Title: Holiday Rentals Upper Matecumbe Key from £97: Find Short-Term Rentals & Holiday Accommodations | 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)[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 showing 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 Holiday Rentals in Upper Matecumbe Key ![price find illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.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 Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) ![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 [17 Oct - 19 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975749648&startDate=2025-10-17&endDate=2025-10-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [31 Oct - 2 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975749648&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [28 Nov - 30 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975749648&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [26 Dec - 28 Dec](https://www.expedia.co.uk/Hotel-Search?regionId=553248635975749648&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Holiday 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 | 1 bedroom, free WiFi](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/b8fa0acc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Cottage | Living area | TV](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/7a0bffa6.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) ### Breezy Palms Resort Matecumbe 8.8/10 Excellent (541) "Spacious rooms and location was great for what we needed. " £97 includes taxes & fees 7 Oct - 8 Oct [](https://www.expedia.co.uk/Islamorada-Hotels-Breezy-Palms-Resort.h11945889.Hotel-Information) ![2 outdoor pools, open 8:00 AM to 6:00 PM, pool loungers](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/61575cce.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) ![Fireplace](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/531fe0b4.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 (66) "Absolutely outstanding resort. Legitimate 5 star property. " £500 includes taxes & fees 7 Oct - 8 Oct [](https://www.expedia.co.uk/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) ![Exterior](https://images.trvl-media.com/lodging/30000000/29960000/29956500/29956429/479e0d46.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) ![Interior](https://images.trvl-media.com/lodging/30000000/29960000/29956500/29956429/34468839.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.co.uk/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) ![Interior](https://images.trvl-media.com/lodging/54000000/53040000/53031600/53031525/34c2b128.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) ![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.co.uk/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) ![Exterior](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/ee0752b0.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) ### 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. " £187 includes taxes & fees 9 Oct - 10 Oct [](https://www.expedia.co.uk/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 | 1 bedroom, premium bedding, rollaway beds, WiFi](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.co.uk/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 | Hypo-allergenic bedding, individually decorated, individually furnished](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.co.uk/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) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118340000/118338000/118337979/219e17c0.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) ### Piece of Paradise located at Hawks Cay in Duck Key Duck Key 9.6/10 Exceptional (5) [](https://www.expedia.co.uk/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) ![Marina](https://images.trvl-media.com/lodging/103000000/102250000/102242200/102242195/f086b42f.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) ![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) ### 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.co.uk/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) ![Marina](https://images.trvl-media.com/lodging/45000000/44080000/44079000/44078971/eebfd124.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/45000000/44080000/44079000/44078971/97d27293.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.co.uk/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) ![Terrace/patio](https://images.trvl-media.com/lodging/31000000/30020000/30011700/30011621/606fc243.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.co.uk/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) ![Interior](https://images.trvl-media.com/lodging/115000000/114470000/114469100/114469045/4beca01b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/115000000/114470000/114469100/114469045/aa42431b.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.co.uk/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) ![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) ![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) ![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) ### 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.co.uk/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) ![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) ![Marina](https://images.trvl-media.com/lodging/36000000/35140000/35132500/35132443/4f978649.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.co.uk/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) ![Dining](https://images.trvl-media.com/lodging/102000000/101330000/101323100/101323096/06fefee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel cot, free WiFi](https://images.trvl-media.com/lodging/102000000/101330000/101323100/101323096/09798d3e.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.co.uk/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) ![Smart TV, DVD player, ping pong, books](https://images.trvl-media.com/lodging/35000000/34020000/34015800/34015770/69382ece.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) ![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.co.uk/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](https://images.trvl-media.com/lodging/56000000/55190000/55186000/55185936/f3ee7112.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) ![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 " £275 includes taxes & fees 28 Oct - 29 Oct [](https://www.expedia.co.uk/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) ![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 (25) "Great location. Very clean very nice, stay there again" £323 includes taxes & fees 5 Oct - 6 Oct [](https://www.expedia.co.uk/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) ![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) ![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) ### 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.co.uk/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) ![Marina](https://images.trvl-media.com/lodging/97000000/96940000/96937900/96937889/ebe28741.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) ![Marina](https://images.trvl-media.com/lodging/97000000/96940000/96937900/96937889/4f4e00aa.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.co.uk/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.co.uk/Hotel-Search?startDate=2025-10-18&endDate=2025-10-19®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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FUpper-Matecumbe-Key-Holiday-Rentals.d553248635975749648.Travel-Guide-HolidayRentals)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FUpper-Matecumbe-Key-Holiday-Rentals.d553248635975749648.Travel-Guide-HolidayRentals) ## Top Upper Matecumbe Key Hotel Reviews ![Cheeca Lodge & Spa](//images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg) ### Cheeca Lodge & Spa 10/10 Excellent "Yes" [](https://expedia.co.uk/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.co.uk/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.co.uk/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.co.uk/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.co.uk/Islamorada-Hotels-Amara-Cay-Resort.h61976.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 "Great facility, great beach, friendly staff. Just wish rooms were cleaner (need a lot of vacuuming/dusting) " [](https://expedia.co.uk/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.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.co.uk/Key-Largo-Hotels-Hampton-Inn-Key-Largo-Manatee-Bay.h5731.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 "Nice location and very spacious suite!" [](https://expedia.co.uk/Islamorada-Hotels-Hadley-House-Islamorada.h12200.Hotel-Information) ![Islander Resort](//images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af_y.jpg) ### Islander Resort 10/10 Excellent "Stunning resort with great amenities and excellent service! " [](https://expedia.co.uk/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) ## Find out more about Upper Matecumbe Key **Everything you need to know about** **Upper Matecumbe Key** **holiday rentals** Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Upper Matecumbe Key holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Upper Matecumbe Key holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Upper Matecumbe Key holiday rentals we have selected for you start as low as £97 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 holiday 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 holiday. 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. 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