Title: Upper Matecumbe Key Vacation Rentals from CA $189: Short-Term Rentals for 2025 | 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)[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) # Upper Matecumbe Key Vacation Rentals ![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 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in Upper Matecumbe Key ![Exterior](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/96b58c48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Cottage | Living area](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/7a0bffa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Cottage](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/b8fa0acc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Bedroom, Kitchen, Pool View | Living area](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/5e728c12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Breezy Palms Resort Matecumbe 8.8/10 Excellent (542) "Spacious rooms and location was great for what we needed. " CA $104 CA $189 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Islamorada-Hotels-Breezy-Palms-Resort.h11945889.Hotel-Information) ![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) ![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) ![Fireplace](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/531fe0b4.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 $767 CA $940 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Islamorada-Hotels-The-Islands-Of-Islamorada.h54774228.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/30000000/29960000/29956500/29956429/c7e07388.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/30000000/29960000/29956500/29956429/34468839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/30000000/29960000/29956500/29956429/1feb9c6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/30000000/29960000/29956500/29956429/64ae72ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5 bedroom - Deep Dockage & Heated Pool in Islamorada. Matecumbe 10/10 Exceptional (118) "Wonderful location." [](https://www.expedia.ca/Islamorada-Hotels-5-Bedroom-Deep-Dockage-Heated-Pool-In-Islamorada.h29956429.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/54000000/53040000/53031600/53031525/w1924h1288x0y1-e5e79d12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/54000000/53040000/53031600/53031525/ea39fb64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/54000000/53040000/53031600/53031525/4afe5eac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/54000000/53040000/53031600/53031525/4a2abbee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 7 Bedroom with Dockage, Pool, Firepit, Paddle Boards & Kayaks Matecumbe 10/10 Exceptional (59) "Fabulous house! Awesome pool, fire pit, dock. My family thoroughly enjoyed every single moment here. Plenty of room for everyone. And the wild life is awesome! Manatees, tropical fish and iguanas!" [](https://www.expedia.ca/Islamorada-Hotels-7-Bedroom-With-Dockage.h53031525.Hotel-Information) ![25-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/12c235b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/1641bbd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/17a61bb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/ee0752b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Treasure Harbor Islamorada 8.8/10 Excellent (106) "If you are looking for a laid back vibe with no hassle here is the place. Friendly staff. Aqualodge was cute and comfortable. Easily rented a boat for the day...found great snorkeling and beautiful views. " CA $138 CA $352 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Islamorada-Hotels-Treasure-Harbor.h91743042.Hotel-Information) ![Boating](https://images.trvl-media.com/lodging/24000000/23710000/23709100/23709068/461bf404.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach/ocean view](https://images.trvl-media.com/lodging/24000000/23710000/23709100/23709068/a4a9e792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Family House, 2 Bedrooms, Kitchen, Beachside](https://images.trvl-media.com/lodging/24000000/23710000/23709100/23709068/2a925366.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, free beach cabanas, beach towels, scuba diving](https://images.trvl-media.com/lodging/24000000/23710000/23709100/23709068/cbfe047c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Key Largo Cottages Key Largo 9.6/10 Exceptional (24) "Beautiful and peaceful place " [](https://www.expedia.ca/Key-Largo-Hotels-Key-Largo-Cottages.h23709068.Hotel-Information) ![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279636/7f2e2269.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Executive Room | View from room](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279636/3c8c13d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Comfort Room](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279636/29275608.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279636/0514aa55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Island Bay Resort Tavernier 10/10 Exceptional (132) "Clean, friendly, has its own beach" [](https://www.expedia.ca/Tavernier-Hotels-Island-Bay-Resort.h13279636.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/119000000/118340000/118338000/118337979/9dea2f16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118340000/118338000/118337979/c769cb30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/119000000/118340000/118338000/118337979/065f4893.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/119000000/118340000/118338000/118337979/709818ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Piece of Paradise located at Hawks Cay in Duck Key Duck Key 9.6/10 Exceptional (5) [](https://www.expedia.ca/Marathon-Hotels-Piece-Of-Paradise-Located-At-Hawks-Cay-In-Duck-Key.h118337979.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/103000000/102250000/102242200/102242195/430a28a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/103000000/102250000/102242200/102242195/16a93c35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/103000000/102250000/102242200/102242195/9573e9d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/103000000/102250000/102242200/102242195/f086b42f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relax in your one bedroom Oceanfront Suite in Tavernier FL. Florida Keys. Tavernier 9.8/10 Exceptional (57) "Great unit, nicely renovated and a good weekend! " [](https://www.expedia.ca/Tavernier-Hotels-Relax-In-Your-One-Bedroom-Oceanfront-Suite-In-Tavernier-FL-Florida-Keys.h102242195.