Title: Book the Best Florida Keys LUXURY Hotels - Upscale Hotels in Florida Keys | Expedia.ca [Florida Keys Travel Guide](https://expedia.ca/Florida-Keys.dx6023765)[Hotels in Florida Keys](https://expedia.ca/Florida-Keys-Hotels.d6023765.Travel-Guide-Hotels)[Vacation Rentals in Florida Keys](https://expedia.ca/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)[Flights to Florida Keys](https://expedia.ca/Cheap-Flights-To-Florida-Keys.d6023765.Travel-Guide-Flights)[Things to do in Florida Keys](https://expedia.ca/Things-To-Do-In-Florida-Keys.d6023765.Travel-Guide-Activities)[Florida Keys Car Rentals](https://expedia.ca/Car-Rentals-In-Florida-Keys.d6023765.Car-Rental-Guide)[Florida Keys Vacation Packages](https://expedia.ca/Florida-Keys.d6023765.Destination-Travel-Guides) ![Higgs Beach which includes a beach and tropical scenes as well as a large group of people](https://images.trvl-media.com/place/6246822/f00ad239-b8ad-4f0c-b162-acc6426db1e2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find luxury hotels in Florida Keys - ![](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 Florida Keys Luxury Hotels Tonight [Dec 10 - Dec 11](https://www.expedia.ca/Hotel-Search?regionId=6023765&startDate=2025-12-10&endDate=2025-12-11&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Tomorrow [Dec 11 - Dec 12](https://www.expedia.ca/Hotel-Search?regionId=6023765&startDate=2025-12-11&endDate=2025-12-12&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6023765&startDate=2025-12-12&endDate=2025-12-14&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6023765&startDate=2025-12-19&endDate=2025-12-21&adults=2&propertyStyle=LUXURY&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=luxury_property) ## Our top choices for Florida Keys luxury hotels ![6 outdoor pools, free cabanas, pool umbrellas](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/f7424907.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/17000000/16210000/16203000/16202992/15e67a67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![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) ### Oceans Edge Key West Resort, Hotel & Marina [](https://www.expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) Stock Island 9.0/10 Wonderful (1747) "Clean room, great and friendly staff, great pools, easy parking, everything was great " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zidan CA $223 CA $334 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) ![3 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/15d13ee3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/a156943e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Harbor View King with Balcony | View from property](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/7692f964.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/e32c81ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Marker Key West Harbor Resort [](https://www.expedia.ca/Key-West-Hotels-The-Marker-Key-West-Harbor-Resort.h9148379.Hotel-Information) Key West Historic District 9.2/10 Wonderful (1005) "Fantastic staff, great breakfast" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly CA $284 CA $407 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Key-West-Hotels-The-Marker-Key-West-Harbor-Resort.h9148379.Hotel-Information) ![Private beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/79d31a44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/9b929f51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/e32d7e53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cheeca Lodge & Spa [](https://www.expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) Matecumbe 9.2/10 Wonderful (1270) "It was awesome, great service, staff members are helpful, clean and tidy room with excellent views!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sami CA $298 CA $429 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ![Fireplace](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/1b169515.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/bd916166.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/12400/12346/2f4b002e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Casa Marina Key West, Curio Collection by Hilton [](https://www.expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information) Old Town Key West 8.4/10 Very good (468) "beautiful Hotel! " ![Mexico](https://a.travel-assets.com/egds/marks/flags/mx.svg) iria CA $387 CA $518 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information) ![Premium Room, 1 King Bed, Lanai, Lagoon View (Kitchenette) | View from room](https://images.trvl-media.com/lodging/2000000/1780000/1775600/1775568/96bf2fd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1780000/1775600/1775568/04fa303d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1780000/1775600/1775568/f7052b1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 2 Double Beds](https://images.trvl-media.com/lodging/2000000/1780000/1775600/1775568/4ad7fbce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kingsail Resort [](https://www.expedia.ca/Marathon-Hotels-Kingsail-Resort.h1775568.Hotel-Information) Marathon 8.6/10 Excellent (1037) "Very nice all around" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael CA $121 CA $136 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Marathon-Hotels-Kingsail-Resort.h1775568.Hotel-Information) ![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) ![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) ![Fountain](https://images.trvl-media.com/lodging/1000000/870000/863400/863329/b4576547.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Southernmost Beach Resort and Guesthouses [](https://www.expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) Old Town Key West 8.8/10 Excellent (2915) "Great stay with an actual beach which is rare in Key West. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $272 CA $407 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information) ![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) ![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) ![Marina](https://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/9585f19f.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) ### Parmer's Resort [](https://www.expedia.ca/Little-Torch-Key-Hotels-Parmers-Resort.h5561465.Hotel-Information) Summerland Key 9.0/10 Wonderful (1004) "Room was clean and comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara K CA $204 CA $275 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Little-Torch-Key-Hotels-Parmers-Resort.h5561465.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) ![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) ![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) ![Terrace/patio](https://images.trvl-media.com/lodging/17000000/16400000/16396000/16395930/d854c1ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### H2O Suites - Adults Only [](https://www.expedia.ca/Key-West-Hotels-H2O-Suites-Adults-Only.h16395930.Hotel-Information) Old Town Key West 9.8/10 Exceptional (580) "Great place!