Title: Hotels in Upper Matecumbe Key - Best Upper Matecumbe Key Hotels from £65 - Fully Refundable Options - Expedia.co.uk [Upper Matecumbe Key Travel Guide](https://expedia.co.uk/Upper-Matecumbe-Key.dx553248635975749648)[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) ![Florida Keys Brewing Co. showing signage](https://images.trvl-media.com/place/553248635997958830/30b22f53-286f-436b-ae7a-d035c9062e6c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels in Upper Matecumbe Key, FL from £65 ![](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 ## Go beyond your typical stay in Upper Matecumbe Key Spa [](https://www.expedia.co.uk/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America®ionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2025-10-28&d1=2025-10-28&endDate=2025-10-30&d2=2025-10-30&amenities=SPA_ON_SITE) Apart hotel [](https://www.expedia.co.uk/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America®ionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2025-10-28&d1=2025-10-28&endDate=2025-10-30&d2=2025-10-30&lodging=APART_HOTEL) Resort [](https://www.expedia.co.uk/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America®ionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2025-10-28&d1=2025-10-28&endDate=2025-10-30&d2=2025-10-30&lodging=HOTEL_RESORT) Pool [](https://www.expedia.co.uk/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America®ionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2025-10-28&d1=2025-10-28&endDate=2025-10-30&d2=2025-10-30&amenities=POOL) Sea view [](https://www.expedia.co.uk/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America®ionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2025-10-28&d1=2025-10-28&endDate=2025-10-30&d2=2025-10-30&amenities=OCEAN_VIEW) Apart­ment [](https://www.expedia.co.uk/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America®ionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2025-10-28&d1=2025-10-28&endDate=2025-10-30&d2=2025-10-30&lodging=APARTMENT) House­boat [](https://www.expedia.co.uk/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America®ionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2025-10-28&d1=2025-10-28&endDate=2025-10-30&d2=2025-10-30&lodging=HOUSE_BOAT) Hot tub [](https://www.expedia.co.uk/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America®ionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2025-10-28&d1=2025-10-28&endDate=2025-10-30&d2=2025-10-30&amenities=HOT_TUB) Family friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America®ionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2025-10-28&d1=2025-10-28&endDate=2025-10-30&d2=2025-10-30&travelerType=family_friendly) Pet friendly [](https://www.expedia.co.uk/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America®ionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2025-10-28&d1=2025-10-28&endDate=2025-10-30&d2=2025-10-30&amenities=PETS) Condo [](https://www.expedia.co.uk/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America®ionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2025-10-28&d1=2025-10-28&endDate=2025-10-30&d2=2025-10-30&lodging=CONDO) ## Check prices for these dates Tonight [14 Oct - 15 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975749648&startDate=2025-10-14&endDate=2025-10-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [15 Oct - 16 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975749648&startDate=2025-10-15&endDate=2025-10-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [17 Oct - 19 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975749648&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [24 Oct - 26 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975749648&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top 10 Upper Matecumbe Key hotels and places to stay ![Private beach, white sand, sun-loungers, beach towels](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/fa9b6bdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water view](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/8979e9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/12d77a84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chesapeake Beach Resort Matecumbe 9.2/10 Wonderful (1542) "Wonderful property, breakfast was awesome " £141 includes taxes & fees 19 Oct - 20 Oct [](https://www.expedia.co.uk/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) ![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) ![Balcony](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/79d31a44.