Title: Book the Best BUSINESS Hotels in Old Town Key West in 2025 | Expedia.ca [Flights to Key West](https://expedia.ca/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)[Things to do in Key West](https://expedia.ca/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)[Old Town Key West Car Rentals](https://expedia.ca/Car-Rentals-In-Old-Town-Key-West.d553248635976481920.Car-Rental-Guide)[Old Town Key West Vacations](https://expedia.ca/Old-Town-Key-West.d553248635976481920.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/497000/497971-south-beach-fm.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Business Hotels in Old Town Key West, FL from CA $199 ![](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 Old Town Key West Business Hotels Tonight [Oct 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=553248635976481920&startDate=2025-10-24&endDate=2025-10-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=business_friendly) Tomorrow [Oct 25 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976481920&startDate=2025-10-25&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=business_friendly) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635976481920&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=business_friendly) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=553248635976481920&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=business_friendly) ## Top Old Town Key West Business Hotels ![3 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; American cuisine, beach views ](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/8f43a3d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/69828d6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor wedding area](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/4eda9d17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Southernmost Beach Resort and Guesthouses Old Town Key West 8.6/10 Excellent (2816) "A great place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jerri CA $224 CA $355 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![Cottage, 2 Bedrooms (Royal Poinciana) | Terrace/patio](https://images.trvl-media.com/lodging/4000000/3930000/3924900/3924835/069168f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/4000000/3930000/3924900/3924835/8a300017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Mini Suite, 1 King Bed, Accessible](https://images.trvl-media.com/lodging/4000000/3930000/3924900/3924835/70d203b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite](https://images.trvl-media.com/lodging/4000000/3930000/3924900/3924835/7c366980.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Paradise Inn Key West - Adults Only Old Town Key West 9.2/10 Wonderful (1001) "Great place to stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Noel CA $126 CA $205 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Key-West-Hotels-Paradise-Inn-Key-West-Adults-Only.h3924835.Hotel-Information) ![Queen Deluxe ADA](https://images.trvl-media.com/lodging/1000000/810000/809100/809031/3d7c7063.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/810000/809100/809031/1ae9d542.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/810000/809100/809031/0bfa8d1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/810000/809100/809031/6c5261fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Almond Tree Inn Hotel - Adults Only Old Town Key West 10/10 Exceptional (1015) "Great place to stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bettina CA $245 CA $275 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Key-West-Hotels-Almond-Tree-Inn.h809031.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/888fac6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/b515d08c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/611890d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/460000/457900/457821/eb7f9b00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Reach Key West, Curio Collection by Hilton Old Town Key West 8.4/10 Very good (1001) "Great staff, view and food!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gregory CA $292 CA $413 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Key-West-Hotels-The-Reach-Key-West.h457821.Hotel-Information) ![Suite (Merlin's)](https://images.trvl-media.com/lodging/1000000/870000/863200/863188/8034db18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite (Merlin's) | Living area](https://images.trvl-media.com/lodging/1000000/870000/863200/863188/be984071.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/1000000/870000/863200/863188/1964c1a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/870000/863200/863188/7b74491f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ella's Cottages - Key West Historic Inns Old Town Key West 9.4/10 Exceptional (380) "Loved our stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cassandra D CA $263 CA $367 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Key-West-Hotels-Kimpton-Ellas-Cottages.h863188.Hotel-Information) ![Carriage House | Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/424c57d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Historic | Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/9b9f5a18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/10c614cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Eyebrow Cottage](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/c1cafba1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Gardens Hotel Old Town Key West 9.8/10 Exceptional (1001) "Best place ever." