Dredgers Key Holidays from £1,489
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Top Dredgers Key Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
The Perry Hotel & Marina Key West
£1,489
per person
4 Nov - 11 Nov
found 1 day ago
Return direct flight included
London (LON) to Key West (EYW)
9.4/10 Exceptional! (1,314 reviews)
Matt's Stock Island restaurant that is on the property is one of our go-to stops for brunch. The hotel room was great and we love that the property is dog friendly with a dog park.
Reviewed on 16 Aug 2026
The Key West Hotel
Key West Historic District
£3,009
per person
4 Nov - 11 Nov
found 1 day ago
Return direct flight included
London (LON) to Key West (EYW)
9.2/10 Wonderful! (561 reviews)
This is the best place to stay in Key West! It is a hotel but it has the quaint B&B vibes. The tiki bar by the pool is amazing and they are adding food soon which makes it literally perfect. Close to everything you’d want to do- walk or scooter. 10/10 recommend!
Reviewed on 27 Jul 2026
Ridley House - Key West Historic Inns
Key West Historic District
£1,873
per person
4 Nov - 11 Nov
found 1 day ago
Return direct flight included
London (LON) to Key West (EYW)
9.2/10 Wonderful! (946 reviews)
This is a must stay property! It is walking distance to everything. Your very cold room with the softest mattress ever is always 7 minutes away or less.
Reviewed on 13 Aug 2026
Ella's Cottages - Key West Historic Inns
Old Town Key West
£1,757
per person
4 Nov - 11 Nov
found 1 day ago
Return direct flight included
London (LON) to Key West (EYW)
9.4/10 Exceptional! (490 reviews)
We had a wonderful stay at Ella’s cottages. The staff were so wonderful. Happy hour at the pool was really fun. The only complaint I have is there was construction right behind our room, but that’s not the hotels fault.
Reviewed on 11 Aug 2026
Winslow's Bungalows - Key West Historic Inns
Old Town Key West
£2,008
per person
4 Nov - 11 Nov
found 1 day ago
Return direct flight included
London (LON) to Key West (EYW)
9.2/10 Wonderful! (1,371 reviews)
My stay at Winslow Bungalows was truly one of a kind. Celebrating my 50th birthday here was unforgettable, thanks in large part to the exceptional customer service from the front desk team. I felt thoroughly taken care of throughout my entire 4-night, 4-day stay.
In particular, Ms. Sonya, the front office administrator, was exceptionally friendly, helpful, and generous in ensuring my visit was memorable.
The atmosphere at the property is calming, peaceful, and breathtaking all at once—a true tropical vibe that feels like a private island surrounded by lush trees and plants. It was such a nice treat to have a bungalow with a private patio, making it a wonderful spot for scenic pictures. The entire property was spotlessly clean and exceptionally well-maintained by the staff.
Every morning, Winslow Bungalows offers a light, fresh breakfast from 8:00 to 10:00 AM, which was the perfect start to fuel a day of exploring Key West. Additionally, the location is extremely convenient, situated just a short walk from Duval Street.
I fully plan on returning to Winslow Bungalows on my next trip back to the Florida Keys!
Reviewed on 17 Aug 2026
Dredgers Key Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Key West Intl. Airport (EYW) |
Top hotels in Dredgers Key
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
£169
1 Sept - 2 Sept
includes taxes & fees
8.8/10 Excellent! (3,529 reviews)
"Great location , able to walk to restaurants on Duval Street . Nice pools , good services"
Reviewed on 16 Aug 2026
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
£113
18 Aug - 19 Aug
includes taxes & fees
8.2/10 Very good! (2,340 reviews)
"Great property outside of old town. We really enjoyed the serene environment with the turtles and private beaches. Breakfast was great! We didn’t have a car so we rented bikes and did the 15 minute ride to Duval. Great place to experience the keys vibe. It’s not old town, but if you have a lot of ..."
Reviewed on 16 Aug 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
£167
1 Sept - 2 Sept
includes taxes & fees
9/10 Wonderful! (1,856 reviews)
"Love love love this hotel."
Reviewed on 17 Aug 2026
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
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.
Explore a world of travel with Expedia
- 5 Star Hotels in Key West
- Hotels near Duval Street
- B&B in Key West
- Key West Historic District Hotels
- Blue Flamingo Resort Key West
- Adults Only Resorts & in Key West
- All-Inclusive Hotels in Key West
- Duval Gardens at Southernmost Beach Resort – Adults Only
- Beach Resorts & in Key West
- Cheap Hotels in Key West
- Family-Friendly Hotels in Key West
- Gay-Friendly Hotels in Key West
- Lazy River Pool, Enchanting Garden, Old Town Key West, Free WiFi, Bikes & Parkin
- Southernmost House
- Key West Hotels
- Houseboats in Key West
- Midtown Hotels
- Hotels near Smathers Beach
- Hotels with Restaurant in Stock Island
- Villas in Stock Island
- Flights to Key West
- Flights from Key West Intl.
- Delta Miami (MIA) to Key West (EYW) flights
- Flights from Naples (APF) to Key West (EYW)
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- Flights from Newark Liberty Intl. Airport (EWR) to Key West (EYW)
- Flights from Fort Lauderdale (FLL) to Key West (EYW)
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- Flights from Kissimmee (ISM) to Key West (EYW)
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- Flights from Vancouver (YVR) to Key West (EYW)
- Flights from Toronto (YYZ) to Key West (EYW)
- Big Pine Key Holidays
- Calusa Beach
- Clarence S. Higgs Memorial Beach Park
- Curry Hammock State Park
- Visit Dredgers Key
- Duval Street
- Ernest Hemingway Home and Museum
- Fort East Martello Museum and Gallery
- Fort Zachary Taylor Historic State Park
- Key West Holidays
- Visit Key West
- Adults Only Holiday Packages Fleming Key
- All inclusive Holiday Packages Key West
- Ski Holiday Packages Raccoon Key
- Mallory Square
- Marathon Holidays
- Smathers Beach
- Sombrero Beach
- South Beach
- Vaca Key
* 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.
