Title: Upper Matecumbe Key Cottages | 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 Cottage 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&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=553248635975749648&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Upper Matecumbe Key Cottages ![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33564300/33564261/365afb00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/34000000/33570000/33564300/33564261/ab304c7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/34000000/33570000/33564300/33564261/2b8abe42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, cookware/dishes/utensils](https://images.trvl-media.com/lodging/34000000/33570000/33564300/33564261/b11e12fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Cottage - Beach and Dockage! Open Water Views! Key Largo 9.4/10 Exceptional (46) "This was the most perfect property! We are not typically beach people but we really enjoyed the private beach access and spent much more time on the beach than planned. The house was clean and the location was perfect. The staff was also wonderful and accommodating. We are already planning a return trip in 2025. HIGHLY RECOMMEND!!" CA $209 CA $557 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Key-Largo-Hotels-Waterfront-Cottage-Beach-And-Dockage-Open-Water-Views.h33564261.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=2025-10-18&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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FUpper-Matecumbe-Key-Cottages.d553248635975749648-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FUpper-Matecumbe-Key-Cottages.d553248635975749648-aaCottages.Travel-Guide-Accommodation) ## 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) ![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) ![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.ca/Islamorada-Hotels-Hadley-House-Islamorada.h12200.Hotel-Information) ## Find out more about Upper Matecumbe Key ## Upper Matecumbe Key Cottages information | Number of reviews | | | --- | --- | | Accommodation | Cottages | | Lowest Price | | | Highest Price | | ## 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) - [Cottages in Elliott Key](https://www.expedia.ca/Elliott-Key-Cottages.d553248621532652848-aaCottages.Travel-Guide-Accommodation) - [Vacation Homes in Elliott Key](https://www.expedia.ca/Elliott-Key-Private-Vacation-Homes.d553248621532652848-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Townhomes in Elliott Key](https://www.expedia.ca/Elliott-Key-Townhomes.d553248621532652848-aaTownhomes.Travel-Guide-Accommodation) - [Aparthotels in Flamingo](https://www.expedia.ca/Flamingo-Apart-Hotels.d553248635074842070-aaApartHotels.Travel-Guide-Accommodation) - [Chalets in Flamingo](https://www.expedia.ca/Flamingo-Chalets.d553248635074842070-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Flamingo](https://www.expedia.ca/Flamingo-Guest-Houses.d553248635074842070-aaGuestHouses.Travel-Guide-Accommodation) - [Holiday Park Resorts in Flamingo](https://www.expedia.ca/Flamingo-Holiday-Parks.d553248635074842070-aaHolidayParks.Travel-Guide-Accommodation) - [Hostels in Flamingo](https://www.expedia.ca/Flamingo-Hostels.d553248635074842070-aaHostels.Travel-Guide-Accommodation) - [Inns in Flamingo](https://www.expedia.ca/Flamingo-Inns.d553248635074842070-aaInns.Travel-Guide-Accommodation) - [Lodges in Flamingo](https://www.expedia.ca/Flamingo-Lodges.d553248635074842070-aaLodges.Travel-Guide-Accommodation) - [Motels