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Milagros Guerra CA $345 CA $388 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Key-West-Hotels-The-Gardens-Hotel.h20796.Hotel-Information) ![Deluxe Suite, 1 King Bed, Private Pool | View from room](https://images.trvl-media.com/lodging/17000000/16400000/16396000/16395930/b744fec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/17000000/16400000/16396000/16395930/8bca03c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, premium bedding, pillowtop beds, minibar](https://images.trvl-media.com/lodging/17000000/16400000/16396000/16395930/44a19a01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premier Suite, 1 King Bed, Private Pool | View from room](https://images.trvl-media.com/lodging/17000000/16400000/16396000/16395930/320d50ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### H2O Suites - Adults Only Old Town Key West 9.8/10 Exceptional (570) "Had a great stay! Property is very nice and conveniently located. Would definitely stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) dwight CA $418 CA $533 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Key-West-Hotels-H2O-Suites-Adults-Only.h16395930.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) ![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) ![Aerial view](https://images.trvl-media.com/lodging/18000000/17320000/17313700/17313680/d6618f5e.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) ### The Perry Hotel & Marina Key West Stock Island 9.4/10 Exceptional (1129) "Nice stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) SHAMBRE CA $150 CA $247 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Key-West-Hotels-The-Perry-Hotel-Marina-Key-West.h17313680.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) ![Bicycling](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/4a54e511.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) ![Exterior](https://images.trvl-media.com/lodging/13000000/12600000/12599300/12599231/44728c35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Flamingo Resort Key West New Town 8.0/10 Very good (1629) "Amazing resort with lovely amenities:)" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wakglene CA $125 CA $219 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.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) ![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) ### Hilton Garden Inn Key West / The Keys Collection New Town 7.8/10 Good (1102) "Very nice hotel." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew CA $141 CA $199 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Key-West-Hotels-Hilton-Garden-Inn-Key-West.h1376.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=553248635976481920&adults=2&travelerType=business_friendly&sort=RECOMMENDED&openPlayBack=true) ## Price trends for hotels in Old Town Key West | Less expensive | More expensive | Next month | | --- | --- | --- | | September | March | CA $415 | | Month | Price | | --- | --- | | January | CA $528 | | February | CA $593 | | March | CA $599 | | April | CA $524 | | May | CA $488 | | June | CA $356 | | July | CA $356 | | August | CA $334 | | September | CA $295 | | October | CA $335 | | November | CA $415 | | December | CA $460 | Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Old Town Key West. Select dates and complete search for nightly totals inclusive of taxes and fees. ## Top Old Town Key West Hotel Reviews ![Winslow's Bungalows - Key West Historic Inns](//images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg) ### Winslow's Bungalows - Key West Historic Inns 10/10 Excellent "This was an excellent historic inn. The staff was outstanding and super knowledgeable of Key West and its history. Special thanks to Johanny, Sonia, and Keith (at the bar) for making my wife's birthday a memerable stay. The room was clean and the property was well maintained." [](https://expedia.ca/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information) ![Casa Marina Key West, Curio Collection by Hilton](//images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg) ### Casa Marina Key West, Curio Collection by Hilton 10/10 Excellent "This hotel is beautiful. Great view from the room. Staff is amazing " [](https://expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information) ![Almond Tree Inn Hotel - Adults Only](//images.trvl-media.com/lodging/1000000/810000/809100/809031/3d7c7063_y.jpg) ### Almond Tree Inn Hotel - Adults Only 10/10 Excellent "Great location. Staff was friendly and helpful. Would stay here again. " [](https://expedia.ca/Key-West-Hotels-Almond-Tree-Inn.h809031.Hotel-Information) ![Southernmost Beach Resort and Guesthouses](//images.trvl-media.com/lodging/1000000/870000/863400/863329/026f10af_y.jpg) ### Southernmost Beach Resort and Guesthouses 10/10 Excellent "A great place to stay!" [](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![Orchid Key Inn - Adults Only](//images.trvl-media.com/lodging/1000000/810000/809100/809032/5e9e36b9_y.jpg) ### Orchid Key Inn - Adults Only 10/10 Excellent "Another wonderful trip ti the Orchid Key. We absolutely love staying here!" [](https://expedia.ca/Key-West-Hotels-Orchid-Key-Inn.h809032.Hotel-Information) ![Opal Key Resort & Marina, Key West](//images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/f2c5f58d_y.jpg) ### Opal Key Resort & Marina, Key West 10/10 Excellent "Great location. Friendly staff and everything was clean." [](https://expedia.ca/Key-West-Hotels-Opal-Key-Resort-Marina.h17442701.Hotel-Information) ![Heron House - Adult Only](//images.trvl-media.com/lodging/1000000/60000/57800/57730/04396af1_y.jpg) ### Heron House - Adult Only 10/10 Excellent "Great place to stay very convenient and quaint. " [](https://expedia.ca/Key-West-Hotels-Heron-House-Adult-Only.h57730.Hotel-Information) ![Silver Palms Inn](//images.trvl-media.com/lodging/1000000/900000/894100/894030/dc763054_y.jpg) ### Silver Palms Inn 10/10 Excellent "Great location" [](https://expedia.ca/Key-West-Hotels-Silver-Palms-Inn.h894030.Hotel-Information) ![The Reach Key West, Curio Collection by Hilton](//images.trvl-media.com/lodging/1000000/460000/457900/457821/888fac6b_y.jpg) ### The Reach Key West, Curio Collection by Hilton 10/10 Excellent "Decent property, kept up, clean and excellent walk ability to Duval Street" [](https://expedia.ca/Key-West-Hotels-The-Reach-Key-West.h457821.