Title: Book the Best HISTORIC Hotels in Cudjoe Key in 2025 | Expedia.ca [Cudjoe Key Travel Guide](https://expedia.ca/Cudjoe-Key.dx3000430966)[Hotels in Cudjoe Key](https://expedia.ca/Cudjoe-Key-Hotels.d3000430966.Travel-Guide-Hotels)[Vacation Rentals in Cudjoe Key](https://expedia.ca/Cudjoe-Key-Vacation-Rentals.d3000430966.Travel-Guide-VacationRentals)[Flights to Cudjoe Key](https://expedia.ca/Cheap-Flights-To-Cudjoe-Key.d3000430966.Travel-Guide-Flights)[Things to do in Cudjoe Key](https://expedia.ca/Things-To-Do-In-Cudjoe-Key.d3000430966.Travel-Guide-Activities)[Cudjoe Key Car Rentals](https://expedia.ca/Car-Rentals-In-Cudjoe-Key.d3000430966.Car-Rental-Guide)[Cudjoe Key Vacation Packages](https://expedia.ca/Cudjoe-Key.d3000430966.Destination-Travel-Guides) ![Venture Out in Cudjoe Key, Florida Keys. ](https://images.trvl-media.com/place/3000430966/daf5ff89-9933-4bcf-aacf-f9b64b3fe505.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Cudjoe Key, FL from CA $442 - ![](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 Cudjoe Key Historic Hotels Tonight [Nov 29 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=3000430966&startDate=2025-11-29&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 30 - Dec 1](https://www.expedia.ca/Hotel-Search?regionId=3000430966&startDate=2025-11-30&endDate=2025-12-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=3000430966&startDate=2025-12-05&endDate=2025-12-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=3000430966&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cudjoe Key Historic Hotels ![Pool](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/6e8a6b91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/10da66f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/88047f08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/ec0614f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage with Pool and Dockage, just minutes to Key West Cudjoe Key 9.2/10 Wonderful (161) "Great property,Great location. Will definitely stay there again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roy F. CA $210 CA $442 total includes taxes & fees Dec 6 - Dec 7 [](https://www.expedia.ca/Summerland-Key-Hotels-Cottage-With-Pool-And-Dockage.h33389096.Hotel-Information) ![Balcony](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/0c89d58b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/7c5d926a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/3835dc3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/b25eb073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Just 20 miles from Key West! Oceanfront, dockage, swimming pool Cutthroat Harbor Estates 8.4/10 Very good (118) "Great experience " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peyton S. CA $314 CA $749 total includes taxes & fees Dec 6 - Dec 7 [](https://www.expedia.ca/Summerland-Key-Hotels-Just-20-Miles-From-Key-West-Oceanfront.h33547859.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/32000000/31900000/31892700/31892617/9d11031b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/32000000/31900000/31892700/31892617/d6954c4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/32000000/31900000/31892700/31892617/156e79e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/32000000/31900000/31892700/31892617/f7bd180e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED Stock Island 9.8/10 Exceptional (115) "Great location, close to everything family had a great time." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) rafael m. CA $377 CA $830 total includes taxes & fees Dec 2 - Dec 3 [](https://www.expedia.ca/Key-West-Hotels-Luxury-22-12-AVAILABLE-APRIL-2024.h31892617.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=2025-12-13&endDate=2025-12-14®ionId=3000430966&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_3000430966) ## Top Cudjoe Key Hotel Reviews ![DoubleTree Resort by Hilton Grand Key - Key West](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/cefb5fc2_y.jpg) ### DoubleTree Resort by Hilton Grand Key - Key West 10/10 Excellent "." [](https://expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) ![Hilton Garden Inn Key West / The Keys Collection](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/449c6937_y.jpg) ### Hilton Garden Inn Key West / The Keys Collection 10/10 Excellent "Room was spotless, staff was terrific. Checked on our stay and asked if any problems. Roosters wereloud, but the earplug gift was worth it and known!! Loved it" [](https://expedia.ca/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information) ![Oceans Edge Key West Resort, Hotel & Marina](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907_y.jpg) ### Oceans Edge Key West Resort, Hotel & Marina 10/10 Excellent "Nice resort. Good food. Nice pool. Friendly staff." [](https://expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) ![Blue Flamingo Resort Key West](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1_y.jpg) ### Blue Flamingo Resort Key West 10/10 Excellent "Nice room. Friendly staff. Great ocean views. " [](https://expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![Courtyard by Marriott Key West Waterfront](https://images.trvl-media.com/lodging/1000000/670000/663200/663132/f56e20a1_y.jpg) ### Courtyard