Title: Upper Matecumbe Key Villas from CA $819 | Expedia.ca [Upper Matecumbe Key Travel Guide](https://expedia.ca/Upper-Matecumbe-Key.dx553248635975749648)[Hotels in Upper Matecumbe Key](https://expedia.ca/Upper-Matecumbe-Key-Hotels.d553248635975749648.Travel-Guide-Hotels)[Vacation Rentals in Upper Matecumbe Key](https://expedia.ca/Upper-Matecumbe-Key-Vacation-Rentals.d553248635975749648.Travel-Guide-VacationRentals)[Flights to Upper Matecumbe Key](https://expedia.ca/Cheap-Flights-To-Upper-Matecumbe-Key.d553248635975749648.Travel-Guide-Flights)[Upper Matecumbe Key Car Rentals](https://expedia.ca/Car-Rentals-In-Upper-Matecumbe-Key.d553248635975749648.Car-Rental-Guide)[Upper Matecumbe Key Vacation Packages](https://expedia.ca/Upper-Matecumbe-Key.d553248635975749648.Destination-Travel-Guides) ![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) ![](https://images.trvl-media.com/place/553248635997958830/30b22f53-286f-436b-ae7a-d035c9062e6c.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates In two weeks [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Upper Matecumbe Key villas ![Balcony view](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/95dbc957.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, individually decorated](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/a064415d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/dd7d4fab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/55a08207.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Matecumbe [](https://www.expedia.ca/Islamorada-Hotels-The-Islands-Of-Islamorada.h54774228.Hotel-Information) 9.8/10 Exceptional (70 reviews) "Amazing stay, can’t wait to stay there again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $847 CA $1,030 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Islamorada-Hotels-The-Islands-Of-Islamorada.h54774228.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122590000/122581400/122581357/fa352cf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122590000/122581400/122581357/863e0ca0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video games](https://images.trvl-media.com/lodging/123000000/122590000/122581400/122581357/08e34661.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/123000000/122590000/122581400/122581357/w1619h1077x0y3-6f06330b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Buccaneer Point [](https://www.expedia.ca/Key-Largo-Hotels-Waterfront-Luxe-Pool.h122581357.Hotel-Information) CA $3,200 CA $4,979 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Key-Largo-Hotels-Waterfront-Luxe-Pool.h122581357.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/73000000/72660000/72653600/72653526/dbe96b9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball](https://images.trvl-media.com/lodging/73000000/72660000/72653600/72653526/58cde66e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/73000000/72660000/72653600/72653526/3c06d12a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball](https://images.trvl-media.com/lodging/73000000/72660000/72653600/72653526/aaa95a27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Rock Harbor [](https://www.expedia.ca/Key-Largo-Hotels-Beautiful-Oceanside-Mariners-3-Bedroom-Townhome.h72653526.Hotel-Information) 10/10 Exceptional (90 reviews) "Great place, great hosts. We'll probably be backThank you" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Curt B. CA $533 CA $1,052 total includes taxes & fees Feb 4 - Feb 5 [](https://www.expedia.ca/Key-Largo-Hotels-Beautiful-Oceanside-Mariners-3-Bedroom-Townhome.h72653526.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74050000/74045000/74044948/19c170f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74050000/74045000/74044948/31b3f408.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74050000/74045000/74044948/0c1c01f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74050000/74045000/74044948/e9c6e2be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Duck Key [](https://www.expedia.ca/Marathon-Hotels-Villa-5086-On-Duck-Key.h74044948.Hotel-Information) 8.6/10 Excellent (25 reviews) "Great location! We enjoyed our time there." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Erin T. CA $346 CA $828 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Marathon-Hotels-Villa-5086-On-Duck-Key.h74044948.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120460000/120452600/120452598/e49594aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120460000/120452600/120452598/bcbb17d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120460000/120452600/120452598/2e6c385e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/121000000/120460000/120452600/120452598/0937b18f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Duck Key [](https://www.expedia.ca/Marathon-Hotels-Villa-5008-On-Duck-Key-Boat-Slip-Available-2BD-15BA.h120452598.Hotel-Information) 10/10 Exceptional (1 review) "The location was perfect, house was very clean, and the view was breathtaking. We will 100% return." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gina A. CA $346 CA $837 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Marathon-Hotels-Villa-5008-On-Duck-Key-Boat-Slip-Available-2BD-15BA.h120452598.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120460000/120452800/120452771/w2048h1364x0y0-4b3abfa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120460000/120452800/120452771/57f29b31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120460000/120452800/120452771/3baad447.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120460000/120452800/120452771/4f89dbb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Duck Key [](https://www.expedia.ca/Marathon-Hotels-Villa-5021-On-Duck-Key-Boat-Slip-Available-2BD-25BA.h120452771.Hotel-Information) 10/10 Exceptional (1 review) "The host was extremely communicative and welcoming. What ever we needed he provided" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy G. CA $346 CA $837 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Marathon-Hotels-Villa-5021-On-Duck-Key-Boat-Slip-Available-2BD-25BA.h120452771.