Title: Islamorada Guest Houses from CA $152 | Expedia.ca [Islamorada Travel Guide](https://expedia.ca/Islamorada.dx10768)[Hotels in Islamorada](https://expedia.ca/Islamorada-Hotels.d10768.Travel-Guide-Hotels)[Vacation Rentals in Islamorada](https://expedia.ca/Islamorada-Vacation-Rentals.d10768.Travel-Guide-VacationRentals)[Flights to Islamorada](https://expedia.ca/Cheap-Flights-To-Islamorada.d10768.Travel-Guide-Flights)[Things to do in Islamorada](https://expedia.ca/Things-To-Do-In-Islamorada.d10768.Travel-Guide-Activities)[Islamorada Car Rentals](https://expedia.ca/Car-Rentals-In-Islamorada.d10768.Car-Rental-Guide)[Islamorada Vacation Packages](https://expedia.ca/Islamorada.d10768.Destination-Travel-Guides) ![Islamorada which includes tropical scenes and a sandy beach](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63860-Islamorada.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Guest Houses in Islamorada from CA $152 ![](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 Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=10768&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Islamorada Guest Houses ![Exterior](https://images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/b0a43673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dock](https://images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/b27f4d1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/b442c959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/67c8f76f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ragged Edge Resort & Marina Islamorada 9.4/10 Exceptional (194) "We enjoyed our stay very much and have already recommended this hotel to friends. Thanks for accommodating our check in and check out. " CA $135 CA $152 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Islamorada-Hotels-Ragged-Edge-Resort-Marina.h56952622.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/11000000/10540000/10531800/10531753/ac0b6e27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10540000/10531800/10531753/724424f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Waterview King (26)](https://images.trvl-media.com/lodging/11000000/10540000/10531800/10531753/fd4b899f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Villa, 1 Bedroom, Kitchen (25) | Terrace/patio](https://images.trvl-media.com/lodging/11000000/10540000/10531800/10531753/0c8ddcdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coconut Bay Resort Key Largo Key Largo 9.6/10 Exceptional (188) "beautiful place." CA $259 CA $292 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Key-Largo-Hotels-Coconut-Bay-Resort-Key-Largo.h10531753.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=2025-10-26&endDate=2025-10-27®ionId=10768&adults=2&lodging=GUEST_HOUSE&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%2FIslamorada-Guest-Houses.d10768-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FIslamorada-Guest-Houses.d10768-aaGuestHouses.Travel-Guide-Accommodation) ## Top Islamorada Hotel Reviews ![Sunset Inn](//images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/25606792_y.jpg) ### Sunset Inn 10/10 Excellent "Staff was very friendly and room was very clean. Location was ideal for our needs. " [](https://expedia.ca/Islamorada-Hotels-Sunset-Inn.h30568049.Hotel-Information) ![Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort](//images.trvl-media.com/lodging/1000000/20000/11900/11864/d10a018b_y.jpg) ### Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort 10/10 Excellent "view was great ,service was great also" [](https://expedia.ca/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.Hotel-Information) ![Treasure Harbor](//images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/12c235b3_y.jpg) ### Treasure Harbor 10/10 Excellent "We just returned from a fantastic stay at the Treasure Harbor Boat House rental, and it was such a unique and incredibly relaxing experience. ​The highlight for us was the private porch. We spent so much time sitting out there, enjoying the peaceful atmosphere and watching nature—we even got to see manatees swimming by, which was amazing! The boat house is quiet and cozy, and it truly offered the romantic, unique getaway we were hoping for. We loved having the kitchen to cook meals in, making it feel just like home. ​The only minor challenge we faced was with the air conditioning. It wasn't the