Title: Best Villas in Upper Matecumbe Key 2026 | 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 Florida. Beautiful Beach and Amazing Fishing. What else can you ask for.](https://images.trvl-media.com/place/10768/414c55a9-82b2-4829-857c-fd7c26e0bd48.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Cameron Abbott ![](https://images.trvl-media.com/place/10768/414c55a9-82b2-4829-857c-fd7c26e0bd48.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 prices for these dates In two weeks [13 Mar - 15 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975749648&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [24 Apr - 26 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975749648&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [22 May - 24 May](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975749648&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [19 Jun - 21 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975749648&startDate=2026-06-19&endDate=2026-06-21&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) ![Smart TV, Netflix, Hulu, streaming services](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/fcc01350.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) ![Premium bedding, pillow-top 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) ### The Islands of Islamorada [](https://www.expedia.co.uk/Islamorada-Hotels-The-Islands-Of-Islamorada.h54774228.Hotel-Information) Matecumbe 9.8/10 Exceptional (70 reviews) "Beautiful accommodations and location, very clean, many activities available at resort" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Janet £791 includes taxes & fees 26 Feb - 27 Feb [](https://www.expedia.co.uk/Islamorada-Hotels-The-Islands-Of-Islamorada.h54774228.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/68000000/67390000/67389700/67389654/1e3af2aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/68000000/67390000/67389700/67389654/3d66974c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/68000000/67390000/67389700/67389654/b484f538.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/68000000/67390000/67389700/67389654/782de557.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Overlooking Saltwater Lagoon Free Kayaks Renovated [](https://www.expedia.co.uk/Key-Largo-Hotels-Overlooking-Saltwater-Lagoon-Free-Kayaks-Renovated.h67389654.Hotel-Information) Key Largo 9.6/10 Exceptional (46 reviews) "Absolutely perfect trip. The house was clean and had everything we needed. Its a great location too!" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Jill D. £675 includes taxes & fees 11 Mar - 12 Mar [](https://www.expedia.co.uk/Key-Largo-Hotels-Overlooking-Saltwater-Lagoon-Free-Kayaks-Renovated.h67389654.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) ![Property grounds](https://images.trvl-media.com/lodging/76000000/75670000/75661400/75661357/72468100.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) ![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) ### Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA [](https://www.expedia.co.uk/Marathon-Hotels-Villa-5087-On-Duck-Key.h75661357.Hotel-Information) Duck Key 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. £600 includes taxes & fees 3 Mar - 4 Mar [](https://www.expedia.co.uk/Marathon-Hotels-Villa-5087-On-Duck-Key.h75661357.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) ![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) ![Interior](https://images.trvl-media.com/lodging/84000000/83040000/83039300/83039248/03dd38c3.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 5034 on Duck Key Boat Slip Available - 2BD 2.5BA [](https://www.expedia.co.uk/Marathon-Hotels-Villa-5034-On-Duck-Key-Boat-Slip-Available.h83039248.Hotel-Information) Duck Key 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. £600 includes taxes & fees 5 Mar - 6 Mar [](https://www.expedia.co.uk/Marathon-Hotels-Villa-5034-On-Duck-Key-Boat-Slip-Available.h83039248.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/121000000/120560000/120559900/120559835/5c33185c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/121000000/120560000/120559900/120559835/d398df01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120560000/120559900/120559835/dca0667c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/121000000/120560000/120559900/120559835/c3c85830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa del Sol - Sunset Views, Kayaks, 2/2.5 - Slip Available/Ramp/Free Pkg [](https://www.expedia.co.uk/Marathon-Hotels-Villa-Del-Sol-Kayak-225-OS-SlipRampPkg.h120559835.Hotel-Information) Duck Key 10/10 Exceptional (2 reviews) "Amazing home and host, could not have been any better. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Randy P. £577 includes taxes & fees 10 Mar - 11 Mar [](https://www.expedia.co.uk/Marathon-Hotels-Villa-Del-Sol-Kayak-225-OS-SlipRampPkg.h120559835.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100370000/100365500/100365464/4b2d06b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100370000/100365500/100365464/64ce9f25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100370000/100365500/100365464/7a574d2d_edited_1904.