in Flamingo](https://www.expedia.ca/Flamingo-Motels.d553248635074842070-aaMotels.Travel-Guide-Accommodation) - [Resorts in Flamingo](https://www.expedia.ca/Flamingo-Resort-Hotels.d553248635074842070-aaResortHotels.Travel-Guide-Accommodation) - [Hotels near Florida Keys Brewing Co.](https://www.expedia.ca/Florida-Keys-Brewing-Co-Hotels.0-l553248635997958830-0.Travel-Guide-Filter-Hotels) - [Aparthotels in Islamorada](https://www.expedia.ca/Islamorada-Apart-Hotels.d10768-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Islamorada](https://www.expedia.ca/Islamorada-Apartments.d10768-aaApartments.Travel-Guide-Accommodation) - [B&B in Islamorada](https://www.expedia.ca/Islamorada-Bed-And-Breakfast.d10768-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Islamorada](https://www.expedia.ca/Islamorada-Chalets.d10768-aaChalets.Travel-Guide-Accommodation) - [Condo Rentals in Islamorada](https://www.expedia.ca/Islamorada-Condos.d10768-aaCondos.Travel-Guide-Accommodation) - [Cottages in Islamorada](https://www.expedia.ca/Islamorada-Cottages.d10768-aaCottages.Travel-Guide-Accommodation) - [Country Houses in Islamorada](https://www.expedia.ca/Islamorada-Country-House.d10768-aaCountryHouse.Travel-Guide-Accommodation) - [Cruise Ships in Islamorada](https://www.expedia.ca/Islamorada-Cruise-Ships.d10768-aaCruiseShips.Travel-Guide-Accommodation) - [Guest Houses in Islamorada](https://www.expedia.ca/Islamorada-Guest-Houses.d10768-aaGuestHouses.Travel-Guide-Accommodation) - [Holiday Park Resorts in Islamorada](https://www.expedia.ca/Islamorada-Holiday-Parks.d10768-aaHolidayParks.Travel-Guide-Accommodation) - [All Inclusive Resorts and in Islamorada](https://www.expedia.ca/Islamorada-Hotels-All-Inclusive-Hotel.0-0-d10768-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Beach-Hotel.0-0-d10768-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Boutique-Hotel.0-0-d10768-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Cheap-Hotels.0-0-d10768-tCheapHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Family-Hotel.0-0-d10768-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Honeymoon-Hotels.0-0-d10768-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Hotels-With-Free-Airport-Shuttle.0-0-d10768-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Hotels-With-Smoking-Rooms.0-0-d10768-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [Hotels with Waterslides in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Hotels-With-Waterslides.0-0-d10768-tHotelswithWaterslides.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Luxury-Hotel.0-0-d10768-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Marriott Hotels & Resorts in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Marriott-Hotels-Resorts.0-0-d10768--bMarriottHotelsResorts.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Oceanfront-Hotels.0-0-d10768-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Wyndham Hotels in Islamorada](https://www.expedia.ca/Islamorada-Hotels-Wyndham-Hotels.0-0-d10768--bWyndhamHotels.Travel-Guide-Filter-Hotels) - [Islamorada Hotels](https://www.expedia.ca/Islamorada-Hotels.d10768.Travel-Guide-Hotels) - [Houseboats in Islamorada](https://www.expedia.ca/Islamorada-Houseboats.d10768-aaHouseboats.Travel-Guide-Accommodation) - [Inns in Islamorada](https://www.expedia.ca/Islamorada-Inns.d10768-aaInns.Travel-Guide-Accommodation) - [Lodges in Islamorada](https://www.expedia.ca/Islamorada-Lodges.d10768-aaLodges.Travel-Guide-Accommodation) - [Motels in