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joel CA $412 CA $557 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Key-West-Hotels-H2O-Suites-Adults-Only.h16395930.Hotel-Information) ![Standard Room, 1 King Bed, Private](https://images.trvl-media.com/lodging/8000000/7110000/7108000/7107973/2b5dce8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Apartment | Living area](https://images.trvl-media.com/lodging/8000000/7110000/7108000/7107973/4e8c3aaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/8000000/7110000/7108000/7107973/186715d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/8000000/7110000/7108000/7107973/96336187.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Seashell Motel [](https://www.expedia.ca/Key-West-Hotels-Seashell-Motel-Key-West-Hostel.h7107973.Hotel-Information) Old Town Key West 7.8/10 Good (1003) "Great and clean place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alina CA $181 CA $203 total includes taxes & fees Dec 16 - Dec 17 [](https://www.expedia.ca/Key-West-Hotels-Seashell-Motel-Key-West-Hostel.h7107973.Hotel-Information) ![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/489feb58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, beach cabanas, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/d9cc2f68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, 3 Bedrooms, Pool Access, Bay View (Balcony/Patio, Private Pool) | Beach](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/10dd6c61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, beach cabanas, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/8f8fe319.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Playa Largo Resort & Spa, Autograph Collection [](https://www.expedia.ca/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.Hotel-Information) Rock Harbor 8.8/10 Excellent (1000) "Beautiful location, great views, very clean property, room was great (great bed), friendly staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $363 CA $484 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-12-25&endDate=2025-12-26®ionId=6023765&adults=2&star=50&sort=RECOMMENDED&openPlayBack=true) ## Find out more about Florida Keys ### Florida Keysand its attractions for luxury travelers The Florida Keys offer a unique blend of luxury and adventure, perfect for discerning travellers seeking both relaxation and excitement. Begin your journey in Key West, where the vibrant sunset celebrations at Mallory Square provide a picturesque backdrop for an evening of fine dining and local art. For an adrenaline rush, explore the pristine waters off the coast of Islamorada, renowned for deep-sea fishing and luxury charters that cater to every need. At the Dolphin Research Center in Grassy Key, families can enjoy unforgettable interactions with dolphins, ensuring a memorable experience for both children and adults alike. The serene beauty of Dry Tortugas National Park, accessible via seaplane or ferry, invites you to discover its stunning coral reefs and historic Fort Jefferson, all while enjoying a secluded picnic on sun-kissed beaches. When it comes to accommodation, the lavish resorts in Key Largo stand out, offering private beach access, world-class spas, and gourmet restaurants, ensuring every aspect of your stay is tailored to perfection. Here, you can unwind in opulent surroundings while soaking up the natural beauty that surrounds you. ## Top Florida Keys Hotel Reviews ![The Pelican Key Largo Cottages](https://images.trvl-media.com/lodging/7000000/6840000/6839400/6839376/f35b06df_y.jpg) ### The Pelican Key Largo Cottages 10/10 Excellent "Great staff, very welcoming, the accommodations were very clean. We did see manatees while we were there which was magical. " [](https://expedia.ca/Key-Largo-Hotels-The-Pelican-Key-Largo-Cottages.h6839376.Hotel-Information) ![Baker's Cay Resort Key Largo, Curio Collection by Hilton](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/bbdba544_y.jpg) ### Baker's Cay Resort Key Largo, Curio Collection by Hilton 10/10 Excellent "Staff was amazing and process was fast and painless" [](https://expedia.ca/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information) ![Waterside Suites & Marina](https://images.trvl-media.com/lodging/1000000/20000/13800/13719/7b7ca43b_y.jpg) ### Waterside Suites & Marina 10/10 Excellent "Love the area " [](https://expedia.ca/Key-Largo-Hotels-Waterside-Suites-Marina.h13719.Hotel-Information) ![Hawks Cay Resort](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/b1845555_y.jpg) ### Hawks Cay Resort 10/10 Excellent "Beautiful balcony and porch views. " [](https://expedia.ca/Marathon-Hotels-Hawks-Cay-Resort.h6068.Hotel-Information) ![Holiday Inn Key Largo by IHG](https://images.trvl-media.com/lodging/1000000/10000/7300/7230/160ba216_y.jpg) ### Holiday Inn Key Largo by IHG 10/10 Excellent "The room was very clean. The receptionist was very nice and polite. " [](https://expedia.ca/Key-Largo-Hotels-Holiday-Inn-Key-Largo.h7230.Hotel-Information) ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg) ### Cheeca Lodge & Spa 10/10 Excellent "Everything was awsome" [](https://expedia.ca/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) ![Creekside Inn](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/5e43c05b_y.jpg) ### Creekside Inn 10/10 Excellent "Very comfortable stay Local dining walking distance many amenities close by Room was very clean and AC worked great " [](https://expedia.ca/Tavernier-Hotels-Creekside-Inn-Islamorada.h1576773.Hotel-Information) ![Lime Tree Bay Resort](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/6f2246e8_y.jpg) ### Lime Tree Bay Resort 10/10 Excellent "The amenities and location the room was great " [](https://expedia.ca/Long-Key-Hotels-Lime-Tree-Bay-Resort.h882254.Hotel-Information) ![Amara Cay Resort](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729_y.jpg) ### Amara Cay Resort 10/10 Excellent "Great location right on the ocean " [](https://expedia.ca/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Packages - More ways to book - [Hotels near Christ of the Abyss ](https://www.expedia.ca/Christ-Of-The-Abyss-Hotels.0-l6069273-0.Travel-Guide-Filter-Hotels) - [Hotels near John Pennekamp Coral Reef State Park ](https://www.expedia.ca/John-Pennekamp-Coral-Reef-State-Park-Hotels.0-l6068611-0.Travel-Guide-Filter-Hotels) - [John Pennekamp Coral Reef State Park ](https://www.expedia.ca/John-Pennekamp-Coral-Reef-State-Park-United-States-of-America.d6068611.Vacation-Attraction) - [Book Luxury Hotels in Florida Keys on Expedia.com ](https://www.expedia.com/Florida-Keys-Hotels-Luxury-Hotel.0-0-d6023765-tLuxuryHotel.Travel-Guide-Filter-Hotels)