Title: Upper Matecumbe Key Villas from CA $760 | 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) ![Islamorada which includes a beach bar](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/191000/191196-Islamorada.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Upper Matecumbe Key Villa Rentals from CA $760 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Upper Matecumbe Key Villas ## Our top choices for Upper Matecumbe Key villas ![2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/61575cce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/531fe0b4.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) ![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. " CA $761 CA $933 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/Islamorada-Hotels-The-Islands-Of-Islamorada.h54774228.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/33000000/32140000/32137200/32137143/f394dd8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32140000/32137200/32137143/0e9c5d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/33000000/32140000/32137200/32137143/216d1af0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/33000000/32140000/32137200/32137143/7d78c318.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DUPLEX IN DUCK KEY 3/2 W/90' Private Dock, Trailer Storage included Marathon 10/10 Exceptional (202) "Better than photos.Handy location to Key West or Islamorada.Would come back again." [](https://www.expedia.ca/Marathon-Hotels-Duplex-IN-Duck-KEY-32-W90-Private-Dock.h32137143.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/32000000/31950000/31948600/31948583/d51a2b4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/32000000/31950000/31948600/31948583/c78a53c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31950000/31948600/31948583/55207166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/32000000/31950000/31948600/31948583/250f5f9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage Duck Key 9.8/10 Exceptional (159) "Great place will come back for sure " [](https://www.expedia.ca/Marathon-Hotels-Duplex-IN-Duck-Key.h31948583.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/65000000/64570000/64560700/64560631/edeb3198.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/65000000/64570000/64560700/64560631/0946c24f.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/e09a4628.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/65000000/64570000/64560700/64560631/dab3136d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA Duck Key 9.6/10 Exceptional (54) "Very clean. " CA $310 CA $760 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Marathon-Hotels-Duck-Key-Villa.h64560631.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/58000000/57570000/57563600/57563548/fc38c333.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/58000000/57570000/57563600/57563548/cd933cb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57570000/57563600/57563548/210910fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57570000/57563600/57563548/76784526.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Our place overlooks the Atlantic. Our marina is less than 50 ft from our patio Key Largo 9.8/10 Exceptional (51) "Great location Vivian was very responsive to any questions we had" [](https://www.expedia.ca/Key-Largo-Hotels-Oceanfront-Villa-Overlooking-The-Atlantic-And-Molasses-Reef-Marina.h57563548.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/32000000/31950000/31949200/31949130/58d8d57a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31950000/31949200/31949130/240a8d74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/32000000/31950000/31949200/31949130/896d94c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31950000/31949200/31949130/f1596972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DUPLEX IN DUCK KEY, 2 Bedroom/2 Bath, W/Private 90' Dock, Trailer Storage INCL Marathon 9.8/10 Exceptional (171) "Enjoy the stay in good location " [](https://www.expedia.ca/Marathon-Hotels-Duplex-IN-Duck-Key.h31949130.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/70000000/70000000/69997700/69997623/6e6af6ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/70000000/70000000/69997700/69997623/9a134cf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/70000000/70000000/69997700/69997623/593ce13f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/70000000/70000000/69997700/69997623/91d6a1ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Key Lime Cottage: A Stunning Duck Key Retreat with Private Dip Pool and Scenic Water Views! Marathon 9.6/10 Exceptional (71) "Perfect place to relax " [](https://www.expedia.ca/Marathon-Hotels-Key-Lime-Cottage-A-Stunning-Duck-Key-Retreat-With-Private-Dip-Pool-And-Scenic-Water-Views.h69997623.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/73000000/72100000/72097500/72097438/ae7c6429.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72100000/72097500/72097438/851f729e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/73000000/72100000/72097500/72097438/750c3e40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72100000/72097500/72097438/b1204e97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront retreat with balcony views, kayak, SUP, central AC & washer/dryer Duck Key 8.6/10 Excellent (57) "This was a great place to stay away from the business but close enough to Marathon to go to dinner or activities. The condo was cozy and had a great sunset view. Will definitely look at this place again if we return to the Keys." [](https://www.expedia.ca/Marathon-Hotels-Waterfront-Retreat-With-Balcony-Views.h72097438.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) ![TV](https://images.trvl-media.com/lodging/76000000/75670000/75661400/75661357/cb6fb9fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach towels](https://images.trvl-media.com/lodging/76000000/75670000/75661400/75661357/dd8e00ab.