Islamorada](https://www.expedia.ca/Islamorada-Motels.d10768-aaMotels.Travel-Guide-Accommodation) - [Palaces in Islamorada](https://www.expedia.ca/Islamorada-Palaces.d10768-aaPalaces.Travel-Guide-Accommodation) - [Vacation Homes in Islamorada](https://www.expedia.ca/Islamorada-Private-Vacation-Homes.d10768-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Resorts in Islamorada](https://www.expedia.ca/Islamorada-Resort-Hotels.d10768-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Islamorada](https://www.expedia.ca/Islamorada-Townhomes.d10768-aaTownhomes.Travel-Guide-Accommodation) - [Treehouses in Islamorada](https://www.expedia.ca/Islamorada-Treehouses.d10768-aaTreehouses.Travel-Guide-Accommodation) - [Villas in Islamorada](https://www.expedia.ca/Islamorada-Villas.d10768-aaVillas.Travel-Guide-Accommodation) - [Holiday Park Resorts in Lignumvitae Key Botanical State Park](https://www.expedia.ca/Lignumvitae-Key-Botanical-State-Park-Holiday-Parks.d553248621532652349-aaHolidayParks.Travel-Guide-Accommodation) - [Inns in Lignumvitae Key Botanical State Park](https://www.expedia.ca/Lignumvitae-Key-Botanical-State-Park-Inns.d553248621532652349-aaInns.Travel-Guide-Accommodation) - [Rv Parks in Lignumvitae Key Botanical State Park](https://www.expedia.ca/Lignumvitae-Key-Botanical-State-Park-RV-Parks.d553248621532652349-aaRVParks.Travel-Guide-Accommodation) - [Apartments in Lower Matecumbe Key](https://www.expedia.ca/Lower-Matecumbe-Key-Apartments.d553248635975749077-aaApartments.Travel-Guide-Accommodation) - [Motels in Lower Matecumbe Key](https://www.expedia.ca/Lower-Matecumbe-Key-Motels.d553248635975749077-aaMotels.Travel-Guide-Accommodation) - [Rv Parks in Lower Matecumbe Key](https://www.expedia.ca/Lower-Matecumbe-Key-RV-Parks.d553248635975749077-aaRVParks.Travel-Guide-Accommodation) - [Resorts in Lower Matecumbe Key](https://www.expedia.ca/Lower-Matecumbe-Key-Resort-Hotels.d553248635975749077-aaResortHotels.Travel-Guide-Accommodation) - [Aparthotels in Miami Beach](https://www.expedia.ca/Miami-Beach-Apart-Hotels.d8833-aaApartHotels.Travel-Guide-Accommodation) - [Apartments in Miami Beach](https://www.expedia.ca/Miami-Beach-Apartments.d8833-aaApartments.Travel-Guide-Accommodation) - [B&B in Miami Beach](https://www.expedia.ca/Miami-Beach-Bed-And-Breakfast.d8833-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Castles in Miami Beach](https://www.expedia.ca/Miami-Beach-Castles.d8833-aaCastles.Travel-Guide-Accommodation) - [Chalets in Miami Beach](https://www.expedia.ca/Miami-Beach-Chalets.d8833-aaChalets.Travel-Guide-Accommodation) - [Condo Resorts in Miami Beach](https://www.expedia.ca/Miami-Beach-Condominium-Resort.d8833-aaCondominiumResort.Travel-Guide-Accommodation) - [Condo Rentals in Miami Beach](https://www.expedia.ca/Miami-Beach-Condos.d8833-aaCondos.Travel-Guide-Accommodation) - [Cottages in Miami Beach](https://www.expedia.ca/Miami-Beach-Cottages.d8833-aaCottages.Travel-Guide-Accommodation) - [Country Houses in Miami Beach](https://www.expedia.ca/Miami-Beach-Country-House.d8833-aaCountryHouse.Travel-Guide-Accommodation) - [Cruise Ships in Miami Beach](https://www.expedia.ca/Miami-Beach-Cruise-Ships.d8833-aaCruiseShips.Travel-Guide-Accommodation) - [Guest Houses in Miami Beach](https://www.expedia.ca/Miami-Beach-Guest-Houses.d8833-aaGuestHouses.Travel-Guide-Accommodation) - [Holiday Park Resorts in Miami Beach](https://www.expedia.ca/Miami-Beach-Holiday-Parks.d8833-aaHolidayParks.Travel-Guide-Accommodation) - [Hostels in Miami Beach](https://www.expedia.ca/Miami-Beach-Hostels.d8833-aaHostels.Travel-Guide-Accommodation) - [Houseboats