Title: Windley Key Holidays 2026 from £766 | Expedia.co.uk [Windley Key Travel Guide](https://expedia.co.uk/Windley-Key.dx553248635976197663)[Hotels in Windley Key](https://expedia.co.uk/Windley-Key-Hotels.d553248635976197663.Travel-Guide-Hotels)[Holiday Rentals in Windley Key](https://expedia.co.uk/Windley-Key-Holiday-Rentals.d553248635976197663.Travel-Guide-HolidayRentals)[Flights to Windley Key](https://expedia.co.uk/Cheap-Flights-To-Windley-Key.d553248635976197663.Travel-Guide-Flights)[Things to do in Windley Key](https://expedia.co.uk/Things-To-Do-In-Windley-Key.d553248635976197663.Travel-Guide-Activities)[Windley Key Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Windley-Key.d553248635976197663.Car-Hire-Guide) ![](https://images.trvl-media.com/place/553248635997958830/30b22f53-286f-436b-ae7a-d035c9062e6c.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Windley Key Holidays from £766 ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to £335 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Packages with flights are ATOL protected ## Top Windley Key Flight + Hotel Deals Price found within the past 48 hours. Click for updated prices. ![Essex House By Clevelander](https://images.trvl-media.com/lodging/1000000/10000/3800/3792/b52bbb8d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Essex House By Clevelander South Beach £766 per person 22 Mar - 26 Mar found 1 day ago Return flight included London (LHR) to Miami (MIA) 7.6/10 Good! (1,009 reviews) Front desk was great! Reviewed on 4 Jan 2026 ![Creekside Inn](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/5e43c05b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Creekside Inn Save 100% on your flight £917 per person 14 Feb - 21 Feb found 1 day ago Return direct flight included London (LHR) to Miami (MIA) 8/10 Very Good! (1,004 reviews) Staff good Room with problems: toilet, safe vault, tv, no closet, no chair, too small Reviewed on 6 Jan 2026 ![Hilton Garden Inn Miami South Beach](https://images.trvl-media.com/lodging/10000000/9290000/9288900/9288858/99599b9c_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Garden Inn Miami South Beach South Beach £779 per person 22 Mar - 26 Mar found 1 day ago Return flight included London (LHR) to Miami (MIA) 8/10 Very Good! (416 reviews) It was just a stop over - Parking was next door $60 to park which is ridiculous it’s close to beach if that’s what your looking for other than that we don’t think there were that many great places to eat in the area probably would not return Reviewed on 3 Jan 2026 ![The Marlin Hotel](https://images.trvl-media.com/lodging/1000000/50000/40800/40717/85169681_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Marlin Hotel South Beach £852 per person 22 Mar - 26 Mar found 1 day ago Return flight included London (LHR) to Miami (MIA) 9/10 Wonderful! (1,002 reviews) Walking in thru the restaurant was odd when it was busy. Having to pay the "amenities fee" per day instead of per night was annoying since we couldn't check in until an hour before sunset on the 1st day, and because we had to check out by noon on the last day. We did not use beach chairs either of those days, but still we're charged for them. Otherwise, it was a clean & pleasant place with interesting history just 2 blocks off the beach. Reviewed on 8 Jan 2026 ![Moxy Miami South Beach](https://images.trvl-media.com/lodging/56000000/55560000/55553900/55553829/ddc7d520_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Moxy Miami South Beach South Beach £922 per person 8 Feb - 12 Feb found 1 day ago Return flight included London (LHR) to Miami (MIA) 8.4/10 Very Good! (1,682 reviews) The hotel was nice with great staff. The rooms are extremely small and narrow with very limited storage space. The room also was not cleaned daily. Reviewed on 6 Jan 2026 ## Windley Key Essential Information | Language | English | | --------------- | ---------------------------- | | Currency | U.S dollars | | Closest Airport | Key West Intl. Airport (EYW) | ## Top hotels in Windley Key ![Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/d10a018b_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort 84001 Overseas Hwy Islamorada FL Fully refundableReserve now, pay when you stay £305 28 Jan - 29 Jan includes taxes & fees 8.8/10 Excellent! (124 reviews) Amazing place - so much variety Reviewed on 6 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=28%2F01%2F2026&endDate=29%2F01%2F2026&selected=11864&PinnedHotelID=11864&HadPinnedHotel=true®ionId=553248635976197663) ![Fisher Inn Resort & Marina](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/9ae0ece9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Fisher Inn Resort & Marina 84951 Overseas Hwy Islamorada FL Fully refundable £160 12 Jan - 13 Jan includes taxes & fees 8.2/10 Very Good! (1,009 reviews) Todo ok Reviewed on 4 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=12%2F01%2F2026&endDate=13%2F01%2F2026&selected=3274374&PinnedHotelID=3274374&HadPinnedHotel=true®ionId=553248635976197663) ![Coconut Cove Resort and Marina](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/667446d9_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Coconut Cove Resort and Marina 84801 Overseas Highway Islamorada FL £180 13 Jan - 14 Jan includes taxes & fees 9/10 Wonderful! (164 reviews) Staff was amazing! Two couples manage this property, and they go above and beyond to make sure you enjoy this cute, old style Florida resort. Upon check in Crystal seemed like an old friend. Reviewed on 2 Jan 2026 [](https://expedia.co.uk/Hotel-Search?startDate=13%2F01%2F2026&endDate=14%2F01%2F2026&selected=4182524&PinnedHotelID=4182524&HadPinnedHotel=true®ionId=553248635976197663) [See all 2,749 properties in Windley Key](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=10%2F01%2F2026&endDate=11%2F01%2F2026®ionId=553248635976197663) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Holidays [](https://expedia.co.uk/lp/theme-holidays/all-inclusive-holidays?rfrr=editorial.All_Inclusive%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Holidays [](https://expedia.co.uk/lp/theme-holidays/beach-holidays?rfrr=editorial.Beach_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/kid-friendly-holidays?rfrr=editorial.Family_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Holidays [](https://expedia.co.uk/lp/theme-holidays/golf-holidays?rfrr=editorial.Golf_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Holidays [](https://expedia.co.uk/lp/theme-holidays/luxury-holidays?rfrr=editorial.Luxury_Holidays.click) ![gay friendly holidays](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ+ Holidays [](https://expedia.co.uk/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ+_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Holidays [](https://expedia.co.uk/lp/theme-holidays/romantic-holidays?rfrr=editorial.Romantic_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Holidays [](https://expedia.co.uk/lp/theme-holidays/ski-holidays?rfrr=editorial.Ski_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/22/hero-image-pet-friendly_copy.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Pet Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/pet-friendly-holidays?rfrr=editorial.Pet_Friendly%20Holidays.click) ![Holiday in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.co.uk/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ## Frequently asked questions ### Can I cancel my flight booking to Windley Key due to COVID-19? ### What's the best way to find cheap flights to Windley Key that have flexible change policies? ### What are some of the general tips for travellers to Windley Key during the COVID-19 outbreak? > - Look into what rules and restrictions apply to both your origin and destination. It may not be possible to travel depending on local circumstances, so be sure to check in advance. > - When you pass through airport checkpoints, do not remove your face mask. You will be asked to briefly lower it for ID purposes. Passengers who refuse to wear a face mask may face civil penalties and may also be denied