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 (1226) "Beautiful and relaxing hotel!!" £151 includes taxes & fees 15 Oct - 16 Oct [](https://www.expedia.co.uk/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bars/lounges, poolside bar](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/60b7c04d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Alligator Reef Oceanfront Accessible Room King Bed | View from room](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/1b5ced17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![One Bedroom Oceanfront Suite King | Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/2f598fe7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amara Cay Resort Matecumbe 8.8/10 Excellent (1257) "Great hotel with a perfect location and friendly staff." £154 includes taxes & fees 20 Oct - 21 Oct [](https://www.expedia.co.uk/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/1000000/990500/990422/6ac4045c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/1000000/1000000/990500/990422/a571015b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/1000000/990500/990422/45deddf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/1000000/990500/990422/45b47efd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pines & Palms Resort Matecumbe 9.2/10 Wonderful (1002) "Very nice place to stay " £147 includes taxes & fees 16 Oct - 17 Oct [](https://www.expedia.co.uk/Islamorada-Hotels-Pines-Palms-Resort.h990422.Hotel-Information) ![Outdoor pool, free pool cabanas](https://images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/25606792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 2 Double Beds, Kitchenette | In-room safe, blackout curtains, cots/infant beds, free WiFi](https://images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/4c5cb130.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/711b38d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/0fad4f99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunset Inn Matecumbe 9.4/10 Exceptional (1003) "Great place to stay!" £92 includes taxes & fees 27 Oct - 28 Oct [](https://www.expedia.co.uk/Islamorada-Hotels-Sunset-Inn.h30568049.Hotel-Information) ![Outdoor pool, pool loungers](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/eda54a36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool loungers](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/7578de06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/a375b426.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Room, Multiple Beds (Casa de Coco) | Dining room](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/9c557f5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Siesta Resort & Villas Matecumbe 8.6/10 Excellent (1005) "Excellent stay with great amenities." £139 includes taxes & fees 21 Oct - 22 Oct [](https://www.expedia.co.uk/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/6ec44483.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 outdoor pools, pool cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/b513b652.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Daily full breakfast for a fee](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/3ea0faf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Islander Resort Matecumbe 9.2/10 Wonderful (1013) "Perfect resort for our week long honeymoon! Quiet, relaxing, plenty of activity options and great service all around. " £208 includes taxes & fees 20 Oct - 21 Oct [](https://www.expedia.co.uk/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) ![Beach nearby, white sand, sun-loungers, beach umbrellas](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/46d4fa27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/w1009h683x7y0-80f60840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/w865h663x80y0-54866bac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Jungles Suite | 1 bedroom, premium bedding, minibar, in-room safe](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/w762h679x132y4-fc33a6d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Morada Matecumbe 9.4/10 Exceptional (410) "The marina was clean and convenient." [](https://www.expedia.co.uk/Islamorada-Hotels-Casa-Morada.h900424.Hotel-Information) ![Dock](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/9afce9bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/00476fee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/61b3d4d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, sun-loungers, beach towels, kayaking](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/8952c233.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hadley Resort and Marina Matecumbe 7.8/10 Good (1003) "Loved the rooms very spacious. Ocean view was amazing very close to restaurants " £111 includes taxes & fees 16 Oct - 17 Oct [](https://www.expedia.co.uk/Islamorada-Hotels-Hadley-House-Islamorada.h12200.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/96b58c48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Bedroom, Kitchen, Pool View | Living area | TV](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/5e728c12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Cottage | 1 bedroom, free WiFi](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/b8fa0acc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Cottage | Living area | TV](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/7a0bffa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Breezy Palms Resort Matecumbe 8.8/10 Excellent (545) "Spacious rooms and location was great for what we needed. " £92 includes taxes & fees 22 Oct - 23 Oct [](https://www.expedia.co.uk/Islamorada-Hotels-Breezy-Palms-Resort.h11945889.Hotel-Information) ![2 outdoor pools, open 8:00 AM to 6:00 PM, pool