The Meadows Holidays from £1,320

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Your The Meadows Holiday

Booking a tailor-made The Meadows holiday package is a wonderful way to become acquainted with this unique neighbourhood. From its must-see spots to its lesser-known treasures, you'll be sure to uncover something new. Some leading nearby attractions to see during your trip to The Meadows include Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Mallory Square. Expedia will help turn your ideal The Meadows holiday into reality, whatever your travel plans or budget.

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 £1,839, price is now £1,320 per person
£1,320
per person
23 May - 30 May
found 1 day ago
Return direct flight included
London (LHR) to Key West (EYW)
9.4/10 Exceptional! (1,234 reviews)
Did not eat any meals on the property. Overall it's a nice place to stay. Rooms and furniture are dated in some areas. Very nice staff including Jamey and Mitchell.

Reviewed on 2 Apr 2026

The Key West Hotel

The Key West Hotel

2.5 out of 5
Key West Historic District
Save 100% on your flight
Price was £3,020, price is now £1,801 per person
£1,801
per person
23 May - 30 May
found 1 day ago
Return direct flight included
London (LHR) to Key West (EYW)
9.2/10 Wonderful! (536 reviews)
Great location! We were very impressed with Chris! He told us where to park and was very welcoming when we arrived. The loft room setup was perfect for us and the Bali Bar did not disappoint! We will be back!!

Reviewed on 5 Apr 2026

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
Save 100% on your flight
Price was £2,396, price is now £1,553 per person
£1,553
per person
23 May - 30 May
found 1 day ago
Return direct flight included
London (LHR) to Key West (EYW)
9.4/10 Exceptional! (1,011 reviews)
They need a shuttle. They have one but it is only used to bring you to a time share presentation. What a joke.

Reviewed on 7 Apr 2026

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
Old Town Key West
Save 100% on your flight
Price was £2,107, price is now £1,390 per person
£1,390
per person
23 May - 30 May
found 1 day ago
Return direct flight included
London (LHR) to Key West (EYW)
9.2/10 Wonderful! (1,230 reviews)
Clean rioms. Friendly staff. Great breakfast.

Reviewed on 6 Apr 2026

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
Old Town Key West
Save 100% on your flight
Price was £2,362, price is now £1,689 per person
£1,689
per person
11 May - 17 May
found 5 hours ago
Return flight included
London (LHR) to Key West (EYW)
8.8/10 Excellent! (3,162 reviews)
Loved it will be back

Reviewed on 7 Apr 2026

Where to stay in The Meadows

Find the best The Meadows areas and neighborhoods for the activities you enjoy most. Learn more about The Meadows
Old Town Key West

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 Ernest Hemingway Home and Museum.

Find hotels in Old Town Key West

Top hotels in The Meadows

Authors of Key West Guest House

Authors of Key West Guest House

3 out of 5
725 White St. & Petronia Key West FL
The price is £203 per night from 26 Apr to 27 Apr
£203
26 Apr - 27 Apr
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
We stayed in the Hemingway house which is a free standing structure but public walkways are right outside so for privacy, the blinds need to stay shut which makes it dark.We enjoyed the pool. Pool towels were available in the office. There was no place to hang extra wet clothes or towels in the unit ...

Reviewed on 3 Apr 2026

Authors of Key West Guest House
The Palms Hotel

The Palms Hotel

3 out of 5
820 White St Key West FL
The price is £228 per night from 5 May to 6 May
£228
5 May - 6 May
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
Great stay in Key West!

Reviewed on 2 Apr 2026

The Palms Hotel
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 £241 per night from 19 Apr to 20 Apr
£241
19 Apr - 20 Apr
includes taxes & fees
8.2/10 Very Good! (2,051 reviews)
The room was good, and one of the front desk staff was very kind, Anna. The others were not very friendly. The Bar staff was good as well. The hotel was short in towels for the pool when we arrived at 3 pm. Also the pool area has very few sunbeds, some guests keep them reserved with a towel or a ...

Reviewed on 7 Apr 2026

Blue Flamingo Resort Key West
See all 2,739 properties in The Meadows
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.
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Frequently asked questions

How much does a The Meadows travel package cost?
We make it simple for everyone to travel, with The Meadows travel packages starting from just £1,320. You'll have the flexibility to bundle your preferred airlines, hotels and car rental. For the ultimate getaway, why not add a couple of activities and tours to your itinerary?
If I'm not able to travel, can I cancel my The Meadows travel package?
Your situation can change unexpectedly, so yes. You may be able to cancel or alter your The Meadows travel package for free if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still make the necessary changes, but your airline, hotel or car rental company may charge additional fees. Need more information? Take a look at our Customer Service Portal. We'll help make sure your getaway goes off without a hitch.
How do I get a cheap travel package to The Meadows?
Our The Meadows travel packages offer plenty of savings for the savvy wanderer. For the best deals, simply combine your hotel, flights and rental cars into a neat and tidy package. But cheap prices are just the beginning of your next memorable adventure. When you book with Expedia, you'll have more than 550 airlines and 1,000,000 hotels all over the world to select from. Whatever your style, there's a travel package here just for you.
Does Expedia offer Book Now, Pay Later The Meadows holidays?
Your bank balance shouldn't get in the way of taking a holiday, so Expedia has devised a solution to help. Now that we've partnered with online lender Klarna, it's easier than ever to book a dream getaway without drying up your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your trip. Check out these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month is what works best for you, Klarna can help. Paying in easy monthly instalments will make your holiday dreams possible.
  • Pay in instalments holidays: Like the idea of paying down your holiday in multiple transactions? Then select this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: When you want to jump on an unbeatable deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you get what you want.

Where should I stay in The Meadows?
Urban explorers come from near and far to experience Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens in The Meadows. Stay close to these terrific attractions and visit them whenever you want.
What are the top hotels in The Meadows?
Book a stay at The Gates Hotel Key West. It's one of the area's most sought-after hotels. Another well-known option in The Meadows is Crowne Plaza Key West-La Concha.
How far in advance should I book my The Meadows holiday?
Savvy travellers always book early. Air carriers usually release flights up to 12 months in advance, and this is a great opportunity to pick up some of the lowest prices. Just been told you should take your holiday time next week? No sweat. Expedia are never short on fantastic deals to send you off on the getaway of your dreams, at a price you can afford.
What does an Expedia The Meadows travel package include?
Expedia has everything you need to arrange your The Meadows getaway, but what goes into your package is up to you. Select from a combination of rental cars, hotels and flights. Searching for some tours or activities to keep you on the move? Once you've made your booking, you can add them too. No matter your budget, there's a deal to suit your needs.
What should I know before booking a The Meadows travel package?
So many places to travel to, so many things to do. With a package, you'll be able to check more of them off your list. Bundle your hotels, flights and rental cars and enjoy big savings.
Can I choose my airline with a The Meadows Expedia travel package?
With a travel package, you're the boss. Whether you'd like to fly to The Meadows in business or coach, simply pick from the available airline options. Expedia has access to over 550 airline partners all over the world.

* 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.