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/45000000/44080000/44079000/44078971/172890e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/45000000/44080000/44079000/44078971/ddcabe47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers](https://images.trvl-media.com/lodging/45000000/44080000/44079000/44078971/52ee15e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/45000000/44080000/44079000/44078971/eebfd124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo Tavernier 9.8/10 Exceptional (224) "We found the condo very nicely located to Key Largo, Islamorada, and Tavernier. Enjoyed restaurants with sunset bayside, snorkeling excursion off John Pennecamp state park, and the pool and tiki hut on resortPremises! Would return here if back in the area. " [](https://www.expedia.ca/Tavernier-Hotels-Two-Panoramic-Ocean-Views-From-The-Living-Room-And-Master-Bedroom-In-This-Condo.h44078971.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/31000000/30020000/30011700/30011621/w2048h1364x0y1-d4421f55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/31000000/30020000/30011700/30011621/6adbb23f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/31000000/30020000/30011700/30011621/3bc598c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/31000000/30020000/30011700/30011621/a212b207.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Deals in Duck Key . 2 Bedroom /2 Bath w/40' 'Dock, Trailer Storage Incl, Marathon 10/10 Exceptional (179) "Beautiful property. Great location. We thoroughly enjoyed ourselves. " [](https://www.expedia.ca/Marathon-Hotels-Best-Deals-In-Duck-Key-2-Bedroom-2-Bath-W40-Dock.h30011621.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/115000000/114470000/114469100/114469045/a4739b6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114470000/114469100/114469045/9e703d6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/115000000/114470000/114469100/114469045/aa42431b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114470000/114469100/114469045/4beca01b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5 Star Coastal Luxury: Key Largo 2BR Condo w/Lagoon, Golf Cart, Pools& Amenities Key Largo 10/10 Exceptional (16) "Great vacation spot , only thing missing is a good saltwater beach." [](https://www.expedia.ca/Key-Largo-Hotels-Coastal-Luxury-Key-Largo-2BR-Condo-W-Lagoon.h114469045.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/34000000/33570000/33568800/33568760/b543b616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/34000000/33570000/33568800/33568760/5f289790.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33570000/33568800/33568760/3d4f6280.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33570000/33568800/33568760/0fe74234.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean Front Private Beach, Pool/Hot Tub, Pool Bar, Marina with Cafe Tavernier 9.8/10 Exceptional (186) "The property was exactly as described. Great view nice amenities and friendly employees. Great location everything is close by. Already planning on coming back again " [](https://www.expedia.ca/Tavernier-Hotels-Ocean-Front-Private-Beach.h33568760.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/36000000/35140000/35132500/35132443/382a8bcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/36000000/35140000/35132500/35132443/194b23b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/36000000/35140000/35132500/35132443/4f978649.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/36000000/35140000/35132500/35132443/460eff2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### VOTED BEST KEY LARGO VACATION RENTAL Key Largo 10/10 Exceptional (82) "Wonderful property! Very clean, plenty of space, and updated interior. Access to many amenities across the whole property with multiple pools, a swimming lagoon, fishing equipment, bikes, kayaks, and more. Great location to everything in Key Largo and southern Florida activities. Would highly recommend. " [](https://www.expedia.ca/Key-Largo-Hotels-VOTED-BEST-KEY-LARGO-VACATION-RENTAL.h35132443.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/102000000/101330000/101323100/101323096/36ba1bdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101330000/101323100/101323096/00519b8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/102000000/101330000/101323100/101323096/06fefee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/102000000/101330000/101323100/101323096/c15b433d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Water Front Condo in Duck Key. FREE WIFI! Overlooking the Gulf of Mexico. Duck Key 9.6/10 Exceptional (61) "Everything was exactly like the listing! Would definitely stay there again" [](https://www.expedia.ca/Marathon-Hotels-Water-Front-Condo-FREE-WIFI-Over-Looking-Hawks-Cay-Marina-And-Gulf-Of-Mexico.h101323096.Hotel-Information) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34020000/34015800/34015770/2b862fb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34020000/34015800/34015770/6717e112.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, table tennis, books](https://images.trvl-media.com/lodging/35000000/34020000/34015800/34015770/ee947f8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34020000/34015800/34015770/f37a7272.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront Estate with Private 350 foot Pier, Heated Pool, Pet Friendly Islamorada 9.4/10 Exceptional (98) "Oceans views for miles! Great pool. " [](https://www.expedia.ca/Tavernier-Hotels-Oceanfront-Estate-With-Private-350-Foot-Pier.h34015770.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/56000000/55190000/55186000/55185936/88377e50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/56000000/55190000/55186000/55185936/f0dca02d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/56000000/55190000/55186000/55185936/9f308d75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/56000000/55190000/55186000/55185936/a381fdfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Tiny House w Pool, Beach, and Boat Dock Key Largo 9.6/10 Exceptional (61) "Excelent place " CA $160 CA $505 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Key-Largo-Hotels-Tiny-House-On-The-Water-Pool.h55185936.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/94241dd6.