boarding. > - Rather than handing a TSA agent your boarding pass, position it straight on the scanner yourself. Then, hold it up for inspection. > - One liquid hand sanitizer container is now permitted in your carry-on bag. It must not be larger than 12 oz (350 ml), and you'll need to take it out of your bag for scanning. > - Place any personal items (phone, keys and wallet) in your carry-on rather than a bin to minimize handling during the screening process. > - Separate any food you're carrying for screening. Placing it in a clear plastic bag and into a bin reduces the need for a TSA officer to handle and inspect your belongings. ### Which airlines fly to Windley Key? ### How can I find cheap tickets to Windley Key? ### How much is a flight to Windley Key? ### What are the most popular airports to fly into in Windley Key? ### When is the cheapest time to fly to Windley Key? ### How much is a plane ticket to Windley Key? ### Which airlines with flights to Windley Key employ COVID-19 cleanliness policies? > - American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant. > - Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant. > - United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant. ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - [4 Star Hotels in Islamorada ](https://www.expedia.co.uk/4Star-Islamorada-Hotels.s40-0-d10768.Travel-Guide-Filter-Hotels) - 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[Old Ingraham Highway ](https://www.expedia.co.uk/Old-Ingraham-Highway-Homestead.d553248621532652837.Attraction) - [Visit Plantation Key ](https://www.expedia.co.uk/Plantation-Key.dx553248635083898347) - [Shark River Slough ](https://www.expedia.co.uk/Shark-River-Slough-Florida.d553248621532652833.Attraction) - [Sombrero Beach ](https://www.expedia.co.uk/Sombrero-Beach-Marathon.d6069239.Attraction) - [Visit Tavernier ](https://www.expedia.co.uk/Tavernier.dx10047) - [Visit Upper Matecumbe Key ](https://www.expedia.co.uk/Upper-Matecumbe-Key.dx553248635975749648) - [Vaca Key ](https://www.expedia.co.uk/Vaca-Key-Marathon.d553248635976196298.Attraction) - [Zoo Miami ](https://www.expedia.co.uk/Zoo-Miami-Miami.d501785.Attraction) - [All inclusive Holiday Packages Lignumvitae Key Botanical State Park ](https://www.expedia.co.uk/lp/theme-holidays/all-inclusive-holidays/553248621532652349/Lignumvitae-Key-Botanical-State-Park) - [Ski Holiday Packages Plantation Key ](https://www.expedia.co.uk/lp/theme-holidays/ski-holidays/553248635083898347/Plantation-Key) - [Ada Rental Cars in Plantation Key ](https://www.expedia.co.uk/ADA-Car-Rentals-In-Plantation-Key.d553248635083898347-c1109.Car-Rental-Guide-Suppliers) - [Avis Rental Cars in Plantation Key ](https://www.expedia.co.uk/Avis-Car-Rentals-In-Plantation-Key.d553248635083898347-c41.Car-Rental-Guide-Suppliers) - [Car hire Islamorada ](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Islamorada.d10768.Car-Hire-Guide) - [Essence Car Rental Rental Cars in Plantation Key ](https://www.expedia.co.uk/Essence-Car-Rental-Car-Rentals-In-Plantation-Key.d553248635083898347-c1085.Car-Rental-Guide-Suppliers) - [Rent A Wreck Rental Cars in Plantation Key ](https://www.expedia.co.uk/Rent-A-Wreck-Car-Rentals-In-Plantation-Key.d553248635083898347-c33.Car-Rental-Guide-Suppliers) - [Rentscape Rental Cars in Plantation Key ](https://www.expedia.co.uk/Rentscape-Car-Rentals-In-Plantation-Key.d553248635083898347-c1125.Car-Rental-Guide-Suppliers) - [Sixt Rental Cars in Plantation Key ](https://www.expedia.co.uk/Sixt-Car-Rentals-In-Plantation-Key.d553248635083898347-c35.Car-Rental-Guide-Suppliers) - [Islamorada Holiday Rentals ](https://www.expedia.co.uk/Islamorada-Holiday-Rentals.d10768.Travel-Guide-HolidayRentals) - [Things to do in Islamorada ](https://www.expedia.co.uk/Things-To-Do-In-Islamorada.d10768.Travel-Guide-Activities) - [Things to do in Plantation Key ](https://www.expedia.co.uk/Things-To-Do-In-Plantation-Key.d553248635083898347.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. 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