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children’s area](https://images.trvl-media.com/lodging/101000000/100370000/100365500/100365464/1d9bf301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lagoon View Free Kayaks Pool Playground Pickle Ball [](https://www.expedia.co.uk/Key-Largo-Hotels-Lagoon-View-Free-Kayaks-Pool-Playground-Pickle-Ball.h100365464.Hotel-Information) Key Largo 9.2/10 Wonderful (14 reviews) "Thanks for a wonderful stay!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tracey D. £589 includes taxes & fees 14 Mar - 15 Mar [](https://www.expedia.co.uk/Key-Largo-Hotels-Lagoon-View-Free-Kayaks-Pool-Playground-Pickle-Ball.h100365464.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) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74090000/74080700/74080672/bfda1397.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 7075 on Duck Key Boat Slip Available - 2BD 2.5BA [](https://www.expedia.co.uk/Marathon-Hotels-Villa-7075-On-Duck-Key.h74080672.Hotel-Information) Marathon 9.2/10 Wonderful (32 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 £600 includes taxes & fees 9 Mar - 10 Mar [](https://www.expedia.co.uk/Marathon-Hotels-Villa-7075-On-Duck-Key.h74080672.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/111000000/110620000/110616000/110615911/320de874.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/111000000/110620000/110616000/110615911/ae6cba8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110620000/110616000/110615911/70c1a814.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110620000/110616000/110615911/01ecdd91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seas the Keys Getaway with plunge pool/spa [](https://www.expedia.co.uk/Marathon-Hotels-Seas-The-Keys-Getaway-With-Plunge-Poolspa.h110615911.Hotel-Information) Marathon 9.6/10 Exceptional (12 reviews) "Great location, great accomodation, hot tub and patio in the back area was great for relaxing in the evenings." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Justus £478 includes taxes & fees 14 Mar - 15 Mar [](https://www.expedia.co.uk/Marathon-Hotels-Seas-The-Keys-Getaway-With-Plunge-Poolspa.h110615911.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74740000/74730800/74730716/e0e30a1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/75000000/74740000/74730800/74730716/03b5aa5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74740000/74730800/74730716/bcddc29d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74740000/74730800/74730716/caabd78e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Overlooking Pool Free Golf Cart Free Kayaks Pickleball [](https://www.expedia.co.uk/Key-Largo-Hotels-Overlooking-Pool-Free-Golf-Cart-Free-Kayaks-Pickleball.h74730716.Hotel-Information) Key Largo 9.4/10 Exceptional (38 reviews) "The house was perfect to accommodate all of us and the location was great! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly H. £993 includes taxes & fees 14 Mar - 15 Mar [](https://www.expedia.co.uk/Key-Largo-Hotels-Overlooking-Pool-Free-Golf-Cart-Free-Kayaks-Pickleball.h74730716.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100370000/100365500/100365457/a684661a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/101000000/100370000/100365500/100365457/618e021c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100370000/100365500/100365457/2d3324ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100370000/100365500/100365457/5b2b8810.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanview Marinaview Free Golf Cart Pool Pickleball [](https://www.expedia.co.uk/Key-Largo-Hotels-Oceanview-Marinaview-Free-Golf-Cart-Pool-Pickleball.h100365457.Hotel-Information) Key Largo 10/10 Exceptional (65 reviews) "Beautiful views and great location! Enjoyed our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathy A. [](https://www.expedia.co.uk/Key-Largo-Hotels-Oceanview-Marinaview-Free-Golf-Cart-Pool-Pickleball.h100365457.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) ![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) ![Outdoor pool](https://images.trvl-media.com/lodging/119000000/118800000/118790900/118790801/675228d9.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) ### Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available [](https://www.expedia.co.uk/Marathon-Hotels-Villa-7218-On-Duck-Key-3-BR-25-BA-Boat-Slip-Available.h118790801.Hotel-Information) Duck Key 10/10 Exceptional (1 review) "House was fantastic. Back deck and pool area were so nice !!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan M. £1,171 includes taxes & fees 25 Feb - 26 Feb [](https://www.expedia.co.uk/Marathon-Hotels-Villa-7218-On-Duck-Key-3-BR-25-BA-Boat-Slip-Available.h118790801.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/121000000/120460000/120452600/120452598/bcbb17d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel cot, 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 5008 on Duck Key Boat Slip Available - 2BD 1.5BA [](https://www.expedia.co.uk/Marathon-Hotels-Villa-5008-On-Duck-Key-Boat-Slip-Available-2BD-15BA.h120452598.Hotel-Information) Duck Key 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. £601 includes taxes & fees 24 Mar - 25 Mar [](https://www.expedia.co.uk/Marathon-Hotels-Villa-5008-On-Duck-Key-Boat-Slip-Available-2BD-15BA.h120452598.