Title: Upper Matecumbe Key Vacation Rentals from CA $160: 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 - ![](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 Tonight [Nov 8 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2025-11-08&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 9 - Nov 10](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2025-11-09&endDate=2025-11-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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) ![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) ![Exterior](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/98496c0f.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) ### Breezy Palms Resort Matecumbe 8.8/10 Excellent (558) "Love this resort. Friendly check-in, room is always spotless and lovely outside area with beautiful views of the water. We have stayed here multiple times now - best spot in the keys! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gemma CA $97 CA $160 total includes taxes & fees Nov 11 - Nov 12 [](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) ![Poolside bar](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/5be55ff2.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) ### The Islands of Islamorada Matecumbe 9.8/10 Exceptional (68) "Beautiful property!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Betty CA $983 CA $1,183 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Islamorada-Hotels-The-Islands-Of-Islamorada.h54774228.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) ![25-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/92a650b5.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) ### Treasure Harbor Islamorada 9.0/10 Wonderful (109) "Unique House boat experience, friendly staff. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Luis [](https://www.expedia.ca/Islamorada-Hotels-Treasure-Harbor.h91743042.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 | Private kitchen](https://images.trvl-media.com/lodging/14000000/13280000/13279700/13279636/2180f342.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) ![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) ### Island Bay Resort Tavernier 10/10 Exceptional (135) "Amazing property and wonderful owners. Super nice people and definitely will be returning." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel CA $317 CA $357 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Tavernier-Hotels-Island-Bay-Resort.h13279636.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) ![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) ![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) ![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 (26) "Tropical paradise the way it's supposed to be! The staff are super friendly and helpful. They make you feel at home." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pamela P [](https://www.expedia.ca/Key-Largo-Hotels-Key-Largo-Cottages.h23709068.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/2e6dec1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/46854630.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/w1536h1023x0y1-0e4e0b92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach towels](https://images.trvl-media.com/lodging/91000000/90180000/90174100/90174063/w1535h1024x1y1-14607650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Tiny Home- Paddle Boards, Kayaks, Pool, Marina Key Largo 9.4/10 Exceptional (80) "Very cozy tiny home" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristen H. CA $159 CA $512 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Key-Largo-Hotels-New-Tiny-Home-Paddle-Boards.h90174063.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/119000000/118340000/118338000/118337979/9dea2f16_edited_66bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118340000/118338000/118337979/219e17c0_edited_5560.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118340000/118338000/118337979/c769cb30_edited_4844.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 9.8/10 Exceptional (6) "Great place and it’s a well kept unit. The owner was very helpful. Having our pool was great for the little ones. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joe S. [](https://www.expedia.ca/Marathon-Hotels-Piece-Of-Paradise-Located-At-Hawks-Cay-In-Duck-Key.h118337979.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/75000000/74060000/74058200/74058185/87fe04a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74060000/74058200/74058185/d1cadb13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74060000/74058200/74058185/665ac8a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74060000/74058200/74058185/04bfb26d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Paradise in Key Largo, FL Key Largo 9.6/10 Exceptional (60) "Beautiful property. We uh, I very much enjoyed our stay highly recommend we will stay here again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) George D. CA $158 CA $412 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Key-Largo-Hotels-Paradise-In-Key-Largo.h74058185.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/105000000/104290000/104284600/104284561/a99769d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104290000/104284600/104284561/82b5ba92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/105000000/104290000/104284600/104284561/2cbd2729.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/105000000/104290000/104284600/104284561/f9fa6379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront, dog-friendly home with beautiful canal view & 2 shaded porches Duck Key 9.6/10 Exceptional (25) "Loved our stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica B. [](https://www.expedia.ca/Marathon-Hotels-Waterfront.h104284561.