Title: Book the Best HISTORIC Hotels in Downtown Key West in 2025 | Expedia.ca [Downtown Key West Travel Guide](https://expedia.ca/Key-West-Downtown-Key-West.dx553248635976470405)[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)[Downtown Key West Car Rentals](https://expedia.ca/Car-Rentals-In-Downtown-Key-West.d553248635976470405.Car-Rental-Guide)[Downtown Key West Vacations](https://expedia.ca/Downtown-Key-West.d553248635976470405.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63795-Florida-Keys.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Historic Hotels in Downtown Key West, FL from CA $153 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Downtown Key West Historic Hotels Tonight [Sep 23 - Sep 24](https://www.expedia.ca/Hotel-Search?regionId=553248635976470405&startDate=2025-09-23&endDate=2025-09-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 24 - Sep 25](https://www.expedia.ca/Hotel-Search?regionId=553248635976470405&startDate=2025-09-24&endDate=2025-09-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976470405&startDate=2025-09-26&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=553248635976470405&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Downtown Key West Historic Hotels ![Outdoor spa tub](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/77f11bb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/eb10500d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Basic Quadruple Room](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/070a211a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/2f1f2895.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NYAH Key West - Adults Only Key West Historic District 7.8/10 Good (1012) "Great location and service. " CA $107 CA $183 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Key-West-Hotels-NYAH-Key-West-Adults-Only.h7500588.Hotel-Information) ![Balcony](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/f87deff5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/3120319b_edited_07ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds | Living room](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/57c255ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 2 Queen Beds | Living area](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/78fb0a25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### L'Habitation Guest House Key West Historic District 9.4/10 Exceptional (889) "Great place close to lots of fun and shopping. Excellent staff, very friendly and attentive. Will stay there again!" CA $136 CA $153 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Key-West-Hotels-LHabitation-Guest-House.h9013816.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/1000000/910000/902100/902014/4d24feec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/1000000/910000/902100/902014/769f8ec7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/910000/902100/902014/002755fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/1000000/910000/902100/902014/b2259b66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heron House Court - Adult Only Key West Historic District 9.0/10 Wonderful (1003) "Good location for me.. Stayed here many times" CA $142 CA $205 total includes taxes & fees Sep 24 - Sep 25 [](https://www.expedia.ca/Key-West-Hotels-Heron-House-Court-Adult-Only.h902014.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/04396af1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/c435c8cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Tropical King](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/84d1a4db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/ee4555f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Heron House - Adult Only Old Town Key West 9.0/10 Wonderful (1136) "This is an adult only B&B. The great location is a reason to stay here. " CA $145 CA $209 total includes taxes & fees Sep 24 - Sep 25 [](https://www.expedia.ca/Key-West-Hotels-Heron-House-Adult-Only.h57730.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2240000/2232000/2231933/a17d99e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2240000/2232000/2231933/e6b2a42c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2240000/2232000/2231933/b83c4cbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Restaurant](https://images.trvl-media.com/lodging/3000000/2240000/2232000/2231933/40114484.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Coco Plum Inn Old Town Key West 9.6/10 Exceptional (448) "Loved the location and eating our breakfast on the patio. " CA $206 CA $232 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Key-West-Hotels-Coco-Plum-Inn.h2231933.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/98bddc65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/a5da01ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/cf7f237d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabana Cottage](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/75209084.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cabana Inn Key West - Adults Only Old Town Key West 8.8/10 Excellent (1005) "A nice place to stay I definitely recommend it." CA $141 CA $221 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/Key-West-Hotels-The-Cabana-Inn-Key-West-Adults-Only.h6576609.Hotel-Information) ![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/22000000/21530000/21529500/21529421/6273e943.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21530000/21529500/21529421/c5a1aac0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room 8 - Second Floor - 21+ Adult Only](https://images.trvl-media.com/lodging/22000000/21530000/21529500/21529421/40d45a27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room 2 - First Floor - 21+ Adult Only](https://images.trvl-media.com/lodging/22000000/21530000/21529500/21529421/7962a1db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marrero's Guest Mansion Old Town Key West 9.4/10 Exceptional (333) "Part of a 10 day anniversary celebration! The service and convenience could not have been any better! Marrero’s felt like home and we were very happy with our stay!" CA $344 CA $387 total includes taxes & fees Sep 24 - Sep 25 [](https://www.expedia.ca/Key-West-Hotels-Marreros-Guest-Mansion.h21529421.Hotel-Information) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003029/d2d4b312.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003029/3f5037b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003029/8f4eb5e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003029/5352fb01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Duval Dream Loft by Brightwild Right on Duval Old Town Key West 10/10 Exceptional (1) CA $521 CA $1,048 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Key-West-Hotels-Duval-Dream-Loft-By-Brightwild-Right-On-Duval.h109003029.Hotel-Information) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003036/5e9cebcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003036/8be211c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003036/52276976.