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99250000/99247900/99247820/ca82991c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99250000/99247900/99247820/32389b90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/100000000/99250000/99247900/99247820/169251d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, ping pong](https://images.trvl-media.com/lodging/100000000/99250000/99247900/99247820/c5792774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanview • Pool View • Indoor/Outdoor Pickleball [](https://www.expedia.co.uk/Key-Largo-Hotels-Oceanview-Pool-IndoorOutdoor-Pickleball-September-Deals.h99247820.Hotel-Information) Rock Harbor 9.6/10 Exceptional (22 reviews) "Great place to stay! View was great, place was clean, pools were awesome! Definitely worth booking!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert F. £888 includes taxes & fees 25 Feb - 26 Feb [](https://www.expedia.co.uk/Key-Largo-Hotels-Oceanview-Pool-IndoorOutdoor-Pickleball-September-Deals.h99247820.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) ![TV](https://images.trvl-media.com/lodging/75000000/74050000/74045000/74044948/78792d5f.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 5086 on Duck Key Boat Slip Available - 2BD 1.5BA [](https://www.expedia.co.uk/Marathon-Hotels-Villa-5086-On-Duck-Key.h74044948.Hotel-Information) Duck Key 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. £570 includes taxes & fees 9 Mar - 10 Mar [](https://www.expedia.co.uk/Marathon-Hotels-Villa-5086-On-Duck-Key.h74044948.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) ![TV](https://images.trvl-media.com/lodging/93000000/92270000/92269900/92269883/1c274ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92270000/92269900/92269883/6c2a04f9.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) ### Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA [](https://www.expedia.co.uk/Marathon-Hotels-Villa-5028-On-Duck-Key-BOAT-SLIP-Available.h92269883.Hotel-Information) Duck Key 8.8/10 Excellent (9 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. £600 includes taxes & fees 9 Mar - 10 Mar [](https://www.expedia.co.uk/Marathon-Hotels-Villa-5028-On-Duck-Key-BOAT-SLIP-Available.h92269883.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/89000000/88250000/88243000/88242996/485d690b.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) ![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88250000/88243000/88242996/062cc7ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun [](https://www.expedia.co.uk/Marathon-Hotels-Waterfront-Villa-In-Paradise-Dipping-Pool-Middle-Keys-Soak-In-The-Sun.h88242996.Hotel-Information) Duck Key 9.8/10 Exceptional (14 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. £757 includes taxes & fees 13 Mar - 14 Mar [](https://www.expedia.co.uk/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/65000000/64570000/64560700/64560631/813939e4.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) ![Interior](https://images.trvl-media.com/lodging/65000000/64570000/64560700/64560631/22f55d4a.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) ### Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA [](https://www.expedia.co.uk/Marathon-Hotels-Duck-Key-Villa.h64560631.Hotel-Information) Duck Key 9.6/10 Exceptional (58 reviews) "Very nice and clean. Comfy beds. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly N. £600 includes taxes & fees 9 Mar - 10 Mar [](https://www.expedia.co.uk/Marathon-Hotels-Duck-Key-Villa.h64560631.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) ![Smart TV](https://images.trvl-media.com/lodging/121000000/120460000/120452800/120452771/cd507d77.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) ### Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA [](https://www.expedia.co.uk/Marathon-Hotels-Villa-5021-On-Duck-Key-Boat-Slip-Available-2BD-25BA.h120452771.Hotel-Information) Duck Key 10/10 Exceptional (2 reviews) "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. £601 includes taxes & fees 24 Mar - 25 Mar [](https://www.expedia.co.uk/Marathon-Hotels-Villa-5021-On-Duck-Key-Boat-Slip-Available-2BD-25BA.h120452771.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) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120450000/120442900/120442882/de4103a6.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) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120450000/120442900/120442882/fc3ed5a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA [](https://www.expedia.co.uk/Marathon-Hotels-Villa-7071-Boat-Slip-Available.h120442882.Hotel-Information) Marathon 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. £1,057 includes taxes & fees 9 Mar - 10 Mar [](https://www.expedia.co.uk/Marathon-Hotels-Villa-7071-Boat-Slip-Available.h120442882.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=2026-03-10&endDate=2026-03-11®ionId=553248635975749648&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-uk-fr-de.