Dredgers Key Holidays from £916

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Top Dredgers Key Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
Old Town Key West
per person
20 Sept - 27 Sept
found 19 hours ago
Return flight included
London (LON) to Key West (EYW)
8.6/10 Excellent! (2,662 reviews)
The pictures description and all was very misleading as to what room we booked. And where the property sat in regards to the beach. Wasn’t a bad stay at all. Just felt misled

Reviewed on 10 Aug 2025

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only

3.5 out of 5
Old Town Key West
Save 100% on your flight
per person
21 Sept - 28 Sept
found 1 day ago
Return direct flight included
London (LON) to Key West (EYW)
10/10 Exceptional! (1,005 reviews)
Really close to Duvall but still quiet. Great Cuban restaurant and dessert bar just down the street.

Reviewed on 6 Aug 2025

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
per person
21 Sept - 28 Sept
found 1 day ago
Return direct flight included
London (LON) to Key West (EYW)
9.6/10 Exceptional! (1,015 reviews)
Bed comfort was good

Reviewed on 7 Aug 2025

Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
Key West Historic District
per person
21 Sept - 28 Sept
found 1 day ago
Return direct flight included
London (LON) to Key West (EYW)
9/10 Wonderful! (1,014 reviews)
Everything was great. We've stayed in other hotels but nothing compares to the Pier House. Great staff, bed was super comfortable and the views were spectacular. Would definitely stay again!

Reviewed on 9 Aug 2025

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
Old Town Key West
Save 100% on your flight
per person
20 Sept - 27 Sept
found 19 hours ago
Return flight included
London (LON) to Key West (EYW)
8.4/10 Very Good! (269 reviews)
Great place. Going back for sure

Reviewed on 8 Aug 2025

Dredgers Key Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Key West Intl. Airport (EYW)

Top hotels in Dredgers Key

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 £150 per night from 12 Aug to 13 Aug
£150
12 Aug - 13 Aug
includes taxes & fees
8.4/10 Very Good! (1,442 reviews)
"We stayed in the 2 bedroom Suite, very spacious & clean. Would definitely stay there again."

Reviewed on 9 Aug 2025

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 £141 per night from 9 Sept to 10 Sept
£141
9 Sept - 10 Sept
includes taxes & fees
7.6/10 Good! (1,535 reviews)
"It was worth money spent on it but not that luxurious if you want a 4 star resort"

Reviewed on 10 Aug 2025

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 £198 per night from 24 Aug to 25 Aug
£198
24 Aug - 25 Aug
includes taxes & fees
8.6/10 Excellent! (2,662 reviews)
"We really enjoyed our stay. We loved the location, as it was close to the action but also being at the end of the street, felt private still. There were a couple things broken in our room, like the blinds and a light in our room and the water pressure was awful, otherwise I would have given it 5 ..."

Reviewed on 8 Aug 2025

Southernmost Beach Resort and Guesthouses
See all 2,903 properties in Dredgers Key
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

Why should I book my Dredgers Key holiday with Expedia?
Expedia has you covered for every aspect of your Dredgers Key getaway. You'll always land the best prices around, but when you bundle your flights, hotel and/or car hire into a holiday package, you'll get even more savings. Want to truly make the most of your adventure? Add a few fun activities and tours to your customised package. Expedia offers flexible cancellation policies on most bookings, so there's no need to stress if you have to change your plans. Head over to our Customer Service Portal link to discover more.
When is the best time of year to holiday in Dredgers Key?
Dredgers Key is at its busiest in January, February and July. If you want a more relaxed escape, visit in August, September and October. To give you an idea of what type of weather to expect, the average temperature during the day in January, the coolest time of year in Dredgers Key, is 21ºC. The warmest period here is July, when temperatures reach an average of 29ºC.
What is the top hotel for my holiday in Dredgers Key?
Offering lots of amenities and a cosy place to stay, The Gates Hotel Key West will make the ideal base for your Dredgers Key getaway.
How do I get a cheap holiday to Dredgers Key?
Booking a Dredgers Key holiday with Expedia is the easiest way to save. We have more than 400 airlines and 321,000 hotels throughout the world. With such a fantastic range to pick from, you'll have no trouble putting together your next dream trip. Learn more about how you can save money on your holiday when you bundle your flight and hotel bookings with Expedia.
What should I do on my Dredgers Key holiday?
Make sure your holiday in Dredgers Key is one to remember by taking in its leading attractions. Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens, Mallory Square and Smathers Beach are a few of the things worth discovering while you're in the city.
Do I need a visa for my Dredgers Key holiday?
Research the latest rules on official government websites. Your nationality and whether you're visiting for business, study or leisure will determine if you'll require a visa for Dredgers Key. Familiarise yourself with the application process, including the required documentation, fees and turnaround times. Finalise your application well in advance to allow sufficient processing time. Some visas may take weeks or even months to go through, depending on the country.
What should I wear on my Dredgers Key holiday?
Do a little research into the types of clothing people in Dredgers Key wear, and maybe even look up fashion pages on social media for inspiration. Aim to create a versatile wardrobe full of pieces that work for your destination and showcase your unique style. Pack with confidence by monitoring the forecast in Dredgers Key. July brings the warmest temperatures, with daytime averages of 29ºC, while January days average 21ºC, making it the coolest time of year.
What does an Expedia Dredgers Key holiday include?
Select from a combination of flights, hotels and hire cars. Once you've made your booking, add some tours and experiences. Want to pick your fare class? That's also possible. The choice is all yours when it comes to crafting your ideal Dredgers Key getaway. You'll have the freedom to tailor your holiday, including where to stay. Private holiday homes are the most popular property type in Dredgers Key, but you can also find plenty of other great stays on Expedia.
Does Expedia offer Book Now, Pay Later Dredgers Key holidays?
Your bank balance shouldn't get in the way of taking a holiday, so Expedia has devised a solution to help. Thanks to our partnership with online lender Klarna, it's easier than ever to book a fantastic getaway without making a dent in your savings. Klarna offers flexible payment options during the checkout process that take the worry out of budgeting for your break. Consider one of these flexible payment options:

  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's easy monthly instalment plans. If paying in multiple instalments sounds right for you, choose this option at checkout.
  • No-deposit holidays: Pressing the "book now" button is much easier with this plan. With no deposit required for your holiday, you can Book Now, Pay Later and start packing your bags.

Can I choose my airline with a Dredgers Key Expedia holiday?
You certainly can. We have more than 400 partner airlines globally, so opt for the carrier that suits your 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.