Title: Book the Best Hotels with POOL 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 a Pool in Cutthroat Harbor Estates, FL from CA $186 ![](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 a Pool Tonight [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976481702&startDate=2025-10-14&endDate=2025-10-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=553248635976481702&startDate=2025-10-15&endDate=2025-10-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=553248635976481702&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976481702&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cutthroat Harbor Estates Hotels with a Pool ![Pool](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/7c5d926a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/3835dc3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/b25eb073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33550000/33547900/33547859/b653e8ce.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 " CA $315 CA $755 total includes taxes & fees Oct 17 - Oct 18 [](https://www.expedia.ca/Summerland-Key-Hotels-Just-20-Miles-From-Key-West-Oceanfront.h33547859.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) ![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) ![Aerial view](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/d6618f5e.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/17000000/16210000/16203000/16202992/86ab7efa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![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 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) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/d5aad7de.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) ![Daily continental breakfast (USD 18 per person)](https://images.trvl-media.com/lodging/1000000/10000/1400/1376/3484f3ab.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 (1106) "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) ![Outdoor pool, open 8:30 AM to 8:00 PM, sun loungers](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/bdbf7145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![New Deluxe Duplex Unit, 1 Queen Bed, Unit C | Private kitchen](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/3b24927e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 Bedroom Aqua Lodge # 13 Barracuda | Living area](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/92962431.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 Bedroom Aqualodge # 6 Tarpon | Living area](https://images.trvl-media.com/lodging/18000000/17110000/17102400/17102343/dee083de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Old Wooden Bridge Resort and Marina Punta Brisa 8.6/10 Excellent (259) "I love this place!!!" CA $126 CA $340 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Big-Pine-Key-Hotels-Old-Wooden-Bridge-Marina.h17102343.Hotel-Information) ![Dock](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/a69616f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/0a8ded52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage, 2 Bedrooms, Ocean View | Terrace/patio](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/75ac6ed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Kitchen, Sea Facing | Beach/ocean view](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/6492712a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Parmer's Resort Summerland Key 9.0/10 Wonderful (1002) "Excellent laid back property. Close to a good restaurant " CA $150 CA $215 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Little-Torch-Key-Hotels-Parmers-Resort.h5561465.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) ![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) ![Poolside bar](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/5792173a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bicycling](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/4a54e511.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Flamingo Resort Key West New Town 8.0/10 Very good (1619) "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, 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) ![Balcony view](https://images.trvl-media.com/lodging/1000000/30000/25900/25865/ce510800.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) ### 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, 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) ![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) ![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 (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) ![Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/3158543b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/c082f6dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 Bedroom, Ocean View (Spacious | King)](https://images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/cba0d59f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property - evening/night](https://images.trvl-media.com/lodging/28000000/27160000/27156600/27156592/6abe86ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Laureate Key West New Town 9.0/10 Wonderful (1003) "This is our second time staying there. We love the hotel. It close to everything and have a great view " CA $223 CA $291 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Key-West-Hotels-The-Laureate-Key-West.h27156592.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=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Cutthroat Harbor Estates Hotel Reviews ![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 "Wonderful hotel. Great pool. Delicious breakfast. Friendly staff. Very clean rooms." [](https://expedia.ca/Key-West-Hotels-Hampton-Inn-Key-West-FL.h15720.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 "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) ## Frequently asked questions ### What are some hotels with pools in 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): Features kitchens, a communal pool, and televisions. [Oceans Edge Key West Resort, Hotel & Marina](https://www.expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information): Hotel located near Smathers Beach. Offers complimentary bicycles, 6 outdoor pools, and complimentary wireless internet access. [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): Resort located near Smathers Beach. Provides complimentary wired internet access, a pool, and a beach shuttle. [Hilton Garden Inn Key West / The Keys Collection](https://www.expedia.ca/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.Hotel-Information): Hotel located near Smathers Beach. Features 2 restaurants, a pool, and complimentary wired internet access. [Beachside Resort & Residences](https://www.expedia.ca/Key-West-Hotels-Key-West-Marriott-Beachside-Hotel.h25865.Hotel-Information): Hotel located near Smathers Beach. Offers a private beach, an outdoor pool, and 2 restaurants. ### What is there to see and do in Cutthroat Harbor Estates? > Enjoy a stroll along the shore at Sugarloaf Beach and Loggerhead Beach. 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[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) - 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[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-Hotel-With-Pool.0-n553248635976481702-0-tHotelwithPool.Travel-Guide-Filter-Hotels)