by Marriott Key West Waterfront 10/10 Excellent "Great stay" [](https://expedia.ca/Key-West-Hotels-Courtyard-By-Marriott-Key-West-Waterfront.h663132.Hotel-Information) ![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg) ### Beachside Resort & Residences 10/10 Excellent "Beautiful " [](https://expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![Parrot Key Hotel & Villas](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/67735d0c_y.jpg) ### Parrot Key Hotel & Villas 10/10 Excellent "The room was spacious and clean, my husband and I loved the balcony looking toward the marina 😍 perfect spot to seat down and have our morning coffee, the staff was responsive, efficient and kind! Great location, quiet but a short drive from the main places of interest. " [](https://expedia.ca/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information) ![Hyatt Vacation Club at Windward Pointe, Key West](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e_y.jpg) ### Hyatt Vacation Club at Windward Pointe, Key West 10/10 Excellent "Friendly staff and clean" [](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information) ![Hyatt Vacation Club at Beach House, Key West](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/fc0a2a7e_y.jpg) ### Hyatt Vacation Club at Beach House, Key West 10/10 Excellent "fantastic property loved our stay. great view from balcony" [](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - [Cheap Hotels in Bahia Honda Key](https://www.expedia.ca/Bahia-Honda-Key-Hotels-Cheap-Hotels.0-0-d553248635083902001-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Bahia Honda Key](https://www.expedia.ca/Bahia-Honda-Key-Hotels-Luxury-Hotel.0-0-d553248635083902001-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Cutthroat Harbor Estates](https://www.expedia.ca/Cutthroat-Harbor-Estates-Summerland-Key-Hotels-Pet-Friendly-Hotel.0-n553248635976481702-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Flamingo](https://www.expedia.ca/Flamingo-Hotels-Adults-Only-Resorts.0-0-d553248635074842070-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Flamingo](https://www.expedia.ca/Flamingo-Hotels-Beach-Hotel.0-0-d553248635074842070-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Flamingo](https://www.expedia.ca/Flamingo-Hotels-Boutique-Hotel.0-0-d553248635074842070-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Flamingo](https://www.expedia.ca/Flamingo-Hotels-Casino-Hotel.0-0-d553248635074842070-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Flamingo](https://www.expedia.ca/Flamingo-Hotels-Couples-Resorts-Hotels.0-0-d553248635074842070-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Golf Hotels in Flamingo](https://www.expedia.ca/Flamingo-Hotels-Golf-Hotel.0-0-d553248635074842070-tGolfHotel.Travel-Guide-Filter-Hotels) - [Historic Hotels in Flamingo](https://www.expedia.ca/Flamingo-Hotels-Historic-Hotel.0-0-d553248635074842070-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Flamingo](https://www.expedia.ca/Flamingo-Hotels-Hotel-With-Pool.0-0-d553248635074842070-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with Wifi in Flamingo](https://www.expedia.ca/Flamingo-Hotels-Hotel-With-Wifi.0-0-d553248635074842070-tHotelwithwifi.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Flamingo](https://www.expedia.ca/Flamingo-Hotels-Hotels-With-Free-Breakfast.0-0-d553248635074842070-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Flamingo](https://www.expedia.ca/Flamingo-Hotels-Hotels-With-Hot-Tubs.0-0-d553248635074842070-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Flamingo](https://www.expedia.ca/Flamingo-Hotels-Hotels-With-Indoor-Pool.0-0-d553248635074842070-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in Flamingo](https://www.expedia.ca/Flamingo-Hotels-Hotels-With-Kitchenettes.0-0-d553248635074842070-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in Flamingo](https://www.expedia.ca/Flamingo-Hotels-Hotels-With-Smoking-Rooms.0-0-d553248635074842070-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Flamingo](https://www.expedia.ca/Flamingo-Hotels-LGBT-Friendly-Hotel.0-0-d553248635074842070-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Flamingo](https://www.expedia.ca/Flamingo-Hotels-Mountain-Hotels.0-0-d553248635074842070-tMountainHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Flamingo](https://www.expedia.ca/Flamingo-Hotels-Oceanfront-Hotels.0-0-d553248635074842070-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Spa Hotels in Flamingo](https://www.expedia.ca/Flamingo-Hotels-Spa-Hotel.0-0-d553248635074842070-tSpaHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Flamingo](https://www.expedia.ca/Flamingo-Hotels-Waterpark-Hotels.0-0-d553248635074842070-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Flamingo](https://www.expedia.ca/Flamingo-Hotels-Wedding-Hotels.0-0-d553248635074842070-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Key Largo](https://www.expedia.ca/Key-Largo-Hotels-Hotels-With-Balconies.0-0-d8369-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Hotels with Bar in Key Largo](https://www.expedia.ca/Key-Largo-Hotels-Hotels-With-Bar.0-0-d8369-tHotelswithBar.Travel-Guide-Filter-Hotels) - [Hotels with Childcare in Key Largo](https://www.expedia.ca/Key-Largo-Hotels-Hotels-With-Childcare.0-0-d8369-tHotelswithChildcare.