Title: Book the Best ADVENTURE Hotels 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://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels & Resorts for Couples in Cutthroat Harbor Estates, FL from CA $315 ![](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 & Resorts for Couples Tonight [Oct 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=553248635976481702&startDate=2025-10-24&endDate=2025-10-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976481702&startDate=2025-10-25&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976481702&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976481702&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cutthroat Harbor Estates Hotels & Resorts for Couples ![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) ![Marina](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/e93bd5d2.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 (117) "Deer in the front yard, perfect location, clean and friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sara H. CA $315 CA $754 total includes taxes & fees Oct 28 - Oct 29 [](https://www.expedia.ca/Summerland-Key-Hotels-Just-20-Miles-From-Key-West-Oceanfront.h33547859.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) ![Lobby](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/ce6ab55d.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) ![Breakfast, lunch, dinner served; Cuban cuisine, pool views ](https://images.trvl-media.com/lodging/22000000/21250000/21241100/21241090/a7282e8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Havana Cabana at Key West New Town 8.8/10 Excellent (1747) "Great resort " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shaw Rostin CA $201 CA $315 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/112000000/111950000/111943400/111943308/b83fa837.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111950000/111943400/111943308/18d84648.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111950000/111943400/111943308/4b44c88c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111950000/111943400/111943308/w4096h2519x0y0-7750867f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 🌴 TROPICAL RETREAT 🌴 RV in the Keys Big Pine Key 10/10 Exceptional (2) "Its clean and plenty of room.Outdoor seating is wonderful. Could use a gas grill. But definitely a great place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) DeeBrett CA $125 CA $380 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Big-Pine-Key-Hotels-TROPICAL-RETREAT-RV-In-The-Keys.h111943308.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/113000000/112980000/112976000/112975923/81fafea6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112980000/112976000/112975923/w2499h1666x1y1-83af97d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112980000/112976000/112975923/w2499h1666x1y1-6358dbd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/113000000/112980000/112976000/112975923/6fd19ec9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Saltwater Serenity #392 - Ocean Views on Cudjoe Key Cudjoe Key 10/10 Exceptional (7) "Excellent place to stay on the water store right on premises will definitely be back have stayed 2 times this year " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $294 CA $866 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Summerland-Key-Hotels-Saltwater-Serenity-392-Ocean-Views-On-Cudjoe-Key.h112975923.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/6e8a6b91.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) ![Marina](https://images.trvl-media.com/lodging/34000000/33390000/33389100/33389096/10da66f5.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 (156) "A beautiful stay, we plan to come back again in the future!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sabastian M. CA $210 CA $442 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Summerland-Key-Hotels-Cottage-With-Pool-And-Dockage.h33389096.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/22000000/21700000/21695300/21695290/652c2129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/22000000/21700000/21695300/21695290/d28c28e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21700000/21695300/21695290/f0686b93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/22000000/21700000/21695300/21695290/b5209340.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Furnished Suite with Pool, Hot Tub, Tennis, Balcony, Parking - Dog OK Key West 8.8/10 Excellent (117) "We had fun, the room was just what we needed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Todd M. CA $95 CA $387 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Key-West-Hotels-Newly-Furnished-Suite-With-Pool.h21695290.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/119000000/118660000/118656100/118656049/c01d0a3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/119000000/118660000/118656100/118656049/c518e45b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118660000/118656100/118656049/w2500h1666x0y1-475cf754.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118660000/118656100/118656049/w2499h1666x1y1-6b986066.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Galleon Getaway #533- Oceanfront Community Cudjoe Key CA $206 CA $753 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Summerland-Key-Hotels-Galleon-Getaway-533-Oceanfront-Community.h118656049.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/112000000/111950000/111943400/111943366/6e677530.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111950000/111943400/111943366/cc3a1cda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/112000000/111950000/111943400/111943366/45fc9285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111950000/111943400/111943366/0d768abb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 🌴 TROPICAL RETREAT 🌴 RV IN THE KEYS 🌴 Big Pine Key CA $125 CA $379 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Big-Pine-Key-Hotels-RV-IN-THE-KEYS-INSIDE-OUTSIDE-LIVING.h111943366.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/22000000/21700000/21694400/21694353/2bf59eec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/22000000/21700000/21694400/21694353/0a2de63a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21700000/21694400/21694353/235bc4bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21700000/21694400/21694353/7559e100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family Key West 8.8/10 Excellent (201) "Perfect for our 3 nights in Key West" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $154 CA $466 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Key-West-Hotels-Watch-Sunsets-From-Your-Deck.h21694353.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/117000000/116670000/116667100/116667062/ccda6a72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/117000000/116670000/116667100/116667062/d1b5e430.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116670000/116667100/116667062/af234045.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116670000/116667100/116667062/3a5c1145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access Cudjoe Key CA $242 CA $803 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Summerland-Key-Hotels-Planktons-Palace-Cozy-2BR-Getaway-In-Oceanfront-Resort-Community-With-Patio-Island-Vibes.h116667062.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=2025-11-07&endDate=2025-11-08®ionId=553248635976481702&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true) ## Top Cutthroat Harbor Estates Hotel Reviews ![Old Wooden Bridge Resort and Marina](//images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/92962431_y.jpg) ### Old Wooden Bridge Resort and Marina 10/10 Excellent "This was a very unique experience and fun. It’s a little floating house with quiet streets nearby to walk and see all the beautiful deer. " [](https://expedia.ca/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information) ![Hampton Inn Key West FL](//images.trvl-media.com/lodging/1000000/20000/15800/15720/4075e8ff_y.jpg) ### Hampton Inn Key West FL 10/10 Excellent "Very friendly staff. Loved the shuttle to downtown Key West. Awesome place to stay!" [](https://expedia.ca/Key-West-Hotels-Hampton-Inn-Key-West-FL.h15720.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 "The hotel was very clean, nice staff, the room was beautiful and comfortable " [](https://expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.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 "Shuttle was great and the staff was great" [](https://expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.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 "The hotel is amazing. Rooms are super clean. Staff is rude which is sad since the hotel is really nice. " [](https://expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.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 "We loved this hotel! For Key West the price was great, which is the main reason we chose this hotel. And then we were pleasantly surprised. The room itself was beautiful! Very spacious w/ beautiful tile on the floor & shower. The lobby was beautiful, & we loved the pool area, which is right on the beautiful marina! Definitely would stay here again if ever in Key West!" [](https://expedia.ca/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.Hotel-Information) ![Beachside Resort & Residences](//images.trvl-media.com/lodging/1000000/30000/25900/25865/290b242a_y.jpg) ### Beachside Resort & Residences 10/10 Excellent "Great!!! As advertised " [](https://expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information) ![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 "Beautiful property " [](https://expedia.ca/Key-West-Hotels-Hyatt-Vacation-Club-At-Windward-Pointe.h868697.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 "Staff was great, the original room wasn’t available, but the staff made sure we were satisfied with the alternative room before we checked in. Parking was good and the view was good." [](https://expedia.ca/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information) ## 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) - [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) - [Mountain Hotels in Key Largo](https://www.expedia.ca/Key-Largo-Hotels-Mountain-Hotels.0-0-d8369-tMountainHotels.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-Couples-Resorts-Hotels.0-n553248635976481702-0-tCouplesResortsHotels.Travel-Guide-Filter-Hotels)