coldest, and it was a bit hard to keep a comfortable temperature during the September heat. ​Despite the small A/C issue, we absolutely loved our stay and would highly recommend this rental to anyone looking for a distinctive and peaceful retreat!" [](https://expedia.ca/Islamorada-Hotels-Treasure-Harbor.h91743042.Hotel-Information) ![La Siesta Resort & Villas](//images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/eda54a36_y.jpg) ### La Siesta Resort & Villas 10/10 Excellent "Excelent service " [](https://expedia.ca/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information) ![Pines & Palms Resort](//images.trvl-media.com/lodging/1000000/1000000/990500/990422/6ac4045c_y.jpg) ### Pines & Palms Resort 10/10 Excellent "Yes and yes. Loved this place. " [](https://expedia.ca/Islamorada-Hotels-Pines-Palms-Resort.h990422.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 "Super " [](https://expedia.ca/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 "My son and his new wife had an amazing time on their honeymoon! They said everything was top notch and have gone on & on about what an amazing time they had! ⭐️⭐️⭐️⭐️⭐️" [](https://expedia.ca/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) ![Ragged Edge Resort & Marina](//images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/b0a43673_y.jpg) ### Ragged Edge Resort & Marina 10/10 Excellent "Super clean and great! Would definitely stay again." [](https://expedia.ca/Islamorada-Hotels-Ragged-Edge-Resort-Marina.h56952622.Hotel-Information) ![Cheeca Lodge & Spa](//images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg) ### Cheeca Lodge & Spa 10/10 Excellent "Staff was extremely accommodating, Property is stunning with numerous activities. " [](https://expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ## Find out more about Islamorada ## Islamorada Guest Houses information | Number of reviews | 382 | | --- | --- | | Accommodation | 2 Guest Houses | | Lowest Price | CA $152 | | Highest Price | CA $292 | ## Explore a world of travel with Expedia - Lodging - Packages - Cars - Other - More ways to book - [Hotels near Bud n' Mary's Dive Center](https://www.expedia.ca/Bud-N-Marys-Dive-Center-Hotels.0-l6069243-0.Travel-Guide-Filter-Hotels) - [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) - [Apartments in Layton](https://www.expedia.ca/Layton-Apartments.d6177793-aaApartments.Travel-Guide-Accommodation) - [Motels in Layton](https://www.expedia.ca/Layton-Motels.d6177793-aaMotels.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) - [Cabin Rentals in Lower Arsnicker Keys](https://www.expedia.ca/Lower-Arsnicker-Keys-Cabins.d553248635975748872-aaCabins.Travel-Guide-Accommodation) - [Cottages in Lower Arsnicker Keys](https://www.expedia.ca/Lower-Arsnicker-Keys-Cottages.d553248635975748872-aaCottages.Travel-Guide-Accommodation) - [Guest Houses in Lower Arsnicker Keys](https://www.expedia.ca/Lower-Arsnicker-Keys-Guest-Houses.d553248635975748872-aaGuestHouses.Travel-Guide-Accommodation) - [Vacation Homes in Lower Arsnicker Keys](https://www.expedia.ca/Lower-Arsnicker-Keys-Private-Vacation-Homes.d553248635975748872-aaPrivateVacationHomes.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) - [Adults Only Resorts & in Matecumbe](https://www.expedia.ca/Matecumbe-Islamorada-Hotels-Adults-Only-Resorts.0-n855587555438403584-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Matecumbe](https://www.expedia.ca/Matecumbe-Islamorada-Hotels-All-Inclusive-Hotel.0-n855587555438403584-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Matecumbe](https://www.expedia.ca/Matecumbe-Islamorada-Hotels-Beach-Hotel.0-n855587555438403584-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Family Hotels in Matecumbe](https://www.expedia.ca/Matecumbe-Islamorada-Hotels-Family-Hotel.0-n855587555438403584-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Matecumbe](https://www.expedia.ca/Matecumbe-Islamorada-Hotels-Luxury-Hotel.0-n855587555438403584-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Matecumbe](https://www.expedia.ca/Matecumbe-Islamorada-Hotels-Oceanfront-Hotels.0-n855587555438403584-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Matecumbe](https://www.expedia.ca/Matecumbe-Islamorada-Hotels-Pet-Friendly-Hotel.0-n855587555438403584-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Matecumbe