Title: The 10 Best 5 Star Hotels in Upper Matecumbe Key - 2025 Updated Prices | Expedia.co.uk [Upper Matecumbe Key Travel Guide](https://expedia.co.uk/Upper-Matecumbe-Key.dx553248635975749648)[Hotels in Upper Matecumbe Key](https://expedia.co.uk/Upper-Matecumbe-Key-Hotels.d553248635975749648.Travel-Guide-Hotels)[Holiday Rentals in Upper Matecumbe Key](https://expedia.co.uk/Upper-Matecumbe-Key-Holiday-Rentals.d553248635975749648.Travel-Guide-HolidayRentals)[Flights to Upper Matecumbe Key](https://expedia.co.uk/Cheap-Flights-To-Upper-Matecumbe-Key.d553248635975749648.Travel-Guide-Flights)[Upper Matecumbe Key Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Upper-Matecumbe-Key.d553248635975749648.Car-Hire-Guide)[Upper Matecumbe Key Holidays](https://expedia.co.uk/Upper-Matecumbe-Key.d553248635975749648.Holidays-City-Breaks) ![Islamorada showing a beach bar](https://images.trvl-media.com/place/10768/7565a3e5-4ed9-45b3-95fd-e4d0fa8cdc20.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Compare and book 5 Star hotels in Upper Matecumbe Key, Islamorada - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Upper Matecumbe Key 5 Star Hotels Tonight [28 Nov - 29 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975749648&startDate=2025-11-28&endDate=2025-11-29&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [29 Nov - 30 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975749648&startDate=2025-11-29&endDate=2025-11-30&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [28 Nov - 30 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975749648&startDate=2025-11-28&endDate=2025-11-30&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [5 Dec - 7 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975749648&startDate=2025-12-05&endDate=2025-12-07&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Upper Matecumbe Key 5 Star Hotels ![Private beach, sun-loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/9b929f51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/981feca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/e32d7e53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cheeca Lodge & Spa Matecumbe 9.2/10 Wonderful (1278) "Everything about our stay was amazing and exceeded our expectations in every way!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary Frances £220 includes taxes & fees 19 Dec - 20 Dec [](https://www.expedia.co.uk/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/94000000/93070000/93061400/93061348/9b3c41b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/94000000/93070000/93061400/93061348/5de75c93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/94000000/93070000/93061400/93061348/2c922f43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/94000000/93070000/93061400/93061348/0917a41a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in the Keys Tavernier 8.0/10 Very good (12) "This is going to be my go to whenever I go to the Key Largo area. Very comfortable accommodations. What amazed me is that the full kitchen not only jad appliances but dishes, silverware, pots and pans. Great pool area and on site cafe. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheila [](https://www.expedia.co.uk/Tavernier-Hotels-Condo-In-The-Keys.h93061348.Hotel-Information) ![Design Villa, Canal View | Balcony](https://images.trvl-media.com/lodging/110000000/109730000/109724500/109724487/5d9195bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, memory-foam beds](https://images.trvl-media.com/lodging/110000000/109730000/109724500/109724487/478c87a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![75-inch Smart TV with digital channels, Netflix, streaming services](https://images.trvl-media.com/lodging/110000000/109730000/109724500/109724487/e85faba6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Staircase](https://images.trvl-media.com/lodging/110000000/109730000/109724500/109724487/cc96c50e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront House with Boat Dock Hammer Point 6.0/10 (1) "Covered porch was nice for time outside. Inside was in need of work. Closets unfinished, no place to put any luggage, advertises a king bed and a queen bed, but only had a king and a full, no tp, or tissue products when we arrived. None of the above were deal breakers but just allot of small things that add up to frustration." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew [](https://www.expedia.co.uk/Tavernier-Hotels-Waterfront-House-With-Boat-Dock.h109724487.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Upper-Matecumbe-Key-Hotels.s50-0-d553248635975749648.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Upper-Matecumbe-Key-Hotels.s50-0-d553248635975749648.Travel-Guide-Filter-Hotels) ## Explore similar 4-star hotels Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Upper Matecumbe Key. ![Hawks Cay Resort](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/b1845555_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hawks Cay Resort 61 Hawks Cay Blvd Marathon FL £305 8 Dec - 9 Dec includes taxes & fees 8/10 Very Good! (1,004 reviews) [](https://expedia.co.uk/Marathon-Hotels-Hawks-Cay-Resort.h6068.Hotel-Information) ![Amara Cay Resort](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Amara Cay Resort 80001 Overseas Hwy Islamorada FL £170 1 Dec - 2 Dec includes taxes & fees 8.8/10 Excellent! (1,268 reviews) [](https://expedia.co.uk/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ![Baker's Cay Resort Key Largo, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/bbdba544_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Baker's Cay Resort Key Largo, Curio Collection by Hilton 97000 Overseas Hwy Key Largo FL £253 30 Nov - 1 Dec includes taxes & fees 8.6/10 Excellent! (1,003 reviews) [](https://expedia.co.uk/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information) Still don't see what you're looking for? [See all properties in Upper Matecumbe Key.](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F11%2F2025&endDate=01%2F12%2F2025®ionId=553248635975749648&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F11%2F2025&endDate=01%2F12%2F2025®ionId=553248635975749648&star=50&star=50&amenities=POOL)[Spa](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F11%2F2025&endDate=01%2F12%2F2025®ionId=553248635975749648&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F11%2F2025&endDate=01%2F12%2F2025®ionId=553248635975749648&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F11%2F2025&endDate=01%2F12%2F2025®ionId=553248635975749648&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=30%2F11%2F2025&endDate=01%2F12%2F2025®ionId=553248635975749648&star=50&star=50&amenities=WATER_PARK) 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. ## Learn more about Upper Matecumbe Key Venture to sights like Florida Keys Brewing Co. and Bud n' Mary's Dive Center as you discover Upper Matecumbe Key. [See all hotels in Upper Matecumbe Key](https://www.expedia.co.uk/Hotel-Search?startDate=2025-12-13&endDate=2025-12-14&adults=2®ionId=553248635975749648) ![Islamorada showing a beach bar](https://images.trvl-media.com/place/10768/7565a3e5-4ed9-45b3-95fd-e4d0fa8cdc20.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ## Top Upper Matecumbe Key Hotel Reviews ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg) ### Cheeca Lodge & Spa 10/10 Excellent "We stayed in the newest section of the Cheeca Lodge. It is so incredibly nice! We had other family staying in the lagoon area. We enjoyed all the activities on the property as well. My nephew especially loved the par3 golf course. I really loved the staff at Cheeca Lodge too. Shelia, Amber and David were our poolside attendants, and Jessica at the front desk was very helpful. " [](https://expedia.co.uk/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ## Find out more about Upper Matecumbe Key ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - More ways to book - [3 Star Hotels in Brickell](https://www.expedia.co.uk/3Star-Brickell-Miami-Hotels.s30-n6240961-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Coconut Grove](https://www.expedia.co.uk/3Star-Coconut-Grove-Miami-Hotels.s30-n11937-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Coral Gables](https://www.expedia.co.uk/3Star-Coral-Gables-Hotels.s30-0-d7654.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Duck Key](https://www.expedia.co.uk/3Star-Duck-Key-Hotels.s30-0-d184267.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Florida City](https://www.expedia.co.uk/3Star-Florida-City-Hotels.s30-0-d8101.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Homestead](https://www.expedia.co.uk/3Star-Homestead-Hotels.s30-0-d7744.Travel-Guide-Filter-Hotels) - 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