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74090000/74080700/74080672/a6789dd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74090000/74080700/74080672/f92be770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/75000000/74090000/74080700/74080672/99145898.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74090000/74080700/74080672/ba8b220e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Marathon [](https://www.expedia.ca/Marathon-Hotels-Villa-7075-On-Duck-Key.h74080672.Hotel-Information) 9.2/10 Wonderful (30 reviews) "Wonderful experience, great views, clean rooms, great amount of space. Great price" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Race CA $374 CA $864 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Marathon-Hotels-Villa-7075-On-Duck-Key.h74080672.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118800000/118790900/118790801/23d8d941.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118800000/118790900/118790801/5ed441fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118800000/118790900/118790801/9a87d320.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/119000000/118800000/118790900/118790801/de69288e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Duck Key [](https://www.expedia.ca/Marathon-Hotels-Villa-7218-On-Duck-Key-3-BR-25-BA-Boat-Slip-Available.h118790801.Hotel-Information) CA $694 CA $1,518 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Marathon-Hotels-Villa-7218-On-Duck-Key-3-BR-25-BA-Boat-Slip-Available.h118790801.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/89000000/88250000/88243000/88242996/65d9b616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88250000/88243000/88242996/062cc7ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/89000000/88250000/88243000/88242996/4e7df35e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/89000000/88250000/88243000/88242996/e719fa8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Duck Key [](https://www.expedia.ca/Marathon-Hotels-Waterfront-Villa-In-Paradise-Dipping-Pool-Middle-Keys-Soak-In-The-Sun.h88242996.Hotel-Information) 10/10 Exceptional (13 reviews) "We enjoyed our stay here! It was perfect for a family of 4!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy S. CA $534 CA $1,083 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Marathon-Hotels-Waterfront-Villa-In-Paradise-Dipping-Pool-Middle-Keys-Soak-In-The-Sun.h88242996.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/76000000/75670000/75661400/75661357/1ab75f96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75670000/75661400/75661357/82213b4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/76000000/75670000/75661400/75661357/b70cc51c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/76000000/75670000/75661400/75661357/d395d9c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Duck Key [](https://www.expedia.ca/Marathon-Hotels-Villa-5087-On-Duck-Key.h75661357.Hotel-Information) 9.2/10 Wonderful (20 reviews) "Property was very nice, everything as expected based on listing. Very good place for families." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicholas H. CA $388 CA $889 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Marathon-Hotels-Villa-5087-On-Duck-Key.h75661357.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/121000000/120450000/120442900/120442882/ff464b86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120450000/120442900/120442882/51721229.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120450000/120442900/120442882/935c3790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120450000/120442900/120442882/de4103a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Marathon [](https://www.expedia.ca/Marathon-Hotels-Villa-7071-Boat-Slip-Available.h120442882.Hotel-Information) 10/10 Exceptional (1 review) "Host was very accommodating and everything was clean and just a lovely, lovely home and setting. All beds are comfortable and we appreciated the plentiful towels. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia W. K. CA $416 CA $1,189 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Marathon-Hotels-Villa-7071-Boat-Slip-Available.h120442882.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/84000000/83040000/83039300/83039248/e8194449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83040000/83039300/83039248/03dd38c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83040000/83039300/83039248/2e340ea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/84000000/83040000/83039300/83039248/14ed78a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Duck Key [](https://www.expedia.ca/Marathon-Hotels-Villa-5034-On-Duck-Key-Boat-Slip-Available.h83039248.Hotel-Information) 10/10 Exceptional (4 reviews) "Everything about the stay was nice. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mario S. CA $388 CA $889 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Marathon-Hotels-Villa-5034-On-Duck-Key-Boat-Slip-Available.h83039248.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/65000000/64570000/64560700/64560631/813939e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64570000/64560700/64560631/9a0af2ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/65000000/64570000/64560700/64560631/edeb3198.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/65000000/64570000/64560700/64560631/c4446e4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Duck Key [](https://www.expedia.ca/Marathon-Hotels-Duck-Key-Villa.h64560631.Hotel-Information) 9.6/10 Exceptional (57 reviews) "Very nice and clean. Comfy beds. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly N. CA $340 CA $819 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Marathon-Hotels-Duck-Key-Villa.h64560631.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92270000/92269900/92269883/3dce9d08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92270000/92269900/92269883/600a07be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92270000/92269900/92269883/f7727b9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/93000000/92270000/92269900/92269883/1c274ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa in Duck Key [](https://www.expedia.ca/Marathon-Hotels-Villa-5028-On-Duck-Key-BOAT-SLIP-Available.h92269883.Hotel-Information) 9.0/10 Wonderful (8 reviews) "Property was clean and comfortable with an excellent sunset view each evening." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) william d. CA $583 CA $1,136 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Marathon-Hotels-Villa-5028-On-Duck-Key-BOAT-SLIP-Available.h92269883.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.ca/Hotel-Search?startDate=2026-02-03&endDate=2026-02-04®ionId=553248635975749648&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America®ionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2026-04-19&d1=2026-04-19&endDate=2026-04-22&d2=2026-04-22&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America®ionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2026-04-19&d1=2026-04-19&endDate=2026-04-22&d2=2026-04-22&lodging=APARTMENT) Villas [](https://www.expedia.ca/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America®ionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2026-04-19&d1=2026-04-19&endDate=2026-04-22&d2=2026-04-22&lodging=VILLA) Condos [](https://www.expedia.ca/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America®ionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2026-04-19&d1=2026-04-19&endDate=2026-04-22&d2=2026-04-22&lodging=CONDO) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America®ionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2026-04-19&d1=2026-04-19&endDate=2026-04-22&d2=2026-04-22&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America®ionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2026-04-19&d1=2026-04-19&endDate=2026-04-22&d2=2026-04-22&lodging=COTTAGE) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America®ionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2026-04-19&d1=2026-04-19&endDate=2026-04-22&d2=2026-04-22&lodging=HOUSE_BOAT) ![](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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FUpper-Matecumbe-Key-Villas.d553248635975749648-aaVillas.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FUpper-Matecumbe-Key-Villas.d553248635975749648-aaVillas.Travel-Guide-Accommodation) ## Top Upper Matecumbe Key Hotel Reviews ![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg) ### Chesapeake Beach Resort 10/10 Excellent "Everything was perfect Awesome place. Just a little bit noisy in the ice area early in the morning. And a lot of noise from the second floor. " [](https://expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) ![Breezy Palms Resort](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/96b58c48_y.jpg) ### Breezy Palms Resort 10/10 Excellent "Friendly staff, beautiful peaceful beach, great room with a big comfy bed and all that you might need. " [](https://expedia.ca/Islamorada-Hotels-Breezy-Palms-Resort.h11945889.Hotel-Information) ![Amara Cay Resort](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729_y.jpg) ### Amara Cay Resort 10/10 Excellent "Beautiful grounds, very comfortable beds, provided water taxi between their 3 resorts, pool area with tiki bar very nice. " [](https://expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ![Ocean Pointe Suites at Key Largo](https://images.trvl-media.com/lodging/1000000/10000/5600/5502/c6c81bd5_y.jpg) ### Ocean Pointe Suites at Key Largo 10/10 Excellent "I love this place " [](https://expedia.ca/Tavernier-Hotels-Ocean-Pointe-Suites-At-Key-Largo.h5502.Hotel-Information) ![Marina Del Mar Resort and Marina](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/d42f8885_y.jpg) ### Marina Del Mar Resort and Marina 10/10 Excellent "My husband and I and my sister and her husband enjoyed a 2 night stay here. The hotel is old but the rooms are extremely spacious and spotless. The beds are super comfortable and they have wonderful pillows and the sheets are crisp. There was a complimentary breakfast in the mornings for convience that offered up cereals, muffins, fruit cups, yorgurt, breakfast sandwiches, hard boiled eggs, juices and I am sure I am leaving out a few things. Restaurant and bar were great and the service and bartenders were attentive as well. Pool area super clean as was the hot tub. This is pir second time staying here and would definitely come back. It is not fancy but practical and definitely clean. No complaints. " [](https://expedia.ca/Key-Largo-Hotels-Marina-Del-Mar-Resort-And-Marina.h5114.Hotel-Information) ![La Jolla Resort](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/74e26d92_y.jpg) ### La Jolla Resort 10/10 Excellent "What a relaxing place to stay. has everything we needed and staff was very personable. We already have plans to visit there again this year" [](https://expedia.ca/Islamorada-Hotels-La-Jolla-Resort.h16574668.Hotel-Information) ![Hawks Cay Resort](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/b1845555_y.jpg) ### Hawks Cay Resort 10/10 Excellent "Beautiful place" [](https://expedia.ca/Marathon-Hotels-Hawks-Cay-Resort.h6068.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) ### Baker's Cay Resort Key Largo, Curio Collection by Hilton 10/10 Excellent "Everything about this place was perfect, location, staff, comfort, and amenities. Can’t wait to go back!" [](https://expedia.ca/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information) ![Pines & Palms Resort](https://images.trvl-media.com/lodging/1000000/1000000/990500/990422/6ac4045c_y.jpg) ### Pines & Palms Resort 10/10 Excellent "Recently remodeled, beach access, kayaking and bicycling " [](https://expedia.ca/Islamorada-Hotels-Pines-Palms-Resort.h990422.Hotel-Information) ## Find out more about Upper Matecumbe Key ## Upper Matecumbe Key Villas information | Number of reviews | 307 | | ----------------- | --------- | | Accommodation | 95 Villas | | Lowest Price | CA $819 | | Highest Price | CA $1,518 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [B&B in Coopertown ](https://www.expedia.ca/Coopertown-Bed-And-Breakfast.d6177715-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Coopertown ](https://www.expedia.ca/Coopertown-Guest-Houses.d6177715-aaGuestHouses.Travel-Guide-Accommodation) - 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