Title: Book the Best Hotels with BARS in Cutthroat Harbor Estates in 2025 | Expedia.ca [Flights to Summerland Key](https://expedia.ca/Cheap-Flights-To-Summerland-Key.d6177802.Travel-Guide-Flights)[Things to do in Summerland Key](https://expedia.ca/Things-To-Do-In-Summerland-Key.d6177802.Travel-Guide-Activities)[Cutthroat Harbor Estates Car Rentals](https://expedia.ca/Car-Rentals-In-Cutthroat-Harbor-Estates.d553248635976481702.Car-Rental-Guide)[Cutthroat Harbor Estates Vacations](https://expedia.ca/Cutthroat-Harbor-Estates.d553248635976481702.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with Bar in Cutthroat Harbor Estates, FL from CA $177 ![](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 Cutthroat Harbor Estates Hotels with Bar ## Top Cutthroat Harbor Estates Hotels with Bar ![Daily cooked-to-order breakfast for a fee](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/3a4457a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Egyptian cotton sheets, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/0fcf571b.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) ![Egyptian cotton sheets, premium bedding, down comforters, in-room safe](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/85db56ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceans Edge Key West Resort, Hotel & Marina Stock Island 8.8/10 Excellent (1732) "Great hotel" CA $202 CA $308 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) ![Outdoor pool, open 6:00 AM to 10:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/5c83029c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/ee750f93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/470ffe1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/d5aad7de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Key West / The Keys Collection New Town 7.8/10 Good (1105) "Very nice hotel." CA $130 CA $186 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/95d2903e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/83592c1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/a0504154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/4000000/3920000/3918200/3918121/125c52d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sugar Loaf Lodge Summerland Key 8.2/10 Very good (1002) "Nice family owned spot. " CA $167 CA $188 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Sugarloaf-Key-Hotels-Sugar-Loaf-Lodge.h3918121.Hotel-Information) ![2 outdoor pools, open 8:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/e4eb7fd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/54c5f4f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/8475e5b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 restaurants, breakfast, lunch, dinner served; seafood](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/89147e75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Perry Hotel & Marina Key West Stock Island 9.4/10 Exceptional (1119) "Nice stay. " CA $154 CA $254 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/63d12f01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/9eff678c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Double Room, 2 Queen Beds | Terrace/patio](https://images.trvl-media.com/lodging/5000000/4760000/4759500/4759500/13570c88.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/5000000/4760000/4759500/4759500/974f08a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Looe Key Reef Resort Summerland Key 7.4/10 Good (1000) "Average stay, old room, friendly staff, quiet" CA $223 CA $251 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Ramrod-Key-Hotels-Looe-Key-Reef-Resort.h4759500.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/cb0a4c1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Poolside bar](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/5792173a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/44728c35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/dcdeb665.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Flamingo Resort Key West New Town 8.0/10 Very good (1618) "We loved this resort and will be back!" CA $142 CA $239 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/1b750a05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Food and drink](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/1e98017f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/ce6ab55d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium Room, 1 King Bed, Mobility Accessible](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/ee02c68f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Havana Cabana at Key West New Town 8.8/10 Excellent (1749) "Great place to stay!" CA $166 CA $278 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Ocean Front 3BR Presidential Suite | Living area](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/d01b8b60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/c646d9fe.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/1000000/30000/25900/25865/c23326fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachside Resort & Residences Key West 8.6/10 Excellent (1599) "Great location with great bars and restaurants. " CA $138 CA $226 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.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/1000000/30000/21900/21871/9bb5215d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, pillowtop beds, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/30000/21900/21871/33237aa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/21900/21871/40355569.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fairfield Inn & Suites by Marriott Key West at the Keys Collection New Town 8.4/10 Very good (1003) "Shuttle was great. Hotel staff is very friendly." CA $122 CA $177 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Key-West-Hotels-Fairfield-Inn-Suites-Key-West-At-The-Keys-Collection.h21871.Hotel-Information) ![Outdoor pool, open 7:00 AM to 11:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/be4147fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/4422117e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/d1f6fe2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/480000/470900/470834/b60eaacd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### DoubleTree Resort by Hilton Grand Key - Key West Key West 8.0/10 Very good (1015) "Great stay. Helpful and attentive staff, transportation provided to the old town and to the beach. " CA $190 CA $261 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.