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 Duck Key 9.2/10 Wonderful (18) "The place was very clean and very comfortable. The location was great and we had a wonderful stay. The kitchen had all the utensils needed to cook a meal or two." CA $310 CA $760 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Marathon-Hotels-Villa-5087-On-Duck-Key.h75661357.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/70000000/69770000/69765400/69765396/d6f63e84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/70000000/69770000/69765400/69765396/c787e613.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/70000000/69770000/69765400/69765396/63ad3925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/70000000/69770000/69765400/69765396/51251c60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Duck Key waterfront villa with private pool, kayak, SUP, washer/dryer & AC Duck Key 8.6/10 Excellent (234) "We loved the condo. It was perfect for just the two of us or maybe two couples or small Family. The bedrooms are extremely small but the two outdoor porches made up for it, especially the private pool! We had other family members staying g on condos nearby making a perfect place for a group to meet up!" [](https://www.expedia.ca/Marathon-Hotels-Duck-Key-Waterfront-Villa-With-Private-Pool.h69765396.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103060000/103056900/103056855/588eef94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103060000/103056900/103056855/7c4a5514.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103060000/103056900/103056855/5e38ee75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/104000000/103060000/103056900/103056855/c3de4d72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stunning Waterfront Two-Story Villa in Duck Key! Duck Key 9.6/10 Exceptional (4) "Optimal for a week stay, close proximity to fishing charts, marinas and restaurants." [](https://www.expedia.ca/Marathon-Hotels-Stunning-Waterfront-Two-Story-Villa-In-Duck-Key.h103056855.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/89000000/88250000/88243000/88242996/698559f6.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) ![Beach](https://images.trvl-media.com/lodging/89000000/88250000/88243000/88242996/e719fa8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun Duck Key 10/10 Exceptional (13) "We enjoyed our stay." CA $334 CA $792 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/Marathon-Hotels-Waterfront-Villa-In-Paradise-Dipping-Pool-Middle-Keys-Soak-In-The-Sun.h88242996.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114440000/114430900/114430854/03df9843.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114440000/114430900/114430854/2ce6c66c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/115000000/114440000/114430900/114430854/41edce89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114440000/114430900/114430854/ca3db03f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Crystal Waters - 2/2.5 Villa Marathon 10/10 Exceptional (2) "We had a wonderful expérience in Duck Key.Thank you Ana for your kind hospitality!See you next time !" [](https://www.expedia.ca/Marathon-Hotels-Crystal-Waters-225-Villa.h114430854.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92270000/92269900/92269883/197e92bb.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/93000000/92270000/92269900/92269883/77d2a162.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/93000000/92270000/92269900/92269883/09311c63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92270000/92269900/92269883/f3ec1fa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA Duck Key 9.0/10 Wonderful (8) "Property was clean and comfortable with an excellent sunset view each evening." CA $310 CA $760 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Marathon-Hotels-Villa-5028-On-Duck-Key-BOAT-SLIP-Available.h92269883.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34330000/34330000/34329991/ae5ac449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, stereo](https://images.trvl-media.com/lodging/35000000/34330000/34330000/34329991/28c11c01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34330000/34330000/34329991/393a7a7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/35000000/34330000/34330000/34329991/8dc5bd71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly upgraded Key Largo Villa W/Boat Slip Key Largo 10/10 Exceptional (81) "Excellent location Great value" [](https://www.expedia.ca/Key-Largo-Hotels-Newly-Upgraded-Key-Largo-Villa-WBoat-Slip.h34329991.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/107000000/106100000/106096400/106096317/w8062h4529x0y9-3a7dc75c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/107000000/106100000/106096400/106096317/b997f05d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106100000/106096400/106096317/08363cd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106100000/106096400/106096317/f1a30cd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Isla Honeydew: 3 En-Suite Bedrooms! FREE boat dockage Sept-Oct only Matecumbe 10/10 Exceptional (4) "The home was just as it was described on the website! Beautiful, comfortable and clean. Plenty of cooking items. Location was wonderful-we could walk to several restaurants and store. Would stay again!" [](https://www.expedia.ca/Islamorada-Hotels-Isla-Honeydew-3-En-Suite-Bedrooms-Waterfront-Resort.h106096317.