loungers](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/61575cce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/fa0090c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Boating](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/a93dc7d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/5be55ff2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Islands of Islamorada Matecumbe 9.8/10 Exceptional (66) "Absolutely outstanding resort. Legitimate 5 star property. " £504 includes taxes & fees 16 Oct - 17 Oct [](https://www.expedia.co.uk/Islamorada-Hotels-The-Islands-Of-Islamorada.h54774228.Hotel-Information) ![Private beach, fishing](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/74e26d92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool loungers](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/ac9bc991.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Superior Suite, 2 Queen Beds, Kitchenette, Bay View | Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/c0d44f4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/31d6a642.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Jolla Resort Matecumbe 9.0/10 Wonderful (1003) "The location is great..nice beach and dock area..room was very nice.. will definitely plan to return for a longer stay" [](https://www.expedia.co.uk/Islamorada-Hotels-La-Jolla-Resort.h16574668.Hotel-Information) ![Suite, 1 King Bed with Sofa bed, Kitchenette, Oceanfront | Terrace/patio](https://images.trvl-media.com/lodging/13000000/12660000/12653500/12653483/0cb6bab7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach umbrellas, beach towels](https://images.trvl-media.com/lodging/13000000/12660000/12653500/12653483/658c83a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/13000000/12660000/12653500/12653483/2b7458ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family Suite, 2 Queen Beds, Refrigerator & Microwave | In-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/13000000/12660000/12653500/12653483/b1df7837.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sands of Islamorada Matecumbe 8.8/10 Excellent (389) "The hotel was reasonably priced and while a little dated, the rooms were large and clean. The staff was SUPER nice. All in all, a great place to stay a couple nights in the keys at a reasonable price. Would definitely recommend!" £147 includes taxes & fees 15 Oct - 16 Oct [](https://www.expedia.co.uk/Islamorada-Hotels-Sands-Of-Islamorada.h12653483.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/70514579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, pool loungers](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/641fc549.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/29faa902.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Brand New Two King Bay Front | Private kitchen | Full-sized fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/4b05ab7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayside Villas by Islander Resort Matecumbe 8.8/10 Excellent (391) "Great place to stay" £219 includes taxes & fees 21 Oct - 22 Oct [](https://www.expedia.co.uk/Islamorada-Hotels-Islander-Bayside-Villas-And-Boatslips.h3861342.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/667446d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/be3c8b08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/ca67d5ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/b10fe59f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coconut Cove Resort and Marina Islamorada 7.6/10 Good (824) "Staff was very friendly and accommodating and the facility was clean and quiet." £98 includes taxes & fees 15 Oct - 16 Oct [](https://www.expedia.co.uk/Islamorada-Hotels-Coconut-Cove-Resort-And-Marina.h4182524.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/6f2246e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/4b49fc53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/393ff3a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room | Private kitchen | Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/4077334d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lime Tree Bay Resort Long Key 9.2/10 Wonderful (1078) "Great place to stay, staff is friendly and welcoming, house was awesome. The bar had good food and an awesome vibe, great place to end the day. We've been coming here for years and will keep coming back." £114 includes taxes & fees 15 Oct - 16 Oct [](https://www.expedia.co.uk/Long-Key-Hotels-Lime-Tree-Bay-Resort.h882254.Hotel-Information) ![Sun deck](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/6ddda999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, beach towels, kayaking](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/528adcf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/9bcc8c75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Panoramic Suite | 1 bedroom, soundproofing, free WiFi, bed sheets](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/w1485h1001x15y0-19c35a33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rock Reef Resort Key Largo 9.2/10 Wonderful (1038) "Beautiful pool and beach areas " £65 includes taxes & fees 15 Oct - 16 Oct [](https://www.expedia.co.uk/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information) ![5 outdoor pools, pool cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/b1845555.