Title: Book The Best Hotels in Cow Key, FL for 2026 from CA $153 - Fully Refundable Options - Expedia.ca [Cow Key Travel Guide](https://expedia.ca/Cow-Key.dx180163)[Vacation Rentals in Cow Key](https://expedia.ca/Cow-Key-Vacation-Rentals.d180163.Travel-Guide-VacationRentals)[Cow Key Car Rentals](https://expedia.ca/Car-Rentals-In-Cow-Key.d180163.Car-Rental-Guide)[Cow Key Vacation Packages](https://expedia.ca/Cow-Key.d180163.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find hotels in Cow Key, FL from CA $153 - ![](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 ## Go beyond your typical stay in Cow Key Resort [](https://www.expedia.ca/Hotel-Search?destination=Cow+Key%2C+Florida%2C+United+States+of+America®ionId=180163&latLong=24.560702%2C-81.741201&adults=2&startDate=2025-12-28&d1=2025-12-28&endDate=2025-12-30&d2=2025-12-30&lodging=HOTEL_RESORT) Spa [](https://www.expedia.ca/Hotel-Search?destination=Cow+Key%2C+Florida%2C+United+States+of+America®ionId=180163&latLong=24.560702%2C-81.741201&adults=2&startDate=2025-12-28&d1=2025-12-28&endDate=2025-12-30&d2=2025-12-30&amenities=SPA_ON_SITE) House­boat [](https://www.expedia.ca/Hotel-Search?destination=Cow+Key%2C+Florida%2C+United+States+of+America®ionId=180163&latLong=24.560702%2C-81.741201&adults=2&startDate=2025-12-28&d1=2025-12-28&endDate=2025-12-30&d2=2025-12-30&lodging=HOUSE_BOAT) Family friendly [](https://www.expedia.ca/Hotel-Search?destination=Cow+Key%2C+Florida%2C+United+States+of+America®ionId=180163&latLong=24.560702%2C-81.741201&adults=2&startDate=2025-12-28&d1=2025-12-28&endDate=2025-12-30&d2=2025-12-30&travelerType=family_friendly) Ocean view [](https://www.expedia.ca/Hotel-Search?destination=Cow+Key%2C+Florida%2C+United+States+of+America®ionId=180163&latLong=24.560702%2C-81.741201&adults=2&startDate=2025-12-28&d1=2025-12-28&endDate=2025-12-30&d2=2025-12-30&amenities=OCEAN_VIEW) Condo [](https://www.expedia.ca/Hotel-Search?destination=Cow+Key%2C+Florida%2C+United+States+of+America®ionId=180163&latLong=24.560702%2C-81.741201&adults=2&startDate=2025-12-28&d1=2025-12-28&endDate=2025-12-30&d2=2025-12-30&lodging=CONDO) Hot tub [](https://www.expedia.ca/Hotel-Search?destination=Cow+Key%2C+Florida%2C+United+States+of+America®ionId=180163&latLong=24.560702%2C-81.741201&adults=2&startDate=2025-12-28&d1=2025-12-28&endDate=2025-12-30&d2=2025-12-30&amenities=HOT_TUB) Pool [](https://www.expedia.ca/Hotel-Search?destination=Cow+Key%2C+Florida%2C+United+States+of+America®ionId=180163&latLong=24.560702%2C-81.741201&adults=2&startDate=2025-12-28&d1=2025-12-28&endDate=2025-12-30&d2=2025-12-30&amenities=POOL) Pet friendly [](https://www.expedia.ca/Hotel-Search?destination=Cow+Key%2C+Florida%2C+United+States+of+America®ionId=180163&latLong=24.560702%2C-81.741201&adults=2&startDate=2025-12-28&d1=2025-12-28&endDate=2025-12-30&d2=2025-12-30&amenities=PETS) ## Check prices for these dates Tonight [Dec 14 - Dec 15](https://www.expedia.ca/Hotel-Search?regionId=180163&startDate=2025-12-14&endDate=2025-12-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 15 - Dec 16](https://www.expedia.ca/Hotel-Search?regionId=180163&startDate=2025-12-15&endDate=2025-12-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=180163&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=180163&startDate=2025-12-26&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Cow Key hotels ![Food and drink](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/5fd7b8bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/2ac07b2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/62b1909b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/82d7bf8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Margaritaville Beach House Key West [](https://www.expedia.ca/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information) Key West 8.8/10 Excellent (1777) " Great location " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristen CA $288 CA $411 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/15800/15720/046434c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch LCD TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/20000/15800/15720/f693ed29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/20000/15800/15720/33185fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch LCD TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/20000/15800/15720/6230f33d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Key West FL [](https://www.expedia.ca/Key-West-Hotels-Hampton-Inn-Key-West-FL.h15720.Hotel-Information) Key West 9.0/10 Wonderful (1284) "Wonderful stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lindsey CA $288 CA $324 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Key-West-Hotels-Hampton-Inn-Key-West-FL.h15720.Hotel-Information) ![Outdoor pool, open 6:00 AM to 10:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/449c6937.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/4583520b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/eb3fe8a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/4d8ae5b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Key West / The Keys Collection [](https://www.expedia.ca/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information) New Town 8.0/10 Very good (1153) "clean room comfortable bed ,pool jacuzzi with bar make us amazing stay this hotel." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shanker CA $163 CA $223 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/21900/21871/ca442072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/30000/21900/21871/d31929f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/30000/21900/21871/ccdb868c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/30000/21900/21871/80b39f63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield by Marriott Inn & Suites Key West at The Keys Collection [](https://www.expedia.ca/Key-West-Hotels-Fairfield-Inn-Suites-Key-West-At-The-Keys-Collection.h21871.Hotel-Information) New Town 8.6/10 Excellent (1006) "Staff is friendly and knowledgeable in local attractions." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sheng CA $205 CA $270 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Key-West-Hotels-Fairfield-Inn-Suites-Key-West-At-The-Keys-Collection.h21871.Hotel-Information) ![2 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/c4b850d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch LCD TV with cable channels, TV, foosball](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/7c8763e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/ff4257d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Coffee shop](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/572146c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Flamingo Resort Key West [](https://www.expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) New Town 8.0/10 Very good (1762) "Loved staying here and would again next time we are in Key West!!" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) David CA $163 CA $261 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/864ce9f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/e6a00406.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/ecb382cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/1000000/860000/858000/857962/78d3e982.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Vacation Club at Beach House, Key West [](https://www.expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.Hotel-Information) Key West 9.4/10 Exceptional (1012) "We enjoyed the beautiful property." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan CA $494 CA $618 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/af5a58cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/w8192h5417x0y0-63f3027d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/870000/868700/868697/f8c8ff12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Vacation Club at Windward Pointe, Key West [](https://www.expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information) Key West 9.6/10 Exceptional (1012) "Staff was great and rooms were very well kept." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kayla CA $536 CA $665 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information) ![4 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/cf132c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/99dc8f4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/314846dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free beach shuttle, kayaking](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/b549f4a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Parrot Key Hotel & Villas [](https://www.expedia.ca/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information) Northside Resort 9.0/10 Wonderful (1190) "Great hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patrice CA $253 CA $364 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.Hotel-Information) ![Outdoor pool, open 7:00 AM to 11:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/cefb5fc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, pool views ](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/af62b69d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/ffbb5429.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/eb5a6871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree Resort by Hilton Grand Key - Key West [](https://www.expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) Key West 8.0/10 Very good (1002) "Very very nice stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chloe CA $201 CA $273 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) ![Interior detail](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/7ea6251e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Aerial view](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/d05e8fe7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Double Room, 2 Double Beds, Bay View](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/1c18f751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; seafood, pool views ](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/e7e2b650.