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109730000/109724500/109724487/691ffb10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![75-inch Smart TV with digital channels, Netflix, streaming services](https://images.trvl-media.com/lodging/110000000/109730000/109724500/109724487/e85faba6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109730000/109724500/109724487/4e0d8909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, memory foam beds](https://images.trvl-media.com/lodging/110000000/109730000/109724500/109724487/478c87a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront House with Boat Dock Hammer Point 6.0/10 (1) "Covered porch was nice for time outside. Inside was in need of work. Closets unfinished, no place to put any luggage, advertises a king bed and a queen bed, but only had a king and a full, no tp, or tissue products when we arrived. None of the above were deal breakers but just allot of small things that add up to frustration." [](https://www.expedia.ca/Tavernier-Hotels-Waterfront-House-With-Boat-Dock.h109724487.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/99000000/98240000/98231700/98231680/88239648.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/99000000/98240000/98231700/98231680/32954482_edited_faa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/99000000/98240000/98231700/98231680/f0369f04_edited_8437.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/99000000/98240000/98231700/98231680/bc1ed06e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Full Ocean View Luxury Villa | Gym & Beach Club Key Largo [](https://www.expedia.ca/Key-Largo-Hotels-The-Lookout-With-Resort-Privileges.h98231680.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/120000000/119330000/119330000/119329985/a3c8cb42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119330000/119330000/119329985/w1349h897x0y3-2ce0a7ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119330000/119330000/119329985/7dc7ef53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119330000/119330000/119329985/w1349h897x0y3-0d3b59fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Luxe Pool, Hot Tub, Theater, Games and More! Buccaneer Point CA $2,613 CA $4,235 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Key-Largo-Hotels-Waterfront-Luxe-Pool.h119329985.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/40000000/39680000/39678700/39678698/7e9bea96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/40000000/39680000/39678700/39678698/265ed9ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/40000000/39680000/39678700/39678698/95a8aa8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/40000000/39680000/39678700/39678698/3d82f44d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### PLUNGE POOL VILLA ON BLUE WATER LAGOON DUCK Key/MARATHON, FL Marathon 9.6/10 Exceptional (75) "First time we have stayed here and the place is perfect. Definitely recommend staying here if you’re coming to the keys. " [](https://www.expedia.ca/Marathon-Hotels-SPA-Villa-Blue-Water-Lagoon.h39678698.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=2025-10-08&endDate=2025-10-09®ionId=553248635975749648&adults=2&lodging=VILLA&sort=RECOMMENDED&openPlayBack=true) ![](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 ![Waterside Suites & Marina](//images.trvl-media.com/lodging/1000000/20000/13800/13719/7b7ca43b_y.jpg) ### Waterside Suites & Marina 10/10 Excellent "Love the location and the room. Made for a great fishing trip with my son & grand daughter. Well be return in the near future." [](https://expedia.ca/Key-Largo-Hotels-Waterside-Suites-Marina.h13719.Hotel-Information) ![Sunset Inn](//images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/25606792_y.jpg) ### Sunset Inn 10/10 Excellent "Great place to stay!" [](https://expedia.ca/Islamorada-Hotels-Sunset-Inn.h30568049.Hotel-Information) ![Pines & Palms Resort](//images.trvl-media.com/lodging/1000000/1000000/990500/990422/6ac4045c_y.jpg) ### Pines & Palms Resort 10/10 Excellent "Very nice place to stay " [](https://expedia.ca/Islamorada-Hotels-Pines-Palms-Resort.h990422.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 "Great rooms" [](https://expedia.ca/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.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 "Bakers Cay was a wonderful place to stay and unwind. The service was outstanding and location perfect. Thank you" [](https://expedia.ca/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information) ![Cheeca Lodge & Spa](//images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg) ### Cheeca Lodge & Spa 10/10 Excellent "Beautiful and relaxing hotel!!" [](https://expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ![Islander Resort](//images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af_y.jpg) ### Islander Resort 10/10 Excellent "Alot of fun things to do including kayaking, paddle board, vollyball,ping pong and bikes." [](https://expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.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 "Loved " [](https://expedia.ca/Key-Largo-Hotels-Marina-Del-Mar-Resort-And-Marina.h5114.Hotel-Information) ![Hadley Resort and Marina](//images.trvl-media.com/lodging/1000000/20000/12200/12200/9afce9bd_y.jpg) ### Hadley Resort and Marina 10/10 Excellent "Loved the rooms very spacious. Ocean view was amazing very close to restaurants " [](https://expedia.ca/Islamorada-Hotels-Hadley-House-Islamorada.h12200.Hotel-Information) ## Find out more about Upper Matecumbe Key ## Upper Matecumbe Key Villas information | Number of reviews | 1,097 | | --- | --- | | Accommodation | 87 Villas | | Lowest Price | CA $760 | | Highest Price | CA $4,235 | ## 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) - [B&B in Elliott Key](https://www.expedia.ca/Elliott-Key-Bed-And-Breakfast.d553248621532652848-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Condo Rentals in Elliott Key](https://www.expedia.ca/Elliott-Key-Condos.d553248621532652848-aaCondos.Travel-Guide-Accommodation) - 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