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Holiday Sale Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save. [Book now](https://expedia.co.uk/cheap-deals?rfrr=AA_SPRING_PROMO_553248635975749648) ## Find holiday rentals that suit your style Aparthotels [](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=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=APART_HOTEL) Private holiday homes [](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=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=VACATION_HOME) Apartments [](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=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=APARTMENT) Villas [](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=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=VILLA) Condos [](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=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=CONDO) Cottages [](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=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&lodging=COTTAGE) Houseboats [](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=2026-05-25&d1=2026-05-25&endDate=2026-05-28&d2=2026-05-28&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.co.uk/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.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FUpper-Matecumbe-Key-Villas.d553248635975749648-aaVillas.Travel-Guide-Accommodation) ## Top Upper Matecumbe Key Hotel Reviews ![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 "The room was clean and tidy. Breakfast was good. Staff were helpful and two restaurants were right next door. The location right on the marina was nice too," [](https://expedia.co.uk/Key-Largo-Hotels-Marina-Del-Mar-Resort-And-Marina.h5114.Hotel-Information) ![Islander Resort](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af_y.jpg) ### Islander Resort 10/10 Excellent "Clean room Friendly staff Great location Many amenities Food could have been better" [](https://expedia.co.uk/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) ![Amara Cay Resort](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729_y.jpg) ### Amara Cay Resort 10/10 Excellent "Great" [](https://expedia.co.uk/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ![Bayside Inn Key Largo](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/419b7787_y.jpg) ### Bayside Inn Key Largo 10/10 Excellent "Great little out of the way place. " [](https://expedia.co.uk/Key-Largo-Hotels-Bayside-Inn-Key-Largo.h22657.Hotel-Information) ![Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/d10a018b_y.jpg) ### Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort 10/10 Excellent "The room had a beautiful ocean view, steps away from the beach, pool, and other amenities. The water was beautiful and clear, no seaweed!" [](https://expedia.co.uk/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.Hotel-Information) ![La Siesta Resort & Villas](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/eda54a36_y.jpg) ### La Siesta Resort & Villas 10/10 Excellent "Great staff. Coffee machine in room was defective. Curtains dirty and faulty closing. Everything else clean and convenient." [](https://expedia.co.uk/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information) ![Waterside Suites & Marina](https://images.trvl-media.com/lodging/1000000/20000/13800/13719/7b7ca43b_y.jpg) ### Waterside Suites & Marina 10/10 Excellent "The room was fine. The staff was very friendly & helpful. I would stay there again." [](https://expedia.co.uk/Key-Largo-Hotels-Waterside-Suites-Marina.h13719.Hotel-Information) ![La Jolla Resort](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/74e26d92_y.jpg) ### La Jolla Resort 10/10 Excellent "The staff welcomed us and allowed us to check in early as the room was already cleaned and ready for occupancy. The room was clean, including the bathroom and kitchenette area. We wanted to go kayaking and there was no charge to use the kayaks, paddles, and life preservers. They also had paddle boards available. There was plenty of parking. The swimming pool was also clean and available to use. We enjoyed our stay! Thank you!!" [](https://expedia.co.uk/Islamorada-Hotels-La-Jolla-Resort.h16574668.Hotel-Information) ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg) ### Cheeca Lodge & Spa 10/10 Excellent "Room was very nice and plenty of room. First time visitor. Tub on the balcony was unexpected bonus" [](https://expedia.co.uk/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ## Find out more about Upper Matecumbe Key ## Upper Matecumbe Key Villas information | Number of reviews | 167 | | ----------------- | --------- | | Accommodation | 95 Villas | | Lowest Price | £478 | | Highest Price | £1,171 | ## Explore a world of travel with Expedia - Accommodation - Flights - Packages - Cars - Holiday Homes - Other - More ways to book - [4 Star Hotels in Islamorada ](https://www.expedia.co.uk/4Star-Islamorada-Hotels.s40-0-d10768.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Islamorada ](https://www.expedia.co.uk/5Star-Islamorada-Hotels.s50-0-d10768.Travel-Guide-Filter-Hotels) - [Hotels near Bud n' Mary's Dive Center ](https://www.expedia.co.uk/Bud-N-Marys-Dive-Center-Hotels.0-l6069243-0.Travel-Guide-Filter-Hotels) - [Apartments in Duck Key ](https://www.expedia.co.uk/Duck-Key-Apartments.d184267-aaApartments.Travel-Guide-Accommodation) - [Cabin Rentals in Duck Key ](https://www.expedia.co.uk/Duck-Key-Cabins.d184267-aaCabins.Travel-Guide-Accommodation) - 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