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ibis Bay Beach Resort [](https://www.expedia.ca/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.Hotel-Information) Northside Resort 8.2/10 Very good (2010) "Pool was nice & property was clean and appealing " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Selene CA $153 CA $209 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.Hotel-Information) ![6 outdoor pools, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/15e67a67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/5714c59c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/d55ace8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceans Edge Key West Resort, Hotel & Marina [](https://www.expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) Stock Island 9.0/10 Wonderful (1751) "Clean room, great and friendly staff, great pools, easy parking, everything was great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zidan CA $222 CA $333 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/aebf156d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, beach towels](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/e0f768ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast served, Caribbean cuisine](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/a3b28d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Penthouse, 1 King Bed, Corner (View) | View from room](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/1cfbee86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### La Concha Key West, Autograph Collection [](https://www.expedia.ca/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.Hotel-Information) Key West Historic District 9.0/10 Wonderful (284) "Hotel staff was amazing. Room was spotless! Excellent place to stay! Will definitely stay here again in the future! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tracy CA $315 CA $401 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.Hotel-Information) ![Queen with Pool View](https://images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/2d84982c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/49f6e3c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe King Suite H | View from room](https://images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/cc10991a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/4d67c395.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Simonton Court Historic Inn & Cottages [](https://www.expedia.ca/Key-West-Hotels-Simonton-Court-Historic-Inn-Guesthouse.h37900084.Hotel-Information) Key West Historic District 9.8/10 Exceptional (878) "The staff was really nice" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) doug CA $205 CA $231 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Key-West-Hotels-Simonton-Court-Historic-Inn-Guesthouse.h37900084.Hotel-Information) ![Ocean View 3BR Condo with Rooftop Balcony | Balcony](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/a1e6ec60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Water view](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/e5a3b3c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Top Floor 1BR Ocean View Condo with Rooftop Balcony | Living area](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/45254304.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, down comforters, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/0ccc9844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachside Resort & Residences [](https://www.expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) Key West 8.6/10 Excellent (1777) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) james CA $240 CA $340 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![Outdoor pool, open 7:00 AM to 10:00 PM, free cabanas, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/9000/8946/7b2c8a2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool views, serves lunch, dinner, and happy hour](https://images.trvl-media.com/lodging/1000000/10000/9000/8946/de35f803.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed with Sofa bed | Exterior](https://images.trvl-media.com/lodging/1000000/10000/9000/8946/189ed251.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/10000/9000/8946/92383cf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn and Suites by Marriott Key West [](https://www.expedia.ca/Key-West-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Key-West.h8946.Hotel-Information) New Town 7.8/10 Good (1177) "We were only there for one night, but it was a good stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandon CA $205 CA $270 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Key-West-Hotels-Fairfield-Inn-And-Suites-By-Marriott-Key-West.h8946.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/670000/663200/663132/f56e20a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds](https://images.trvl-media.com/lodging/1000000/670000/663200/663132/4cbc0de4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 6:00 AM to 11:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/670000/663200/663132/bfc7ac15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/670000/663200/663132/8694be96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Courtyard by Marriott Key West Waterfront [](https://www.expedia.ca/Key-West-Hotels-Courtyard-By-Marriott-Key-West-Waterfront.h663132.Hotel-Information) Northside Resort 9.0/10 Wonderful (1001) "Room clean, nice pool area" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tami CA $205 CA $231 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Key-West-Hotels-Courtyard-By-Marriott-Key-West-Waterfront.h663132.Hotel-Information) ![Porch](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/3e2c6b2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Tropical King](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/84d1a4db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/e213aee6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/6eb12223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heron House - Adult Only [](https://www.expedia.ca/Key-West-Hotels-Heron-House-Adult-Only.h57730.Hotel-Information) Old Town Key West 9.0/10 Wonderful (1135) "Loved the setup of the hotel and great location! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel CA $176 CA $244 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Key-West-Hotels-Heron-House-Adult-Only.h57730.Hotel-Information) ![Building design](https://images.trvl-media.com/lodging/5000000/4290000/4280800/4280752/a8250942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/5000000/4290000/4280800/4280752/34b65216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/5000000/4290000/4280800/4280752/f4becc1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed with Sofa bed (ADULT ONLY)](https://images.trvl-media.com/lodging/5000000/4290000/4280800/4280752/ee1be58b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Southernmost Inn - Adults Only [](https://www.expedia.ca/Key-West-Hotels-The-Southernmost-Inn-Adults-Only.h4280752.Hotel-Information) Old Town Key West 8.2/10 Very good (1209) "Great rooms, clean great friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan CA $201 CA $288 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Key-West-Hotels-The-Southernmost-Inn-Adults-Only.h4280752.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/530000/529300/529277/260fef76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/530000/529300/529277/66df4261.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Williams Cottage, Stand Alone | Terrace/patio](https://images.trvl-media.com/lodging/1000000/530000/529300/529277/317f39d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/530000/529300/529277/5145df50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Authors of Key West Guest House [](https://www.expedia.ca/Key-West-Hotels-Authors-Of-Key-West-Guest-House.h529277.Hotel-Information) Old Town Key West 9.0/10 Wonderful (1003) "This guest house was excellent, breakfast was decent, had everything you needed." ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) David CA $172 CA $194 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Key-West-Hotels-Authors-Of-Key-West-Guest-House.h529277.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/b5f8742c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Train station shuttle](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/193f2662.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/9a7bf2b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (Truman)](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/33f2b657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Winslow's Bungalows - Key West Historic Inns [](https://www.expedia.ca/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information) Old Town Key West 9.2/10 Wonderful (1073) "Beautiful property, nice clean bungalows and great staff!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $315 CA $424 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.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=2025-12-28&endDate=2025-12-29®ionId=180163&adults=2&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%2FCow-Key-Hotels.d180163.Travel-Guide-Hotels)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FCow-Key-Hotels.d180163.Travel-Guide-Hotels) ## More cheap stays in Cow Key ![Sugar Loaf Lodge](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/95d2903e_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Sugar Loaf Lodge 17001 Overseas Hwy Summerland Key FL CA $136 CA $153 total Dec 19 - Dec 20 includes taxes & fees 8/10 Very Good! (1,001 reviews) [](https://expedia.ca/Sugarloaf-Key-Hotels-Sugar-Loaf-Lodge.h3918121.Hotel-Information) ![Ibis Bay Beach Resort](https://images.trvl-media.com/lodging/5000000/4220000/4218900/4218809/4a09d86c_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Ibis Bay Beach Resort 3101 N. Roosevelt Blvd Key West FL CA $153 CA $209 total Dec 15 - Dec 16 includes taxes & fees 8/10 Very Good! (2,009 reviews) [](https://expedia.ca/Key-West-Hotels-Ibis-Bay-Beach-Resort.h4218809.Hotel-Information) ![Southwinds Motel](https://images.trvl-media.com/lodging/9000000/8990000/8984500/8984451/83ae09e3_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Southwinds Motel 1321 Simonton Street Key West FL CA $212 CA $285 total Dec 15 - Dec 16 includes taxes & fees 8.8/10 Excellent! (1,237 reviews) [](https://expedia.ca/Key-West-Hotels-Southwinds-Motel.h8984451.Hotel-Information) ![Pegasus International Hotel](https://images.trvl-media.com/lodging/1000000/980000/977400/977303/81c4c567_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Pegasus International Hotel 501 Southard Street Key West FL CA $199 CA $294 total Dec 15 - Dec 16 includes taxes & fees 8/10 Very Good! (1,001 reviews) [](https://expedia.ca/Key-West-Hotels-Pegasus-International-Hotel.h977303.Hotel-Information) ![Hampton Inn Key West FL](https://images.trvl-media.com/lodging/1000000/20000/15800/15720/4075e8ff_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Hampton Inn Key West FL 3755 S Roosevelt Blvd Key West FL