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/306bb501.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/3d68eb94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, premium bedding, in-room safe, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/dcef6a9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hawks Cay Resort Marathon 8.0/10 Very good (1011) "Nice property with great vies and nice restaurants and great staff " £273 includes taxes & fees 22 Oct - 23 Oct [](https://www.expedia.co.uk/Marathon-Hotels-Hawks-Cay-Resort.h6068.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/419b7787.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier One Bedroom Waterfront Suite Bayview with Sofabed | 1 bedroom, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/dd3dbaaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/46aade65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/ad31d180.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bayside Inn Key Largo Key Largo 8.6/10 Excellent (1585) "The staff was so nice and I loved the little beach/ pool area!" £95 includes taxes & fees 15 Oct - 16 Oct [](https://www.expedia.co.uk/Key-Largo-Hotels-Bayside-Inn-Key-Largo.h22657.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/d42f8885.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/9a9545cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/19311fed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/af88a0b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marina Del Mar Resort and Marina Key Largo 8.4/10 Very good (1620) "Great value. Huge room." £96 includes taxes & fees 21 Oct - 22 Oct [](https://www.expedia.co.uk/Key-Largo-Hotels-Marina-Del-Mar-Resort-And-Marina.h5114.Hotel-Information) 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. [View all properties](https://expedia.co.uk/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29®ionId=553248635975749648&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Great weekend hotel deals in Upper Matecumbe Key, FL Showing deals for:24 Oct - 26 Oct ![Exterior](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Amara Cay Resort Islamorada 8.8/10Excellent (1,257 reviews) 9% off £595 for 2 nights, 1 room £297 per night includes taxes & fees [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-24&endDate=2025-10-26&selected=61976&adults=2) ![Exterior](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Islander Resort Islamorada 9.2/10Wonderful (1,013 reviews) 8% off £598 for 2 nights, 1 room £299 per night includes taxes & fees [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-24&endDate=2025-10-26&selected=475438&adults=2) ![Private beach, white sand, sun-loungers, beach towels](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Chesapeake Beach Resort Islamorada 9.2/10Wonderful (1,542 reviews) 8% off £529 for 2 nights, 1 room £265 per night includes taxes & fees [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-24&endDate=2025-10-26&selected=4170&adults=2) ![Outdoor pool, pool loungers](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/eda54a36.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### La Siesta Resort & Villas Islamorada 8.6/10Excellent (1,005 reviews) 13% off £527 for 2 nights, 1 room £263 per night includes taxes & fees [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-24&endDate=2025-10-26&selected=2477508&adults=2) ![Restaurant](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/70514579.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Bayside Villas by Islander Resort Islamorada 8.8/10Excellent (391 reviews) 23% off £800 for 2 nights, 1 room £400 per night includes taxes & fees [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-24&endDate=2025-10-26&selected=3861342&adults=2) ![Outdoor pool, free pool cabanas](https://images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/25606792.jpg?impolicy=fcrop&w=600&h=400&p=1&q=high) ### Sunset Inn Islamorada 9.4/10Exceptional (1,003 reviews) 13% off £380 for 2 nights, 1 room £190 per night includes taxes & fees [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-24&endDate=2025-10-26&selected=30568049&adults=2) ![](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%2FUpper-Matecumbe-Key-Hotels.d553248635975749648.Travel-Guide-Hotels)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FUpper-Matecumbe-Key-Hotels.d553248635975749648.Travel-Guide-Hotels) ## Stay near popular South Florida attractions [](https://www.expedia.co.uk/Bud-N-Marys-Dive-Center-Hotels.0-l6069243-0.Travel-Guide-Filter-Hotels) ![Islamorada_BudnMarysDiveCenter_6069243-0004](https://images.trvl-media.com/place/6069243/da13ffdf-ddd2-4c35-bedc-c5b570b047e9.jpg) ### Bud n' Mary's Dive Center 4.4/5 (265 reviews) Explore the waterfront of Bud n' Mary's Dive Center and enjoy other activities such as fishing in Islamorada. Discover the beautiful sunsets and seafood restaurants in this relaxing area. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6069243) [](https://www.expedia.co.uk/Florida-Keys-Brewing-Co-Hotels.0-l553248635997958830-0.Travel-Guide-Filter-Hotels) ![Florida Keys Brewing Co. showing signage](https://images.trvl-media.com/place/553248635997958830/30b22f53-286f-436b-ae7a-d035c9062e6c.jpg) ### Florida Keys Brewing Co. 4.6/5 (152 reviews) You can take time to visit Florida Keys Brewing Co. during your travels to Islamorada. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248635997958830) [](https://www.expedia.co.uk/History-Of-Diving-Museum-Hotels.0-l6069257-0.Travel-Guide-Filter-Hotels) ![History of Diving Museum showing heritage elements](https://images.trvl-media.com/place/6069257/3860ae1a-3cef-4809-8059-43794e9fe7f9.jpg) ### History of Diving Museum 4.5/5 (104 reviews) Trace one of the world’s most astonishing watersports back through the centuries to see some of the first diving suits as you explore this interactive museum, featuring the world's largest international collection of diving artifacts. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6069257) [](https://www.expedia.co.uk/Matecumbe-United-Methodist-Church-Hotels.0-l553248621532652347-0.Travel-Guide-Filter-Hotels) ![Islamorada_MatecumbeUnitedMethodistChurch_553248621532652347-0004](https://images.trvl-media.com/place/553248621532652347/4e16d0f0-6625-4d57-9e35-b8a011badc77.jpg) ### Matecumbe United Methodist Church After visiting Matecumbe United Methodist Church, make a plan to see the other sights and activities in Islamorada. Discover the beautiful sunsets in this family-friendly area or enjoy its fishing spots. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532652347) [](https://www.expedia.co.uk/Hurricane-Monument-Hotels.0-l6063543-0.Travel-Guide-Filter-Hotels) ![Hurricane Monument which includes outdoor art and a monument](https://images.trvl-media.com/place/6063543/461255cf-b7dd-46e6-b190-1a13cf74e1c5.jpg) ### Hurricane Monument 4.2/5 (135 reviews) The memories of those lost to the 1935 Labor Day Hurricane live on at this moving tribute and burial site along the Overseas Highway. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6063543) [](https://www.expedia.co.uk/Islamorada-Brewery-Distillery-Hotels.0-l885113391451107328-0.Travel-Guide-Filter-Hotels) ### Islamorada Brewery & Distillery You can take time to visit Islamorada Brewery & Distillery during your travels to Islamorada. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=885113391451107328) [](https://www.expedia.co.uk/MoradaWay-Arts-Cultural-District-Hotels.0-l885114188519874560-0.Travel-Guide-Filter-Hotels) ### MoradaWay Arts & Cultural District You can spend time browsing the exhibits at MoradaWay Arts & Cultural District during your travels in Islamorada. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=885114188519874560) [](https://www.expedia.co.uk/Keys-History-Discovery-Center-Hotels.0-l885113749766311936-0.Travel-Guide-Filter-Hotels) ### Keys History & Discovery Center You can spend time studying the exhibits at Keys History & Discovery Center during your trip to Islamorada. [See properties](https://www.expedia.co.uk/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=885113749766311936) ## Learn more about Upper Matecumbe Key Venture to sights like Bud n' Mary's Dive Center and Florida Keys Brewing Co. as you discover Upper Matecumbe Key. [See all hotels in Upper Matecumbe Key](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29&adults=2®ionId=553248635975749648) ![Islamorada showing a beach bar](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191196-Islamorada.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) ## Top Upper Matecumbe Key Hotel Reviews ![Cheeca Lodge & Spa](//images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg) ### Cheeca Lodge & Spa 10/10 Excellent "I went there this weekend to celebrate my birthday. Great place, well kept, nice service, rooms are pretty and clean. The pools are nice. Loved the resort. Hope to come back soon. They had a room for me right away. Check in was very pleasant. The paddle boarding, and canoes are free with the stay. I enjoyed my stay so much! Coming back home very relaxed! The only things I didn’t like were: my room didn’t have a shower cap or a shower mat, the fire pits were not on at night. Other than that everything was superb! They sent me a msg to see if everything was great and asked if I needed anything to let them know. I will be coming back! " [](https://expedia.co.uk/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ![Baker's Cay Resort Key Largo, Curio Collection by Hilton](//images.trvl-media.com/lodging/1000000/20000/14100/14042/bbdba544_y.jpg) ### Baker's Cay Resort Key Largo, Curio Collection by Hilton 10/10 Excellent "Clean room, nice staff and facilities" [](https://expedia.co.uk/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information) ![Marina Del Mar Resort and Marina](//images.trvl-media.com/lodging/1000000/10000/5200/5114/d42f8885_y.jpg) ### Marina Del Mar Resort and Marina 10/10 Excellent "Great views and ambience" [](https://expedia.co.uk/Key-Largo-Hotels-Marina-Del-Mar-Resort-And-Marina.h5114.Hotel-Information) ![Chesapeake