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Key Largo](https://www.expedia.ca/Key-Largo-Hotels-Hotels-With-Hot-Tubs.0-0-d8369-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Key Largo](https://www.expedia.ca/Key-Largo-Hotels-Waterpark-Hotels.0-0-d8369-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Business Hotels in Key West Historic District](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-Business-Hotel.0-n6281809-0-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Green Hotels in Key West Historic District](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-Green-Sustainable.0-n6281809-0-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Hotels with Childcare in Key West Historic District](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-Hotels-With-Childcare.0-n6281809-0-tHotelswithChildcare.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in Key West Historic District](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-Hotels-With-Smoking-Rooms.0-n6281809-0-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [Hotels with Tennis Courts in Key West Historic District](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-Hotels-With-Tennis-Courts.0-n6281809-0-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - [Lake Hotels in Key West Historic District](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels-Lake-Hotels.0-n6281809-0-tLakeHotels.Travel-Guide-Filter-Hotels) - [Business Hotels in Key West](https://www.expedia.ca/Key-West-Hotels-Business-Hotel.0-0-d1187-tBusinessHotel.Travel-Guide-Filter-Hotels) - [Green Hotels in Key West](https://www.expedia.ca/Key-West-Hotels-Green-Sustainable.0-0-d1187-tGreenSustainable.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Key West](https://www.expedia.ca/Key-West-Hotels-Hotel-With-Early-Check-In.0-0-d1187-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Key West](https://www.expedia.ca/Key-West-Hotels-Hotels-With-Balconies.0-0-d1187-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Hotels with Bar in Key West](https://www.expedia.ca/Key-West-Hotels-Hotels-With-Bar.0-0-d1187-tHotelswithBar.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in Key West](https://www.expedia.ca/Key-West-Hotels-Hotels-With-Indoor-Pool.0-0-d1187-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Lake Hotels in Key West](https://www.expedia.ca/Key-West-Hotels-Lake-Hotels.0-0-d1187-tLakeHotels.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Key West](https://www.expedia.ca/Key-West-Hotels-Mountain-Hotels.0-0-d1187-tMountainHotels.Travel-Guide-Filter-Hotels) - [Shopping Hotels in Key West](https://www.expedia.ca/Key-West-Hotels-Shopping-Hotel.0-0-d1187-tShoppingHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Key West](https://www.expedia.ca/Key-West-Hotels-Waterpark-Hotels.0-0-d1187-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in Key West](https://www.expedia.ca/Key-West-Hotels-Winery-Hotel.0-0-d1187-tWineryHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Lower Keys](https://www.expedia.ca/Lower-Keys-Hotels-Cheap-Hotels.0-0-d553248621593965863-tCheapHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Lower Keys](https://www.expedia.ca/Lower-Keys-Hotels-Family-Hotel.0-0-d553248621593965863-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Historic Hotels in Lower Keys](https://www.expedia.ca/Lower-Keys-Hotels-Historic-Hotel.0-0-d553248621593965863-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in Lower Keys](https://www.expedia.ca/Lower-Keys-Hotels-Hotels-With-Smoking-Rooms.0-0-d553248621593965863-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Lower Keys](https://www.expedia.ca/Lower-Keys-Hotels-Luxury-Hotel.0-0-d553248621593965863-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Lower Keys](https://www.expedia.ca/Lower-Keys-Hotels-Pet-Friendly-Hotel.0-0-d553248621593965863-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Marathon](https://www.expedia.ca/Marathon-Hotels-Waterpark-Hotels.0-0-d2437-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Melody Key](https://www.expedia.ca/Melody-Key-Hotels-Luxury-Hotel.0-0-d553248635975749341-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Ramrod Key](https://www.expedia.ca/Ramrod-Key-Hotels-Beach-Hotel.0-0-d6156102-tBeachHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Sugarloaf Key](https://www.expedia.ca/Sugarloaf-Key-Hotels-Adults-Only-Resorts.0-0-d183126-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Sugarloaf Key](https://www.expedia.ca/Sugarloaf-Key-Hotels-Beach-Hotel.0-0-d183126-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Sugarloaf Key](https://www.expedia.ca/Sugarloaf-Key-Hotels-Boutique-Hotel.0-0-d183126-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Sugarloaf Key](https://www.expedia.ca/Sugarloaf-Key-Hotels-Golf-Hotel.0-0-d183126-tGolfHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Lazy River in Sugarloaf Key](https://www.expedia.ca/Sugarloaf-Key-Hotels-Hotels-With-A-Lazy-River.0-0-d183126-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Sugarloaf Key](https://www.expedia.ca/Sugarloaf-Key-Hotels-Luxury-Hotel.0-0-d183126-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Sugarloaf Key](https://www.expedia.ca/Sugarloaf-Key-Hotels-Mountain-Hotels.0-0-d183126-tMountainHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Sugarloaf Key](https://www.expedia.ca/Sugarloaf-Key-Hotels-Oceanfront-Hotels.0-0-d183126-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Sugarloaf Key](https://www.expedia.ca/Sugarloaf-Key-Hotels-Pet-Friendly-Hotel.0-0-d183126-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Sugarloaf Key](https://www.expedia.ca/Sugarloaf-Key-Hotels-Spa-Hotel.0-0-d183126-tSpaHotel.