in Miami Beach](https://www.expedia.ca/Miami-Beach-Houseboats.d8833-aaHouseboats.Travel-Guide-Accommodation) - [Inns in Miami Beach](https://www.expedia.ca/Miami-Beach-Inns.d8833-aaInns.Travel-Guide-Accommodation) - [Lodges in Miami Beach](https://www.expedia.ca/Miami-Beach-Lodges.d8833-aaLodges.Travel-Guide-Accommodation) - [Motels in Miami Beach](https://www.expedia.ca/Miami-Beach-Motels.d8833-aaMotels.Travel-Guide-Accommodation) - [Palaces in Miami Beach](https://www.expedia.ca/Miami-Beach-Palaces.d8833-aaPalaces.Travel-Guide-Accommodation) - [Pensions in Miami Beach](https://www.expedia.ca/Miami-Beach-Pensions.d8833-aaPensions.Travel-Guide-Accommodation) - [Vacation Homes in Miami Beach](https://www.expedia.ca/Miami-Beach-Private-Vacation-Homes.d8833-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Rv Parks in Miami Beach](https://www.expedia.ca/Miami-Beach-RV-Parks.d8833-aaRVParks.Travel-Guide-Accommodation) - [Ranches in Miami Beach](https://www.expedia.ca/Miami-Beach-Ranches.d8833-aaRanches.Travel-Guide-Accommodation) - [Residences in Miami Beach](https://www.expedia.ca/Miami-Beach-Residences.d8833-aaResidences.Travel-Guide-Accommodation) - [Resorts in Miami Beach](https://www.expedia.ca/Miami-Beach-Resort-Hotels.d8833-aaResortHotels.Travel-Guide-Accommodation) - [Riads in Miami Beach](https://www.expedia.ca/Miami-Beach-Riads.d8833-aaRiads.Travel-Guide-Accommodation) - [Safari Tentalow in Miami Beach](https://www.expedia.ca/Miami-Beach-Safari-Tentalow.d8833-aaSafariTentalow.Travel-Guide-Accommodation) - [Townhomes in Miami Beach](https://www.expedia.ca/Miami-Beach-Townhomes.d8833-aaTownhomes.Travel-Guide-Accommodation) - [Treehouses in Miami Beach](https://www.expedia.ca/Miami-Beach-Treehouses.d8833-aaTreehouses.Travel-Guide-Accommodation) - [Villas in Miami Beach](https://www.expedia.ca/Miami-Beach-Villas.d8833-aaVillas.Travel-Guide-Accommodation) - [Cottages in Plantation Key](https://www.expedia.ca/Plantation-Key-Cottages.d553248635083898347-aaCottages.Travel-Guide-Accommodation) - [Cabin Rentals in Windley Key](https://www.expedia.ca/Windley-Key-Cabins.d553248635976197663-aaCabins.Travel-Guide-Accommodation) - [Inns in Windley Key](https://www.expedia.ca/Windley-Key-Inns.d553248635976197663-aaInns.Travel-Guide-Accommodation) - [Flights to Islamorada](https://www.expedia.ca/Cheap-Flights-To-Islamorada.d10768.Travel-Guide-Flights) - [Flights from Toronto to Islamorada](https://www.expedia.ca/lp/flights/178314/10768/toronto-to-islamorada) - [Hurricane Monument](https://www.expedia.ca/Hurricane-Monument-Matecumbe.d6063543.Vacation-Attraction) - [Islamorada Vacations](https://www.expedia.ca/Islamorada.d10768.Destination-Travel-Guides) - [Visit Islamorada](https://www.expedia.ca/Islamorada.dx10768) - [Car rental Islamorada](https://www.expedia.ca/Car-Rentals-In-Islamorada.d10768.Car-Rental-Guide) - [Convertible Car Rentals in Islamorada](https://www.expedia.ca/Convertible-Car-Rentals-In-Islamorada.d10768-tConvertible.Car-Rental-Guide-Class) - [Sixt Rental Cars in Islamorada](https://www.expedia.ca/Sixt-Car-Rentals-In-Islamorada.d10768-c35.Car-Rental-Guide-Suppliers) - [Islamorada Vacation Rentals](https://www.expedia.ca/Islamorada-Vacation-Rentals.d10768.Travel-Guide-VacationRentals) - [Things to do in Islamorada](https://www.expedia.ca/Things-To-Do-In-Islamorada.d10768.Travel-Guide-Activities) - [Book Cottages in Upper Matecumbe Key on Expedia.com](https://www.expedia.com/Upper-Matecumbe-Key-Cottages.d553248635975749648-aaCottages.Travel-Guide-Accommodation)