CA $288 CA $324 total Dec 15 - Dec 16 includes taxes & fees 9/10 Wonderful! (1,281 reviews) [](https://expedia.ca/Key-West-Hotels-Hampton-Inn-Key-West-FL.h15720.Hotel-Information) ![Weatherstation Inn](https://images.trvl-media.com/lodging/2000000/1750000/1749500/1749434/c579b899_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Weatherstation Inn 57 Front St Key West FL CA $293 CA $330 total Dec 18 - Dec 19 includes taxes & fees 9.2/10 Wonderful! (990 reviews) [](https://expedia.ca/Key-West-Hotels-Weatherstation-Inn.h1749434.Hotel-Information) ## Hotels in Cow Key with star-rating ![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg) 4 Star Hotels 43 properties [](https://expedia.ca/4Star-Cow-Key-Hotels.s40-0-d180163.Travel-Guide-Filter-Hotels) ![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg) 3 Star Hotels 183 properties [](https://expedia.ca/3Star-Cow-Key-Hotels.s30-0-d180163.Travel-Guide-Filter-Hotels) ![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg) 2 Star Hotels 368 properties [](https://expedia.ca/2Star-Cow-Key-Hotels.s20-0-d180163.Travel-Guide-Filter-Hotels) ## Recent reviews of Cow Key hotels ![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 5/5 Excellent "clean room comfortable bed ,pool jacuzzi with bar make us amazing stay this hotel." A verified traveller stayed at Hilton Garden Inn Key West / The Keys Collection Posted 1 day ago [](https://expedia.ca/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information) ![Winslow's Bungalows - Key West Historic Inns](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg) ### Winslow's Bungalows - Key West Historic Inns 5/5 Excellent "Quaint hotel with beautiful grounds. Close to everything yet far away enough away from Duvall. Clean and comfortable rooms" A verified traveller stayed at Winslow's Bungalows - Key West Historic Inns Posted 2 days ago [](https://expedia.ca/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information) ![Beachside Resort & Residences](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg) ### Beachside Resort & Residences 5/5 Excellent "The pool beach area was clean, water in pool and hot tub clean and warm Shuttle to Duvall street was very convent and helpful to get to shopping / dinning area " A verified traveller stayed at Beachside Resort & Residences Posted 3 days ago [](https://expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.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 5/5 Excellent "Beautiful place" A verified traveller stayed at Hyatt Vacation Club at Beach House, Key West Posted 3 days ago [](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.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 5/5 Excellent "They went the extra mile! Was a lovely stay" A verified traveller stayed at Blue Flamingo Resort Key West Posted 5 days ago [](https://expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![Hyatt Centric Key West Resort and Spa](https://images.trvl-media.com/lodging/1000000/10000/1000/901/0b72a249_y.jpg) ### Hyatt Centric Key West Resort and Spa 5/5 Excellent "Nice. Cold weather but still charged $65 for use of pool towels & facilities" A verified traveller stayed at Hyatt Centric Key West Resort and Spa Posted 5 days ago [](https://expedia.ca/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information) ![Parrot Key Hotel & Villas](https://images.trvl-media.com/lodging/1000000/30000/24700/24615/67735d0c_y.jpg) ### Parrot Key Hotel & Villas 5/5 Excellent "The facility was really well taken care of and the staff was very helpful. We had three meals at the restaurant and thought it was exceptional" A verified traveller from Englewood stayed at Parrot Key Hotel & Villas Posted 5 days ago [](https://expedia.ca/Key-West-Hotels-Parrot-Key-Hotel-Villas.h24615.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 5/5 Excellent "Rooms were beautiful" A verified traveller stayed at Oceans Edge Key West Resort, Hotel & Marina Posted 5 days ago [](https://expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) ![Margaritaville Beach House Key West](https://images.trvl-media.com/lodging/49000000/48720000/48713900/48713884/32e70782_y.jpg) ### Margaritaville Beach House Key West 5/5 Excellent "Great place. Relatively quiet, but with great shuttle service to old town for more lively entertainment and more island food!" A verified traveller stayed at Margaritaville Beach House Key West Posted 5 days ago [](https://expedia.ca/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information) ## Frequently asked questions ### Can I cancel my hotel reservation on Expedia? ### How can I save on a Cow Key hotel booking with Expedia? ### How much is the nightly rate at a Cow Key hotel? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [5 Star Hotels in Stock Island ](https://www.expedia.ca/5Star-Stock-Island-Hotels.s50-0-d180166.Travel-Guide-Filter-Hotels) - [Beachside Hotels ](https://www.expedia.ca/Beachside-Key-West-Hotels.0-n864982244484468736-0.Travel-Guide-Filter-Hotels) - [Boca Chica Key Hotels ](https://www.expedia.ca/Boca-Chica-Key-Hotels.d553248635083916609.Travel-Guide-Hotels) - [Casa Marina Hotels ](https://www.expedia.ca/Casa-Marina-Key-West-Hotels.0-n864981993084186624-0.Travel-Guide-Filter-Hotels) - [Hotels near Clarence S. 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