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) ![Exterior](https://images.trvl-media.com/lodging/115000000/114260000/114254500/114254427/0b88a3dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/115000000/114260000/114254500/114254427/9e40e282.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) ### Charming townhome with ocean views, an open porch & steps from the water Duck Key 9.4/10 Exceptional (8) "This place is nice, and it's clean. It was great for what we needed for our quick dive trip to Marathon. We did reach out to management for extra linens and we did not receive them. It is managed by a larger company, so if you are looking for a little bit more of a personal touch this might not be the best place. But overall it is a very nice place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Olivia T. [](https://www.expedia.ca/Marathon-Hotels-Charming-Townhome-With-Ocean-Views.h114254427.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33580000/33571500/33571466/feb62235.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33580000/33571500/33571466/67db2325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33580000/33571500/33571466/2c0f2abd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33580000/33571500/33571466/7206cb7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### BEACHFRONT POOL HOME Key Largo 9.6/10 Exceptional (106) "We spent an amazing week celebrating our 50th wedding anniversary one of our daughters 24th wedding anniversary one of our granddaughters 21st birthday!! Our group of 13 enjoyed the spa/pool and swimming on the beach along with very comfortable evenings cooking, visiting, and sleeping in the spacious home. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Clayton S. [](https://www.expedia.ca/Key-Largo-Hotels-BEACHFRONT-POOL-HOME.h33571466.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/43000000/42610000/42605400/42605351/dae550dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/43000000/42610000/42605400/42605351/e582f6d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Spa](https://images.trvl-media.com/lodging/43000000/42610000/42605400/42605351/c7f9b494.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/43000000/42610000/42605400/42605351/1b3ddbb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mariners Club Oceanfront Condo, Water views from every room, Tennis & Pickleball Rock Harbor 10/10 Exceptional (134) "Great place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole P. [](https://www.expedia.ca/Key-Largo-Hotels-Mariners-Club-Oceanfront-Condo.h42605351.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) ![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) ![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) ### Water Front Condo in Duck Key. FREE WIFI! Overlooking the Gulf of Mexico. Duck Key 9.6/10 Exceptional (63) "We had a great time during our stay. The kitchen is very well supplied." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bonnie W. [](https://www.expedia.ca/Marathon-Hotels-Water-Front-Condo-FREE-WIFI-Over-Looking-Hawks-Cay-Marina-And-Gulf-Of-Mexico.h101323096.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) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/31000000/30020000/30011700/30011621/606fc243.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 (181) "We spent four days with plenty of room. The house was spotless and any questions we had we addressed immediately. I highly recommend this location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pamela A. [](https://www.expedia.ca/Marathon-Hotels-Best-Deals-In-Duck-Key-2-Bedroom-2-Bath-W40-Dock.h30011621.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) ![Smart TV](https://images.trvl-media.com/lodging/103000000/102250000/102242200/102242195/9573e9d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102250000/102242200/102242195/3f852982.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 9.6/10 Exceptional (60) "Great unit, nicely renovated and a good weekend! " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Stephen G. [](https://www.expedia.ca/Tavernier-Hotels-Relax-In-Your-One-Bedroom-Oceanfront-Suite-In-Tavernier-FL-Florida-Keys.h102242195.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/78000000/77940000/77937700/77937661/076d9453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/78000000/77940000/77937700/77937661/da432f7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/78000000/77940000/77937700/77937661/93688c56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/78000000/77940000/77937700/77937661/93009341.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Paradise in Key Largo Florida 2 Key Largo 9.8/10 Exceptional (41) "The marina was very clean and the staff was friendly. Beautiful area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark F. CA $158 CA $409 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Key-Largo-Hotels-Paradise-In-Key-Largo-Florida.h77937661.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) ![Smart TV](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/006a1068.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) ![Exterior](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/078f0b06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Home in Key Largo Key Largo 9.8/10 Exceptional (26) "Great location. Very clean very nice, stay there again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark B. CA $221 CA $639 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Key-Largo-Hotels-Charming-Home-In-Key-Largo.h99961430.