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) - [Adults Only Resorts & in Downtown Key West](https://www.expedia.ca/Downtown-Key-West-Key-West-Hotels-Adults-Only-Resorts.0-n553248635976470405-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Downtown Key West](https://www.expedia.ca/Downtown-Key-West-Key-West-Hotels-Beach-Hotel.0-n553248635976470405-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Downtown Key West](https://www.expedia.ca/Downtown-Key-West-Key-West-Hotels-Boutique-Hotel.0-n553248635976470405-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Casino Hotels in Downtown Key West](https://www.expedia.ca/Downtown-Key-West-Key-West-Hotels-Casino-Hotel.0-n553248635976470405-0-tCasinoHotel.Travel-Guide-Filter-Hotels) - [Family Hotels in Downtown Key West](https://www.expedia.ca/Downtown-Key-West-Key-West-Hotels-Family-Hotel.0-n553248635976470405-0-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Historic Hotels in Downtown Key West](https://www.expedia.ca/Downtown-Key-West-Key-West-Hotels-Historic-Hotel.0-n553248635976470405-0-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Honeymoon Resorts and in Downtown Key West](https://www.expedia.ca/Downtown-Key-West-Key-West-Hotels-Honeymoon-Hotels.0-n553248635976470405-0-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Downtown Key West](https://www.expedia.ca/Downtown-Key-West-Key-West-Hotels-Hotel-With-Pool.0-n553248635976470405-0-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Downtown Key West](https://www.expedia.ca/Downtown-Key-West-Key-West-Hotels-Hotels-With-Balconies.0-n553248635976470405-0-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Downtown Key West](https://www.expedia.ca/Downtown-Key-West-Key-West-Hotels-Hotels-With-Free-Airport-Shuttle.0-n553248635976470405-0-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Downtown Key West](https://www.expedia.ca/Downtown-Key-West-Key-West-Hotels-Hotels-With-Free-Breakfast.0-n553248635976470405-0-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Downtown Key West](https://www.expedia.ca/Downtown-Key-West-Key-West-Hotels-Hotels-With-Free-Parking.0-n553248635976470405-0-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Hotels with Kitchenettes in Downtown Key West](https://www.expedia.ca/Downtown-Key-West-Key-West-Hotels-Hotels-With-Kitchenettes.0-n553248635976470405-0-tHotelswithKitchenettes.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in Downtown Key West](https://www.expedia.ca/Downtown-Key-West-Key-West-Hotels-Hotels-With-Smoking-Rooms.0-n553248635976470405-0-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [Hotels with Waterslides in Downtown Key West](https://www.expedia.ca/Downtown-Key-West-Key-West-Hotels-Hotels-With-Waterslides.0-n553248635976470405-0-tHotelswithWaterslides.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Downtown Key West](https://www.expedia.ca/Downtown-Key-West-Key-West-Hotels-LGBT-Friendly-Hotel.0-n553248635976470405-0-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Downtown Key West](https://www.expedia.ca/Downtown-Key-West-Key-West-Hotels-Luxury-Hotel.0-n553248635976470405-0-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Scuba Diving Hotels in Downtown Key West](https://www.expedia.ca/Downtown-Key-West-Key-West-Hotels-Scuba-Diving-Vacations.0-n553248635976470405-0-tscubadivingvacations.Travel-Guide-Filter-Hotels) - [Waterpark Hotels in Downtown Key West](https://www.expedia.ca/Downtown-Key-West-Key-West-Hotels-Waterpark-Hotels.0-n553248635976470405-0-tWaterparkHotels.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) - [All Inclusive Resorts and in Key West](https://www.expedia.ca/Key-West-Hotels-All-Inclusive-Hotel.0-0-d1187-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Key West](https://www.expedia.ca/Key-West-Hotels-Beach-Hotel.0-0-d1187-tBeachHotel.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) - [Cheap Hotels in Key West](https://www.expedia.ca/Key-West-Hotels-Cheap-Hotels.0-0-d1187-tCheapHotels.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) - [Waterpark Hotels in Marathon](https://www.expedia.ca/Marathon-Hotels-Waterpark-Hotels.0-0-d2437-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) - [Adults Only Resorts & in Uptown - Upper Duval](https://www.expedia.ca/Uptown-Upper-Duval-Key-West-Hotels-Adults-Only-Resorts.0-n553248635976473524-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Uptown - Upper Duval](https://www.expedia.ca/Uptown-Upper-Duval-Key-West-Hotels-All-Inclusive-Hotel.0-n553248635976473524-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Uptown - Upper Duval](https://www.expedia.ca/Uptown-Upper-Duval-Key-West-Hotels-Beach-Hotel.0-n553248635976473524-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Uptown - Upper Duval](https://www.expedia.ca/Uptown-Upper-Duval-Key-West-Hotels-Boutique-Hotel.0-n553248635976473524-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Hotels with Free Breakfast in Uptown - Upper Duval](https://www.expedia.ca/Uptown-Upper-Duval-Key-West-Hotels-Hotels-With-Free-Breakfast.0-n553248635976473524-0-tHotelswithFreeBreakfast.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in Uptown - Upper Duval](https://www.expedia.ca/Uptown-Upper-Duval-Key-West-Hotels-Hotels-With-Smoking-Rooms.0-n553248635976473524-0-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [Oceanfront Hotels in Uptown - Upper Duval](https://www.expedia.ca/Uptown-Upper-Duval-Key-West-Hotels-Oceanfront-Hotels.0-n553248635976473524-0-tOceanfrontHotels.Travel-Guide-Filter-Hotels) - [Scuba Diving Hotels in Uptown - Upper Duval](https://www.expedia.ca/Uptown-Upper-Duval-Key-West-Hotels-Scuba-Diving-Vacations.0-n553248635976473524-0-tscubadivingvacations.Travel-Guide-Filter-Hotels) - [Book Hotels in Old Town Key West on Expedia.com](https://www.expedia.com/Old-Town-Key-West-Key-West-Hotels-Business-Hotel.0-n553248635976481920-0-tBusinessHotel.Travel-Guide-Filter-Hotels)