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/100000000/99970000/99961500/99961430/b3fdbd21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/95c54ed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/006a1068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Home in Key Largo Key Largo 9.8/10 Exceptional (25) "Great location. Very clean very nice, stay there again" CA $87 CA $468 total includes taxes & fees Oct 6 - Oct 7 [](https://www.expedia.ca/Key-Largo-Hotels-Charming-Home-In-Key-Largo.h99961430.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114260000/114254500/114254427/7a030389.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/115000000/114260000/114254500/114254427/7785d5cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114260000/114254500/114254427/190cb304.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114260000/114254500/114254427/0b88a3dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming townhome with ocean views, an open porch & steps from the water Duck Key 9.4/10 Exceptional (6) "We absolutely loved the unit inside and outside! It was very clean and accommodating! Duck Key is a very beautiful area and the unit has a canal water view in the back yard! However, within a few steps you could see both the Atlantic Ocean and Golf of America with the bridge going over the water! Beautiful view from the upstairs bedroom balcony!!!! We had a couple issues, but Vacasa immediately communicated with us and had their handyman there to fix the toilet and get us a new coffee pot... [](https://www.expedia.ca/Marathon-Hotels-Charming-Townhome-With-Ocean-Views.h114254427.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96940000/96937900/96937889/749b2e71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/97000000/96940000/96937900/96937889/f0c20956.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/97000000/96940000/96937900/96937889/4aed51c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/97000000/96940000/96937900/96937889/ebe28741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amazing Ocean view at Ocean Pointe w/Heated Pool Tavernier 9.6/10 Exceptional (39) "We enjoyed our time at Ocean Point. " [](https://www.expedia.ca/Tavernier-Hotels-Amazing-Ocean-View-At-Ocean-Pointe-WHeated-Pool.h96937889.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=2025-10-19&endDate=2025-10-20®ionId=553248635975749648&adults=2&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-Vacation-Rentals.d553248635975749648.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FUpper-Matecumbe-Key-Vacation-Rentals.d553248635975749648.Travel-Guide-VacationRentals) ## Top Upper Matecumbe Key Hotel Reviews ![Pines & Palms Resort](//images.trvl-media.com/lodging/1000000/1000000/990500/990422/6ac4045c_y.jpg) ### Pines & Palms Resort 10/10 Excellent "Campground feel. Staff was incredible. " [](https://expedia.ca/Islamorada-Hotels-Pines-Palms-Resort.h990422.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 "Property was excellent and offered everything you could want. Paddle boards, fishing, jet skis, kayak, snorkeling, plenty of romantic spots with chairs and hammocks, beach chairs, umbrellas and clean pools. We enjoyed ourselves. Although we didn’t bring our dog, we enjoyed the many pets enjoying themselves. It was great to see a truly pet friendly hotel and the families enjoying their time with their dogs. Couldn’t have asked for a cleaner resort. " [](https://expedia.ca/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information) ![Hawks Cay Resort](//images.trvl-media.com/lodging/1000000/10000/6100/6068/b1845555_y.jpg) ### Hawks Cay Resort 10/10 Excellent "Impeccable cleanliness. The Salt and Ash dining was one of the best meals of my life." [](https://expedia.ca/Marathon-Hotels-Hawks-Cay-Resort.h6068.Hotel-Information) ![Cheeca Lodge & Spa](//images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg) ### Cheeca Lodge & Spa 10/10 Excellent "Yes" [](https://expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ![Sunset Inn](//images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/25606792_y.jpg) ### Sunset Inn 10/10 Excellent "Was great everything was perfect" [](https://expedia.ca/Islamorada-Hotels-Sunset-Inn.h30568049.Hotel-Information) ![Chesapeake Beach Resort](//images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg) ### Chesapeake Beach Resort 10/10 Excellent "Excellent recommendation for a small budget." [](https://expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.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 "The entire environment " [](https://expedia.ca/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.Hotel-Information) ![Amara Cay Resort](//images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729_y.jpg) ### Amara Cay Resort 10/10 Excellent "Loved the stay at Amara Cay! Will be back. Staff was amazing." [](https://expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ![Hampton Inn Key Largo Manatee Bay](//images.trvl-media.com/lodging/1000000/10000/5800/5731/68e30233_y.jpg) ### Hampton Inn Key Largo Manatee Bay 10/10 Excellent "There’s a small but cozy beach area with the best view for sunset during happy hour at the tiki bar. We saw other guests have easy access to kayaks and paddle boarding and pets were welcomed!" [](https://expedia.ca/Key-Largo-Hotels-Hampton-Inn-Key-Largo-Manatee-Bay.h5731.Hotel-Information) ## Find out more about Upper Matecumbe Key **Everything you need to know about** **Upper Matecumbe Key** **vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Upper Matecumbe Key vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Upper Matecumbe Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Upper Matecumbe Key vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Upper Matecumbe Key. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Upper Matecumbe Key vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Upper Matecumbe Key vacation rentals we have selected for you start as low as CA $189 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Upper Matecumbe Key rentals** At Expedia, we put the best Upper Matecumbe Key vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Upper Matecumbe Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Upper Matecumbe Key vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Upper Matecumbe Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Upper Matecumbe Key ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - 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Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)