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Sugarloaf Shores](https://www.expedia.ca/Sugarloaf-Shores-Summerland-Key-Hotels-Adults-Only-Resorts.0-n6270983-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Summerland Key](https://www.expedia.ca/Summerland-Key-Hotels-Adults-Only-Resorts.0-0-d6177802-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Summerland Key](https://www.expedia.ca/Summerland-Key-Hotels-All-Inclusive-Hotel.0-0-d6177802-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Summerland Key](https://www.expedia.ca/Summerland-Key-Hotels-Beach-Hotel.0-0-d6177802-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Summerland Key](https://www.expedia.ca/Summerland-Key-Hotels-Cheap-Hotels.0-0-d6177802-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Summerland Key](https://www.expedia.ca/Summerland-Key-Hotels-Hotel-With-Pool.0-0-d6177802-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Summerland Key](https://www.expedia.ca/Summerland-Key-Hotels-Hotels-With-Free-Breakfast.0-0-d6177802-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in Summerland Key](https://www.expedia.ca/Summerland-Key-Hotels-Hotels-With-Kitchenettes.0-0-d6177802-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Summerland Key](https://www.expedia.ca/Summerland-Key-Hotels-Luxury-Hotel.0-0-d6177802-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Summerland Key](https://www.expedia.ca/Summerland-Key-Hotels-Oceanfront-Hotels.0-0-d6177802-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Summerland Key](https://www.expedia.ca/Summerland-Key-Hotels-Waterpark-Hotels.0-0-d6177802-tWaterparkHotels.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Adults-Only-Resorts.0-n553248635976481798-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-All-Inclusive-Hotel.0-n553248635976481798-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Beach-Hotel.0-n553248635976481798-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Boutique-Hotel.0-n553248635976481798-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Casino-Hotel.0-n553248635976481798-0-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Cheap-Hotels.0-n553248635976481798-0-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Couples-Resorts-Hotels.0-n553248635976481798-0-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Family-Hotel.0-n553248635976481798-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Golf Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Golf-Hotel.0-n553248635976481798-0-tGolfHotel.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Honeymoon-Hotels.0-n553248635976481798-0-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with Early Check-in in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Hotel-With-Early-Check-In.0-n553248635976481798-0-thotelwithearlycheckin.Travel-Guide-Filter-Hotels) - [Hotels with a Lazy River in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Hotels-With-A-Lazy-River.0-n553248635976481798-0-tHotelswithaLazyRiver.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Hotels-With-Balconies.0-n553248635976481798-0-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Hotels-With-Smoking-Rooms.0-n553248635976481798-0-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [Hotels with Tennis Courts in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Hotels-With-Tennis-Courts.0-n553248635976481798-0-tHotelswithTennisCourts.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Luxury-Hotel.0-n553248635976481798-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Mountain-Hotels.0-n553248635976481798-0-tMountainHotels.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Oceanfront-Hotels.0-n553248635976481798-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Pet-Friendly-Hotel.0-n553248635976481798-0-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Romantic-Hotel.0-n553248635976481798-0-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Shopping Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Shopping-Hotel.0-n553248635976481798-0-tShoppingHotel.Travel-Guide-Filter-Hotels) - [Ski Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Ski-Hotel.0-n553248635976481798-0-tSkiHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Spa-Hotel.0-n553248635976481798-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Wedding-Hotels.0-n553248635976481798-0-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in Sunset Key](https://www.expedia.ca/Sunset-Key-Key-West-Hotels-Winery-Hotel.0-n553248635976481798-0-tWineryHotel.Travel-Guide-Filter-Hotels)