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=2025-10-28&endDate=2025-10-29®ionId=553248635976481702&adults=2&amenities=BAR&sort=RECOMMENDED&openPlayBack=true) ## Top Cutthroat Harbor Estates Hotel Reviews ![Hyatt Vacation Club at Windward Pointe, Key West](//images.trvl-media.com/lodging/1000000/870000/868700/868697/481a771e_y.jpg) ### Hyatt Vacation Club at Windward Pointe, Key West 10/10 Excellent "The staff was great. We checked in around 8pm and discovered there was a problem with our air conditioner. They came to the room that night to attempt to fix it and offered us another room for the night when they couldn’t. Then the next morning they got a technician to come and work on it. We went out for the day and returned to a super chilly room. Also upon check out, they waived the resort fee because we had that problem. Great customer service!!!" [](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.Hotel-Information) ![Beachside Resort & Residences](//images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg) ### Beachside Resort & Residences 10/10 Excellent "Everything great, except staff did not show up even once in 4 days to clean the room." [](https://expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![Hyatt Vacation Club at Beach House, Key West](//images.trvl-media.com/lodging/1000000/860000/858000/857962/fc0a2a7e_y.jpg) ### Hyatt Vacation Club at Beach House, Key West 10/10 Excellent "Definitely have to say the staff was so nice makeable helpful. We even decide to extend our stay " [](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Beach-House.h857962.Hotel-Information) ![The Perry Hotel & Marina Key West](//images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/e4eb7fd5_y.jpg) ### The Perry Hotel & Marina Key West 10/10 Excellent "Nice stay. " [](https://expedia.ca/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information) ![Blue Flamingo Resort Key West](//images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/cb0a4c1e_y.jpg) ### Blue Flamingo Resort Key West 10/10 Excellent "We loved this resort and will be back!" [](https://expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information) ![Hilton Garden Inn Key West / The Keys Collection](//images.trvl-media.com/lodging/1000000/10000/1400/1376/5c83029c_y.jpg) ### Hilton Garden Inn Key West / The Keys Collection 10/10 Excellent "Good 👌" [](https://expedia.ca/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information) ![Oceans Edge Key West Resort, Hotel & Marina](//images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/3a4457a0_y.jpg) ### Oceans Edge Key West Resort, Hotel & Marina 10/10 Excellent "Exceeded our expectations. Restaurant was amazing, everything was clean and up to date. They kept open communication via text messages daily. I am a night shift health care provider, I cannot tell you how much I needed this mini-vacay. " [](https://expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) ![Parmer's Resort](//images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/6492712a_y.jpg) ### Parmer's Resort 10/10 Excellent "Excellent laid back property. Close to a good restaurant " [](https://expedia.ca/Little-Torch-Key-Hotels-Parmers-Resort.h5561465.Hotel-Information) ![DoubleTree Resort by Hilton Grand Key - Key West](//images.trvl-media.com/lodging/1000000/480000/470900/470834/be4147fb_y.jpg) ### DoubleTree Resort by Hilton Grand Key - Key West 10/10 Excellent "Super clean. The pool was amazing..friendly staff.." [](https://expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) ## Frequently asked questions ### Searching for hotels with bars in Cutthroat Harbor Estates? > Cutthroat Harbor Estates features 75 hotels and other accommodations to choose from, and likely many will have a bar where you can enjoy an evening cocktail after a day out exploring. While you're in the area, consider a visit to Venture Out Keys and Upper Sugarloaf Key. ### What are the best hotels with bars in Cutthroat Harbor Estates? > Here are some favorite hotels with bars in and around Cutthroat Harbor Estates: [Just 20 miles from Key West! Oceanfront, dockage, swimming pool](https://www.expedia.ca/Summerland-Key-Hotels-Just-20-Miles-From-Key-West-Oceanfront.h33547859.Hotel-Information): Hotel with restaurant. Enjoy the bar, free WiFi, and 6 outdoor pools. [Oceans Edge Key West Resort, Hotel & Marina](https://www.expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information): Resort with restaurant. Enjoy the bar, free WiFi, and breakfast. [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): Hotel with 2 restaurants. Enjoy the bar, free WiFi, and breakfast. [Hilton Garden Inn Key West / The Keys Collection](https://www.expedia.ca/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information): Hotel with 2 restaurants. Enjoy the 2 bars, free WiFi, and private beach. [Beachside Resort & Residences](https://www.expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information): Hotel with 2 restaurants. Enjoy the 2 poolside bars, free WiFi, and 2 outdoor pools. ### What is there to do in Cutthroat Harbor Estates? > Consider a visit to Venture Out Keys, Upper Sugarloaf Key, and Sugarloaf Beach, and then find a cozy spot for a nightcap. Other places to see in the area include Big Pine Key Flea Market and Looe Key National Marine Sanctuary. ### How can I get to Cutthroat Harbor Estates and around the area? > You might want to make the most of these transportation choices in and around Cutthroat Harbor Estates: Fly into Key West Intl. Airport (EYW), which is located 18.8 mi (30.3 km) away. Otherwise, look for flights into Marathon, FL (MTH-Florida Keys Marathon), which is 27.1 mi (43.7 km) away. ## Explore a world of travel with Expedia - Lodging - More ways to book - [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) - [Beach Hotel Hotels in Cudjoe Key](https://www.expedia.ca/Cudjoe-Key-Hotels-Beach-Hotel.0-0-d3000430966-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Cudjoe Key](https://www.expedia.ca/Cudjoe-Key-Hotels-Cheap-Hotels.0-0-d3000430966-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Cudjoe Key](https://www.expedia.ca/Cudjoe-Key-Hotels-Hotels-With-Free-Breakfast.0-0-d3000430966-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Cudjoe Key](https://www.expedia.ca/Cudjoe-Key-Hotels-Oceanfront-Hotels.0-0-d3000430966-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Cudjoe Key](https://www.expedia.ca/Cudjoe-Key-Hotels-Pet-Friendly-Hotel.0-0-d3000430966-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Cudjoe Key](https://www.expedia.ca/Cudjoe-Key-Hotels-Wedding-Hotels.0-0-d3000430966-tWeddingHotels.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) - [Business Hotels in Key Largo](https://www.expedia.ca/Key-Largo-Hotels-Business-Hotel.0-0-d8369-tBusinessHotel.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) - [Oceanfront Hotels in Ramrod Key](https://www.expedia.ca/Ramrod-Key-Hotels-Oceanfront-Hotels.0-0-d6156102-tOceanfrontHotels.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) - [Golf Hotels in Sugarloaf Key](https://www.expedia.ca/Sugarloaf-Key-Hotels-Golf-Hotel.0-0-d183126-tGolfHotel.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) - [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) - [Book Hotels in Cutthroat Harbor Estates on Expedia.com](https://www.expedia.com/Cutthroat-Harbor-Estates-Cudjoe-Key-Hotels-Bar-Hotel.0-n553248635976481702-0-tBarHotel.Travel-Guide-Filter-Hotels)