Title: Book the Best HISTORIC Hotels in Cross Key Waterways in 2026 | Expedia.ca [Flights to Key Largo](https://expedia.ca/Cheap-Flights-To-Key-Largo.d8369.Travel-Guide-Flights)[Things to do in Key Largo](https://expedia.ca/Things-To-Do-In-Key-Largo.d8369.Travel-Guide-Activities)[Cross Key Waterways Car Rentals](https://expedia.ca/Car-Rentals-In-Cross-Key-Waterways.d553248635976480816.Car-Rental-Guide)[Cross Key Waterways Vacations](https://expedia.ca/Cross-Key-Waterways.d553248635976480816.Destination-Travel-Guides) ![Boats moored in a marina off the Highway 1 in Key Largo, Floriday Keys, Florida, United States.](https://images.trvl-media.com/place/553248635976480816/7291e4bb-f266-4907-b7b1-59d72a523003.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/553248635976480816/7291e4bb-f266-4907-b7b1-59d72a523003.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 availability on Cross Key Waterways Historic Hotels Tonight [Mar 6 - Mar 7](https://www.expedia.ca/Hotel-Search?regionId=553248635976480816&startDate=2026-03-06&endDate=2026-03-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 7 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976480816&startDate=2026-03-07&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248635976480816&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976480816&startDate=2026-03-13&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) No exact matches found, but these alternatives could be just right ## Recommended hotels in Cross Key Waterways ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/17a61bb5.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) ![Front of property](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/13368841.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Treasure Harbor [](https://www.expedia.ca/Islamorada-Hotels-Treasure-Harbor.h91743042.Hotel-Information) Islamorada 9.0/10 Wonderful (138 reviews) "Very peaceful and comfortable stay! Dallas and Hannah were amazing hosts! Thank you so much !" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nick CA $235 CA $457 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Islamorada-Hotels-Treasure-Harbor.h91743042.Hotel-Information) ![Premier Cottage, Bay View | Terrace/patio](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/0c81ecd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dock](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/4deb6af1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Cabin, 1 King Bed, Bay View](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/00031550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, beach towels, kayaking](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/ec70fa51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rock Reef Resort [](https://www.expedia.ca/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information) Rock Harbor 9.2/10 Wonderful (1,107 reviews) "Nice place to spend some time in the Keys conveniently located,clean rooms and helpful staff with excellent views of Bay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Harry CA $333 CA $375 total includes taxes & fees Mar 17 - Mar 18 [](https://www.expedia.ca/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/323dbfbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/da1d792f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Apartment](https://images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/8beb804e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/77268f5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ragged Edge Resort & Marina [](https://www.expedia.ca/Islamorada-Hotels-Ragged-Edge-Resort-Marina.h56952622.Hotel-Information) Islamorada 9.6/10 Exceptional (230 reviews) "Great ocean view!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric CA $349 CA $392 total includes taxes & fees Mar 11 - Mar 12 [](https://www.expedia.ca/Islamorada-Hotels-Ragged-Edge-Resort-Marina.h56952622.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/6000000/5030000/5027500/5027403/59d69f79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/6000000/5030000/5027500/5027403/28719020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pelican Not Pet-Friendly](https://images.trvl-media.com/lodging/6000000/5030000/5027500/5027403/c9fe8afa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite 10 Not Pet-Friendly | Living area](https://images.trvl-media.com/lodging/6000000/5030000/5027500/5027403/85f959a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunset Cove Beach Resort [](https://www.expedia.ca/Key-Largo-Hotels-Sunset-Cove-Beach-Resort.h5027403.Hotel-Information) Key Largo 9.0/10 Wonderful (1,009 reviews) "I enjoyed staying here, very cute hotel on the beach " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emi CA $332 CA $374 total includes taxes & fees Mar 22 - Mar 23 [](https://www.expedia.ca/Key-Largo-Hotels-Sunset-Cove-Beach-Resort.h5027403.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/112000000/111560000/111555900/111555855/2a78a3da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111560000/111555900/111555855/ae480c3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111560000/111555900/111555855/111c3207.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111560000/111555900/111555855/9aaf0d80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seafarer Key Largo [](https://www.expedia.ca/Key-Largo-Hotels-Seafarer-Key-Largo.h111555855.Hotel-Information) Rock Harbor 9.4/10 Exceptional (156 reviews) "Clean room, friendly staff " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Quaid CA $305 CA $363 total includes taxes & fees Mar 8 - Mar 9 [](https://www.expedia.ca/Key-Largo-Hotels-Seafarer-Key-Largo.h111555855.Hotel-Information) ![Aerial view](https://images.trvl-media.com/lodging/1000000/20000/13800/13719/e2f3e092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Studio Suite | Balcony](https://images.trvl-media.com/lodging/1000000/20000/13800/13719/5d36f90b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Down comforters, in-room safe, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/13800/13719/5b8386c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/13800/13719/de0ac7bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterside Suites & Marina [](https://www.expedia.ca/Key-Largo-Hotels-Waterside-Suites-Marina.h13719.Hotel-Information) Key Largo 9.0/10 Wonderful (1,236 reviews) "Beautiful setting." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeri CA $252 CA $323 total includes taxes & fees Mar 11 - Mar 12 [](https://www.expedia.ca/Key-Largo-Hotels-Waterside-Suites-Marina.h13719.Hotel-Information) ![Beach/ocean view](https://images.trvl-media.com/lodging/11000000/10990000/10985700/10985658/59d87217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private beach, white sand, sun loungers, beach towels](https://images.trvl-media.com/lodging/11000000/10990000/10985700/10985658/5b866117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/11000000/10990000/10985700/10985658/657544f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/11000000/10990000/10985700/10985658/d813ee44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bay Harbor Lodge [](https://www.expedia.ca/Key-Largo-Hotels-Bay-Harbor-Lodge.h10985658.Hotel-Information) Rock Harbor 9.4/10 Exceptional (670 reviews) "Clean, quiet " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Thomas CA $335 CA $377 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Key-Largo-Hotels-Bay-Harbor-Lodge.h10985658.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/11000000/10980000/10977100/10977095/5adafa75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Grand Lodge | Lanai](https://images.trvl-media.com/lodging/11000000/10980000/10977100/10977095/f9982e4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Grand Lodge | Living area](https://images.trvl-media.com/lodging/11000000/10980000/10977100/10977095/6076fc3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Grand Lodge | Beach/ocean view](https://images.trvl-media.com/lodging/11000000/10980000/10977100/10977095/50ab344b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Largo Resort [](https://www.expedia.ca/Key-Largo-Hotels-Largo-Resort.h10977095.Hotel-Information) Key Largo 9.4/10 Exceptional (300 reviews) "Alex was amazing and highly recommend for future stays. Bungalow serenity was so nice and spacious. Had some trouble with the getting the TV to work but the pool and views was stunning. A great place to get away from everyday stresses and relax. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kevin CA $344 CA $477 total includes taxes & fees Apr 5 - Apr 6 [](https://www.expedia.ca/Key-Largo-Hotels-Largo-Resort.h10977095.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/4743fa46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fishing](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/371bf8f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/d461c69c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![BBQ/picnic area](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/a7493794.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Creekside Inn [](https://www.expedia.ca/Tavernier-Hotels-Creekside-Inn-Islamorada.h1576773.Hotel-Information) Tavernier 7.8/10 Good (1,019 reviews) "Room was clean, spacious with a wonderful canal view. " ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Richard CA $327 CA $368 total includes taxes & fees Apr 2 - Apr 3 [](https://www.expedia.ca/Tavernier-Hotels-Creekside-Inn-Islamorada.h1576773.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/31000000/30220000/30216000/30215914/aba51715.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/31000000/30220000/30216000/30215914/8f845907.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![King, Non Smoking](https://images.trvl-media.com/lodging/31000000/30220000/30216000/30215914/037b040a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/31000000/30220000/30216000/30215914/328193c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Key Largo Inn [](https://www.expedia.ca/Key-Largo-Hotels-Key-Largo-Inn.h30215914.Hotel-Information) Key Largo 6.6/10 (1,008 reviews) "Staff was great, and the room was clean, it is an older building that is a quaint facility, as long as you are realistic it is a great place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Howard CA $233 CA $263 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Key-Largo-Hotels-Key-Largo-Inn.h30215914.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=2026-03-21&endDate=2026-03-22®ionId=553248635976480816&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Cross Key Waterways Hotel Reviews ![Bayside Inn Key Largo](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/ad31d180_y.jpg) ### Bayside Inn Key Largo 2/10 Terrible "Room was covered in bleach when we arrive and the floor were sticky and popping up. The smell of mildew and mold were so potent we ended up getting sick after two nights and had to leave before our check out date due to our symptoms. Told the girl at the front desk and she said a manger would call, never got a call yet. " [](https://expedia.ca/Key-Largo-Hotels-Bayside-Inn-Key-Largo.h22657.Hotel-Information) ## Frequently asked questions ### What should I expect on my historical trip to Cross Key Waterways? ### How many historical hotels are there in Cross Key Waterways? ### What are the top historical places and other sights in Cross Key Waterways? ### What is a historic hotel like in Cross Key Waterways? ### What is the difference between a historic hotel and a heritage hotel? ### Do historic hotels in Cross Key Waterways have modern facilities? ## Explore a world of travel with Expedia - Lodging - More ways to book - [Oceanfront Hotels in Anglers Park ](https://www.expedia.ca/Anglers-Park-Key-Largo-Hotels-Oceanfront-Hotels.0-n553248635976468912-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Brickell ](https://www.expedia.ca/Brickell-Miami-Hotels-Adults-Only-Resorts.0-n6240961-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Casino Hotels in Brickell ](https://www.expedia.ca/Brickell-Miami-Hotels-Casino-Hotel.0-n6240961-0-tCasinoHotel.Travel-Guide-Filter-Hotels) - 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