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32800000/32791200/32791186/895e45f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/33000000/32800000/32791200/32791186/737e91ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32800000/32791200/32791186/012c4b08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/33000000/32800000/32791200/32791186/1379ede6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Florida Keys Luxury Houseboat, Unique living on the Water WiFi Tavernier 9.8/10 Exceptional (209) "It was an amazing stay ,the onwer was great hostand it was great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alisha B. CA $286 CA $535 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Tavernier-Hotels-Florida-Keys-Luxury-Houseboat.h32791186.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) ![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) ![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) ![A heated pool](https://images.trvl-media.com/lodging/34000000/33570000/33568800/33568760/be2db90c.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 (189) "Cute apartment perfectly located in the complex with proximity to the pool and beach areas. Comfortable for 4 adults " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa C. [](https://www.expedia.ca/Tavernier-Hotels-Ocean-Front-Private-Beach.h33568760.Hotel-Information) ![Manatee: Luxury Bungalow, 4 Bedrooms, Bay View | Beach/ocean view](https://images.trvl-media.com/lodging/12000000/11270000/11260900/11260802/5bb26a9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Romantic Bungalow, 1 Bedroom, Kitchen, Marina View (Gypsy) | Beach/ocean view](https://images.trvl-media.com/lodging/12000000/11270000/11260900/11260802/ea41334c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Manatee: Luxury Bungalow, 4 Bedrooms, Bay View | View from room](https://images.trvl-media.com/lodging/12000000/11270000/11260900/11260802/21fd91ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Manatee: Luxury Bungalow, 4 Bedrooms, Bay View | Balcony](https://images.trvl-media.com/lodging/12000000/11270000/11260900/11260802/7925d13c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mangrove Marina and Resort Aqualodge Houseboats Tavernier 9.4/10 Exceptional (331) "Gorgeous view, generally quiet. Location just a short drive from numerous dining locations. Would stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara [](https://www.expedia.ca/Tavernier-Hotels-Mangrove-Marina-And-Resort-Aqualodge-Houseboats.h11260802.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=2025-11-22&endDate=2025-11-23®ionId=553248635975749648&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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 ![Breezy Palms Resort](//images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/96b58c48_y.jpg) ### Breezy Palms Resort 10/10 Excellent "Love this resort. Friendly check-in, room is always spotless and lovely outside area with beautiful views of the water. We have stayed here multiple times now - best spot in the keys! " [](https://expedia.ca/Islamorada-Hotels-Breezy-Palms-Resort.h11945889.Hotel-Information) ![Amara Cay Resort](//images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729_y.jpg) ### Amara Cay Resort 10/10 Excellent "Water Taxi is the best perk ever .. " [](https://expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ![Islander Resort](//images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af_y.jpg) ### Islander Resort 10/10 Excellent "Quiet, beautiful resort. Pools, beach and beach bars were clean and accessible. Prices are a little high especially for drinks. Great location. " [](https://expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) ![Holiday Inn Key Largo by IHG](//images.trvl-media.com/lodging/1000000/10000/7300/7230/160ba216_y.jpg) ### Holiday Inn Key Largo by IHG 10/10 Excellent "Clean room, great pool and tiki bar and skippers was a great short walk for happy hour " [](https://expedia.ca/Key-Largo-Hotels-Holiday-Inn-Key-Largo.h7230.Hotel-Information) ![Baker's Cay Resort Key Largo, Curio Collection by Hilton](//images.trvl-media.com/lodging/1000000/20000/14100/14042/bbdba544_y.jpg) ### Baker's Cay Resort Key Largo, Curio Collection by Hilton 10/10 Excellent "clean room, great staff " [](https://expedia.ca/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information) ![Chesapeake Beach Resort](//images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg) ### Chesapeake Beach Resort 10/10 Excellent "Friendly staff clean room!!!" [](https://expedia.ca/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.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 "The staff was friendly and helpful throughout my stay, always greeting guests with a smile and offering great local recommendations. My room was clean, comfortable, and had everything I needed for a relaxing trip. I especially loved waking up to the peaceful marina view every morning! The pool area and hot tub were beautiful, and the atmosphere was calm and inviting. Having restaurants and water activities just steps away made everything super convenient — we even took a sunset cruise right from the marina!" [](https://expedia.ca/Key-Largo-Hotels-Marina-Del-Mar-Resort-And-Marina.h5114.Hotel-Information) ![Pines & Palms Resort](//images.trvl-media.com/lodging/1000000/1000000/990500/990422/6ac4045c_y.jpg) ### Pines & Palms Resort 10/10 Excellent "Very recently updated rooms with great facilities in a beautiful location" [](https://expedia.ca/Islamorada-Hotels-Pines-Palms-Resort.h990422.Hotel-Information) ![Sunset Inn](//images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/25606792_y.jpg) ### Sunset Inn 10/10 Excellent "This is my go to when I need a little staycation away from Key West. Staff have always been friendly and helpful. Walking distance to some great restaurants, although they have bikes available to rent also!" [](https://expedia.ca/Islamorada-Hotels-Sunset-Inn.h30568049.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 $160 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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)