buildings of the hotel have some history and in the colonial style, which I like very much. The garden provides an excellent place for breakfast and wine tasting."
    Reviewed May 21, 2026
    Return • London (LHR) - Key West (EYW)
    LHR - EYW • 1 stop EYW - LHR • 1 stop
    £1,961
    £1,542
    per traveller
    found 1 day ago
    The Gardens Hotel
  • Exterior
    Jul 31 - Aug 7

    The Marker Key West Harbor Resort + Flight

    Key West Historic District
    7 nights
    4.0 star property
    9.2/10 - Wonderful (1,000 reviews)
    "Best part of this hotel was the location. My husband was fishing this trip and it was a 2 minute walk to the boat. Beds were comfortable and I slept well. The amenities that you pay a resort fee of $54 a night were meh. My husband did go to the pool one day but none of the other offerings were interesting. We had friends that stayed as well and they paid an additional $44 a day for parking. We got breakfast every morning and that was good but the best part was our server Nelson. Always a smile..."
    Reviewed May 20, 2026
    Return • London (LHR) - Key West (EYW)
    LHR - EYW • 1 stop EYW - LHR • 1 stop
    £2,130
    £1,699
    per traveller
    found 1 day ago
    The Marker Key West Harbor Resort
  • Couples treatment room(s), facials, massages
    Jul 31 - Aug 7

    Southernmost Beach Resort and Guesthouses + Flight

    Old Town Key West
    7 nights
    4.0 star property
    8.8/10 - Excellent (3,325 reviews)
    "Upon check in - I was informed I needed a CC with $1200.00 available on it - at no point was I instructed of this need - I had paid for my stay prior as I do not use CC - thank goodness some in my party had one to use. The front desk person was not friendly about this = I have read my information from Expedia and nowhere is it stated - nor is it on your resort site. The bar at the pineapple pool was on point - Annette at the front desk was very helpful also. Breakfast at the cafe was well..."
    Reviewed May 21, 2026
    Return • London (LHR) - Key West (EYW)
    LHR - EYW • 1 stop EYW - LHR • 1 stop
    £1,964
    £1,573
    per traveller
    found 1 day ago
    Southernmost Beach Resort and Guesthouses

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

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 Midtown

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 £154 per night from 28 May to 29 May
£154
28 May - 29 May
includes taxes & fees
8.4/10 Very Good! (2,263 reviews)
"Staff was very helpful and location is great"

Reviewed on 22 May 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 refundable
The price is £231 per night from 22 Jun to 23 Jun
£231
22 Jun - 23 Jun
includes taxes & fees
8.8/10 Excellent! (3,325 reviews)
"The resort was very nice. The pools were great and the room was updated and clean. Great location on Duval Street. Highly recommend."

Reviewed on 22 May 2026

Southernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is £236 per night from 31 May to 1 Jun
£236
31 May - 1 Jun
includes taxes & fees
8.8/10 Excellent! (1,798 reviews)
"Resort fee is quite high for the amenities offered-we didn’t use the shuttle, nor did we take advantage of slushies or popsicles as they are available for a short period of time. Welcome drink was never offered, nor was parking pass. Happened to observe in other vehicles and inquired. The room was ..."

Reviewed on 23 May 2026

Margaritaville Beach House Key West
See all 2,753 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 , 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.

* 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.