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003100/109003036/0493e579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Collins on Duval by Brightwild Old Town Key West CA $573 CA $1,107 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Key-West-Hotels-The-Collins-On-Duval-By-Brightwild.h109003036.Hotel-Information) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003102/6e5bb513.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003102/79a232c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003102/5ac2b606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment](https://images.trvl-media.com/lodging/110000000/109010000/109003200/109003102/ee40dbb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kamp by Brightwild Rooftop Penthouse On Duval Old Town Key West CA $633 CA $1,175 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Key-West-Hotels-Kamp-By-Brightwild-Rooftop-Penthouse-On-Duval.h109003102.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=2025-10-07&endDate=2025-10-08®ionId=553248635976470405&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true) ## Top Downtown Key West Hotel Reviews ![Paradise Inn Key West - Adults Only](//images.trvl-media.com/lodging/4000000/3930000/3924900/3924835/069168f1_y.jpg) ### Paradise Inn Key West - Adults Only 10/10 Excellent "My wife and I loved this place. Quiet, close to everything but far enough away, perfect pool and hot tub. When we are back we will stay here again." [](https://expedia.ca/Key-West-Hotels-Paradise-Inn-Key-West-Adults-Only.h3924835.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 "Upon our early arrival, staff was super friendly and allowed us to drop our bags while we went to check out the city. They called us when our room was ready (which was before the stated check in time) and had our bags waiting for us in the room. Conveniently located to several bars and restaurants and close to many area attractions. Free breakfast and drink during happy hour was a plus too! Very clean, comfortable and great amenities. Friendly staff suggested great dining options and things to do. " [](https://expedia.ca/Key-West-Hotels-Almond-Tree-Inn.h809031.Hotel-Information) ![The Gardens Hotel](//images.trvl-media.com/lodging/1000000/30000/20800/20796/424c57d6_y.jpg) ### The Gardens Hotel 10/10 Excellent "Great hospitality and very clean , thoughtful " [](https://expedia.ca/Key-West-Hotels-The-Gardens-Hotel.h20796.Hotel-Information) ![Duval House](//images.trvl-media.com/lodging/1000000/910000/900500/900423/d8706fe9_y.jpg) ### Duval House 10/10 Excellent "Incredible place. Beautiful room, amazing grounds, super helpful and friendly staff, perfect location, and affordable! The pool was a great afternoon break. Breakfast was great." [](https://expedia.ca/Key-West-Hotels-Duval-House.h900423.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 "Great stay. Helpful and attentive staff, transportation provided to the old town and to the beach. " [](https://expedia.ca/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.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 "Gave a feel of old Keys. Nice and quiet but convenient for walking" [](https://expedia.ca/Key-West-Hotels-Heron-House-Adult-Only.h57730.Hotel-Information) ![The Cabana Inn Key West - Adults Only](//images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/98bddc65_y.jpg) ### The Cabana Inn Key West - Adults Only 10/10 Excellent "A nice place to stay I definitely recommend it." [](https://expedia.ca/Key-West-Hotels-The-Cabana-Inn-Key-West-Adults-Only.h6576609.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 "I love that everything is at arms reach. The pool, beach, restaurants, stores. Everything is a hop skip & a jump. " [](https://expedia.ca/Key-West-Hotels-Southernmost-Beach-Resort.h863329.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 "great property, transportation to key west great, missing an additional dining option. Everything else was fantastic" [](https://expedia.ca/Key-West-Hotels-Oceans-Edge-Key-West-Resort.h16202992.Hotel-Information) ## Frequently asked questions ### What should I expect on my historical trip to Downtown Key West? > You'll probably want to seek out the sights of historical relevance while you're staying in Downtown Key West. And don't forget to discover the other places of interest while you're in the area. ### How many historical hotels are located in Downtown Key West? > Downtown Key West is home to 192 hotels and other lodging options bookable on Expedia but not many designated as historic hotels. ### What are the must-see historical sites and other places in Downtown Key West? > Downtown Key West is notable for landmarks like Ernest Hemingway Home and Museum. Duval Street is another popular sight to explore. ### What is a historic hotel like in Downtown Key West? > When you choose a historic hotel, you'll stay in a building that has an officially recognized historic designation. A castle, a palace or even a pub or an old police station can be identified as a historic hotel provided that it has special significance. Traditional architecture and period features are typically preserved within the guestrooms or public spaces of these historic hotels in Downtown Key West, giving a real sense of character. ### What is the difference between a historic hotel and a heritage hotel? > You'll often hear the term "heritage hotel" in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. though overall the terms are quite similar. The physical building and architecture of a historic hotel is generally what's most significant. For a heritage hotel, often it's the cultural value as well as how it inspired the community. ### Do historic hotels in Downtown Key West have modern facilities? > Hotels have the safety features and modern conveniences you expect to find, but every effort is made to preserve historic facades and treasured traditions. Smart TVs, WiFi, updated bathroom facilities, and the usual amenities found in most hotels should be available at a historic hotel. Rest assured that when you select a historic hotel in Downtown Key West, you won't find yourself staying at a place that's uncomfortable or rundown. ## Explore a world of travel with Expedia - Lodging - More ways to book - [Adults Only Resorts & in Bahama Village](https://www.expedia.ca/Bahama-Village-Key-West-Hotels-Adults-Only-Resorts.0-n553248621533115696-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [All Inclusive Resorts and in Bahama Village](https://www.expedia.ca/Bahama-Village-Key-West-Hotels-All-Inclusive-Hotel.0-n553248621533115696-0-tAllInclusiveHotel.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Bahama Village](https://www.expedia.ca/Bahama-Village-Key-West-Hotels-Beach-Hotel.0-n553248621533115696-0-tBeachHotel.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Bahama Village](https://www.expedia.ca/Bahama-Village-Key-West-Hotels-Boutique-Hotel.0-n553248621533115696-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Bahama Village](https://www.expedia.ca/Bahama-Village-Key-West-Hotels-Cheap-Hotels.0-n553248621533115696-0-tCheapHotels.Travel-Guide-Filter-Hotels) - 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