Hotels](https://www.expedia.ca/Matecumbe-Islamorada-Hotels.0-n855587555438403584-0.Travel-Guide-Filter-Hotels) - [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) - [Inns in Plantation Key](https://www.expedia.ca/Plantation-Key-Inns.d553248635083898347-aaInns.Travel-Guide-Accommodation) - [Aparthotels in Tavernier](https://www.expedia.ca/Tavernier-Apart-Hotels.d10047-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Tavernier](https://www.expedia.ca/Tavernier-Bed-And-Breakfast.d10047-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Tavernier](https://www.expedia.ca/Tavernier-Chalets.d10047-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Tavernier](https://www.expedia.ca/Tavernier-Guest-Houses.d10047-aaGuestHouses.Travel-Guide-Accommodation) - [Inns in Tavernier](https://www.expedia.ca/Tavernier-Inns.d10047-aaInns.Travel-Guide-Accommodation) - [Lodges in Tavernier](https://www.expedia.ca/Tavernier-Lodges.d10047-aaLodges.Travel-Guide-Accommodation) - [Motels in Tavernier](https://www.expedia.ca/Tavernier-Motels.d10047-aaMotels.Travel-Guide-Accommodation) - [Pousadas in Tavernier](https://www.expedia.ca/Tavernier-Pousadas.d10047-aaPousadas.Travel-Guide-Accommodation) - [Resorts in Tavernier](https://www.expedia.ca/Tavernier-Resort-Hotels.d10047-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Tavernier](https://www.expedia.ca/Tavernier-Townhomes.d10047-aaTownhomes.Travel-Guide-Accommodation) - [Treehouses in Tavernier](https://www.expedia.ca/Tavernier-Treehouses.d10047-aaTreehouses.Travel-Guide-Accommodation) - [Beach Hotel Hotels in Upper Matecumbe Key](https://www.expedia.ca/Upper-Matecumbe-Key-Hotels-Beach-Hotel.0-0-d553248635975749648-tBeachHotel.Travel-Guide-Filter-Hotels) - [Hersha Hospitality Hotels in Upper Matecumbe Key](https://www.expedia.ca/Upper-Matecumbe-Key-Hotels-Hersha-Hospitality.0-0-d553248635975749648--bHershaHospitality.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Upper Matecumbe Key](https://www.expedia.ca/Upper-Matecumbe-Key-Hotels-Luxury-Hotel.0-0-d553248635975749648-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Upper Matecumbe Key Hotels](https://www.expedia.ca/Upper-Matecumbe-Key-Hotels.d553248635975749648.Travel-Guide-Hotels) - [Vacation Homes in Upper Matecumbe Key](https://www.expedia.ca/Upper-Matecumbe-Key-Private-Vacation-Homes.d553248635975749648-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Resorts in Upper Matecumbe Key](https://www.expedia.ca/Upper-Matecumbe-Key-Resort-Hotels.d553248635975749648-aaResortHotels.Travel-Guide-Accommodation) - [Cabin Rentals in Windley Key](https://www.expedia.ca/Windley-Key-Cabins.d553248635976197663-aaCabins.Travel-Guide-Accommodation) - [Hotels near Windley Key Fossil Reef Geological State Park](https://www.expedia.ca/Windley-Key-Fossil-Reef-Geological-State-Park-Hotels.0-l6282211-0.Travel-Guide-Filter-Hotels) - [Windley Key Hotels](https://www.expedia.ca/Windley-Key-Hotels.d553248635976197663.Travel-Guide-Hotels) - [Inns in Windley Key](https://www.expedia.ca/Windley-Key-Inns.d553248635976197663-aaInns.Travel-Guide-Accommodation) - [History of Diving Museum](https://www.expedia.ca/History-Of-Diving-Museum-Matecumbe.d6069257.Vacation-Attraction) - [Hurricane Monument](https://www.expedia.ca/Hurricane-Monument-Matecumbe.d6063543.Vacation-Attraction) - [Visit Matecumbe](https://www.expedia.ca/Islamorada-Matecumbe.dx855587555438403584) - [Visit Upper Matecumbe Key](https://www.expedia.ca/Upper-Matecumbe-Key.dx553248635975749648) - [Windley Key Fossil Reef Geological State Park](https://www.expedia.ca/Windley-Key-Fossil-Reef-Geological-State-Park-Islamorada.d6282211.Vacation-Attraction) - [Drive-A-Matic Rental Cars in Windley Key](https://www.expedia.ca/Drive-A-Matic-Car-Rentals-In-Windley-Key.d553248635976197663-c1082.Car-Rental-Guide-Suppliers) - [Easirent.com Rental Cars in Upper Matecumbe Key](https://www.expedia.ca/Easirentcom-Car-Rentals-In-Upper-Matecumbe-Key.d553248635975749648-c1017.Car-Rental-Guide-Suppliers) - [Sicily By Car Rental Cars in Windley Key](https://www.expedia.ca/Sicily-By-Car-Car-Rentals-In-Windley-Key.d553248635976197663-c1048.Car-Rental-Guide-Suppliers) - [Things to do in Windley Key](https://www.expedia.ca/Things-To-Do-In-Windley-Key.d553248635976197663.Travel-Guide-Activities) - [Book Guest Houses in Islamorada on Expedia.com](https://www.expedia.com/Islamorada-Guest-Houses.d10768-aaGuestHouses.Travel-Guide-Accommodation)