Beach Resort](//images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg) ### Chesapeake Beach Resort 10/10 Excellent "Great place, ambience, people and peacefull" [](https://expedia.co.uk/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) ![La Siesta Resort & Villas](//images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/eda54a36_y.jpg) ### La Siesta Resort & Villas 10/10 Excellent "Excellent stay with great amenities." [](https://expedia.co.uk/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information) ![Waterside Suites & Marina](//images.trvl-media.com/lodging/1000000/20000/13800/13719/7b7ca43b_y.jpg) ### Waterside Suites & Marina 10/10 Excellent "Absolutely loved the hotel. The room was amazing. Great view of the boat cancel" [](https://expedia.co.uk/Key-Largo-Hotels-Waterside-Suites-Marina.h13719.Hotel-Information) ![Islander Resort](//images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af_y.jpg) ### Islander Resort 10/10 Excellent "Amazing property! We’ve been going for years!!" [](https://expedia.co.uk/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) ![Playa Largo Resort & Spa, Autograph Collection](//images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/489feb58_y.jpg) ### Playa Largo Resort & Spa, Autograph Collection 10/10 Excellent "Room was clean and spacious. Pools and beach were beautiful." [](https://expedia.co.uk/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.Hotel-Information) ![Sunset Inn](//images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/25606792_y.jpg) ### Sunset Inn 10/10 Excellent "Staff was very friendly and room was very clean. Location was ideal for our needs. " [](https://expedia.co.uk/Islamorada-Hotels-Sunset-Inn.h30568049.Hotel-Information) ## More cheap stays in Upper Matecumbe Key ![Hampton Inn Key Largo Manatee Bay](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/68e30233_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn Key Largo Manatee Bay 102400 Overseas Hwy, Key Largo, FL £110 21 Oct - 22 Oct includes taxes & fees 8.8/10 Excellent! (1,008 reviews) [](https://expedia.co.uk/Key-Largo-Hotels-Hampton-Inn-Key-Largo-Manatee-Bay.h5731.Hotel-Information) ![Marina Del Mar Resort and Marina](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/d42f8885_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Marina Del Mar Resort and Marina 527 Caribbean Drive, Key Largo, FL £96 21 Oct - 22 Oct includes taxes & fees 8.4/10 Very Good! (1,618 reviews) [](https://expedia.co.uk/Key-Largo-Hotels-Marina-Del-Mar-Resort-And-Marina.h5114.Hotel-Information) ![Rock Reef Resort](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/6ddda999_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Rock Reef Resort 97850 Overseas Hwy, Key Largo, FL £65 15 Oct - 16 Oct includes taxes & fees 9.2/10 Wonderful! (1,036 reviews) [](https://expedia.co.uk/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information) ![The Pelican Key Largo Cottages](https://images.trvl-media.com/lodging/7000000/6840000/6839400/6839376/f35b06df_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### The Pelican Key Largo Cottages 99340 Overseas Highway, Key Largo, FL £77 21 Oct - 22 Oct includes taxes & fees 8.8/10 Excellent! (1,006 reviews) [](https://expedia.co.uk/Key-Largo-Hotels-The-Pelican-Key-Largo-Cottages.h6839376.Hotel-Information) ![La Jolla Resort](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/74e26d92_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### La Jolla Resort 82216 Overseas Highway, Islamorada, FL [Get rates](https://expedia.co.uk/Hotel-Search?startDate=28%2F10%2F2025&endDate=29%2F10%2F2025&selected=16574668&PinnedHotelID=16574668&HadPinnedHotel=true®ionId=553248635975749648) 9/10 Wonderful! (1,002 reviews) [](https://expedia.co.uk/Islamorada-Hotels-La-Jolla-Resort.h16574668.Hotel-Information) ![Creekside Inn Islamorada](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/5e43c05b_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Creekside Inn Islamorada 90611 Old Highway, Tavernier, FL £150 16 Oct - 17 Oct includes taxes & fees 7.8/10 Good! (1,007 reviews) [](https://expedia.co.uk/Tavernier-Hotels-Creekside-Inn-Islamorada.h1576773.Hotel-Information) ## Hotels in Upper Matecumbe Key with star rating ![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_w.jpg) 5 Star Hotels 3 properties [](https://expedia.co.uk/5Star-Upper-Matecumbe-Key-Hotels.s50-0-d553248635975749648.Travel-Guide-Filter-Hotels) ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/b1845555_w.jpg) 4 Star Hotels 9 properties [](https://expedia.co.uk/4Star-Upper-Matecumbe-Key-Hotels.s40-0-d553248635975749648.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/1000000/20000/13800/13719/7b7ca43b_w.jpg) 3 Star Hotels 74 properties [](https://expedia.co.uk/3Star-Upper-Matecumbe-Key-Hotels.s30-0-d553248635975749648.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/68e30233_w.jpg) 2 Star Hotels 136 properties [](https://expedia.co.uk/2Star-Upper-Matecumbe-Key-Hotels.s20-0-d553248635975749648.Travel-Guide-Filter-Hotels) ## Explore a world of travel with Expedia - 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